This document describes a new class of substituted cyclopentyl compounds useful for therapeutic purposes. Specifically, it describes cyclopentyl acetic acid amides containing substituents that are obtainable by condensing cyclopentyl acetic acid or derivatives with ammonia, amines or ureas. The document provides an example for synthesizing cyclopentyl-bromo-acetamide in three steps: 1) brominating cyclopentyl acetic acid, 2) converting it to the acetylchloride derivative, and 3) reacting it with aqueous ammonia. These compounds have sedative properties and can be used as intermediates for producing other therapeutic agents or used directly as therapeutics.

1. * GB786134 (A)
Description: GB786134 (A) ? 1957-11-13
Improvements relating to clothes driers
Description of GB786134 (A)
PATENT SPECIFICATION
7869134 Date of Application and filing Complete Specification: Jan 10,
1956.
of 078 j/ Application made in United States of America on Jan 14,
1955.
Complete Specification Published: Nov 13, 1957.
Index at acceptance:-Class 34 ( 2), Q( 1 K:2 C 11 B).
International Classification:-F 26 b.
COMPLETE SPECIFICATION
Improvements relating to Clothes Driers We, HOOVER LIMITED, a Company
registered under the Laws of Great Britain, of Perivale, Greenford,
Middlesex, do hereby declare the invention, for which we pray that a
patent may be granted to us, and the method by which it is to be
performed, to be particularly described in and by the following
statement:-
This invention relates to driers According to the present invention a
tumbler drier for clothes comprising a drum mounted to rotate about a
horizontal axis within an outer casing is characterised by a turbine
arranged within the casing to receive a flow of air under pressure
from a remote source, for instance, a suction cleaner, and operatively
connected to the drum to rotate it Preferably the air after passing
the turbine blades passes through the drum In one arrangement the
turbine blades are mounted on the drum, in which case the blades are
preferably mounted on one end wall of the drum and an annular air
passage is included, one end of which is connected to a pipe
connection on the outer casing, and the other end of which lies
adjacent the turbine blades.
In an alternative arrangement the turbine is operatively connected to
the drum through a reduction drive The reduction drive may include one
or more pairs of friction pulleys.

2. The invention may be carried into practice in a number of ways but two
specific embodiments will now be described by way of example with
reference to the accompanying drawings in which: Fig 1 is a sectional
side elevation of a drier incorporating the present invention, Fig 2
is a sectional end elevation on the line 2-2 of Fig 1; Fig 3 is a part
S 6 ctional end elevation on the line 3-3 of Fig 1; Fig 4 is a
sectional side elevation of a modified form of the invention, and Fig
5 is a sectional view of a detail of a turbine of the drier of Fig 4.
lPrice In the embodiment shown in Figs I to 3 the drier comprises a
sheet metal casing 10 formed in lower and upper sections 11 and 12, of
which the latter forms a cover for the drier and rests on an inwardly
offset edge 50 13 of the rim of the lower section 11 A pair of handles
14 secured at opposite ends of the upper section 12 enable the
complete drier to be carried with ease As shown in Fig 3 the lower
section 11 of the casing 55 carries toggle latches 15 which engage
integral hooks 16 on the upper section 12 in order to hold it down.
In one wall of the casing, on the right as viewed in Fig 1, herein
referred to for con 60 venience as the front wall, is a centrally
disposed air inlet 17 within which is situated a short tubular conduit
18 which in turn is provided with an annular latch engaging lip 19 The
end of a cleaning tool hose 20 can 65 be fitted into the conduit 18
and retained by means of diametrically opposite spring latches 21
engaging the lip 19 In this way a suction cleaner, for instance, of
the canister type, can be connected to the drier to pro 70 vide a
source of air under pressure The opposite or rear wall of the lower
section 11 of the casing is provided with an air outlet 22 affording
diffuser louvres.
Secured to the lower wall of the lower cas 75 ing 11 by means of
rivets 26 is a U-shaped frame 25 having upstanding rear and front legs
27 and 29 respectively carrying ball bearings 28 and 30 for a rotary
drying drum or cage 31 The drum has a circular front 80 end 32 from
which are punched out a number of large area turbine blades 33 leaving
openings 24 for the passage of air The end 32 has a central recess 34
in which is welded a nut 35 into which is screwed a stub shaft 85 36
carried by the ball bearing 30, to support this end of the drum.
The drum also has a circular rear end 37 having a stub shaft 38
secured to its centre by a nut 39 and carried by the ball bearing 90
No 890/56.
786,134 28 to support this end of the drum The rear end 37 of the drum
has in it a number of openings 40 for the passage of air.
The ends 32 and 37 of the drum are joined by a cylindrical wall 41 of
rigid wire mesh having sufficient strength to support a load of wet
clothes when placed within the drum.
At one point an oblong portion of the wire mesh is cut away to afford

3. an opening by which access may be had to the drum for filling and
emptying This opening is bounded by a flanged rim 42 and closed by a
door 43 having a flanged frame 44 to which is secured wire mesh
material of the same character as that forming the cylindrical wall 41
In this way the whole of the drum forms a unitary wire cage The door
43 is provided with hinges 45 secured to the rim 42 of the opening in
the drum 31 As shown in Fig 3 on the opposite side from the hinges the
door is provided with a sliding latch 46 engaging a hook 47 integrally
formed on the rim 42 of the opening in the drum In this way the latch
46 secures the door 43 in the closed position and the drum can
accordingly be rotated without any danger of wet articles falling out
of it At its forward end immediately behind the turbine blades 33 the
drum is provided with a frame 48 having a transverse wire mesh endwall
49 mounted on it to prevent clothes obstructing the turbine blades 33.
Between the turbine blades 33 and the front wall of the outer casing
10 a flaring annular air passage 50 is afforded by conical outer and
inner walls 51 and 54 The smaller end of the conical outer wall 51
surrounds the short air inlet conduit 18 while its larger end
terminates in a vertical wall 52 secured by a screw 53 to the front
upstanding leg 29 of the U-shaped frame 25 The inner conical wall 54
is also secured to the upstanding leg 29, by means of a screw 55.
Thus it will be seen that the annular air passage 50 opens opposite
the turbine blades 33 in the front end wall 32 of the drum 31.
In this way air blown into the drier through the pipe 20 is directed
on to the turbine blades 33.
It is believed that the operation of this embodiment will be apparent
from the drawings and foregoing description A load of damp clothes is
placed in the wire drum 31 by removing the upper section 12 of the
outer casing and opening the door 43 of the drum.
After the clothes are inserted the door is closed and the upper
section of the casing replaced An outside source of air under
pressure, such as a suction cleaner, is then connected to the inlet
conduit 18 whereupon the air will be directed by means of the annular
passage 50 on to the turbine blades 33, causing the drum to rotate and
tumble the clothes After passing through the turbine blades the air is
directed through the clothes within the drum and out through the
outlet louvres 22 at the rear end of the outer casing.
The air from a suction cleaner is often warm due to cooling of the
suction cleaner motor, and in this case the drying of the clothes will
70 be assisted.
A second embodiment of the invention is shown in Figs 4 and 5 Certain
parts of this embodiment are identical with corresponding parts in the
embodiment of Figs l to 3 and 75 these parts bear the same reference
numerals.

4. In this arrangement the tumbler drum 31 is similar in many respects to
that of the first embodiment but the front end of the wire cage is
gripped between a pair of flanged 80 rings 65, whilst its front wall
66 comprises a disc of wire mesh material the periphery of which is
also gripped between the flanged rings 65 The centre of the front wall
66 is provided with a socket 67 within which a 85 bearing 68 is
mounted to receive one end of a short shaft 69 to rotatably support
the drum The other end of the shaft has a reduced diameter portion 70
which is received ip an upstanding post 71 to which it is 90 secured
by a nut 72 A lock-waslher 73 prevents the shaft 69 from rotating A
ball thrust bearing 74 is press fitted to the shaft 69 with its outer
race press fitted within a cup 74 ' secured adjacent the inner side of
the 95 post 71 The ball thrust bearing 74 supports the thrust of a
collar 75 mounted on the shaft around a bearing 76 The collar 75 is
rotatable on the shaft 69 and has a sheet metal turbine 77 secured to
it The turbine has 100 blades 78 against which a stream of warm air
front an external source may be directed to drive it by means of an
air inlet 79 mounted in the upper section of the casing 12 and having
a restricted nozzle 80 for increasing the 105 velocity of the incoming
air stream The disposition of the air inlet 79 and nozzle 80, with
respect to the turbine blades 78, is arranged so that the air stream
will impinge efficiently on the turbine blades, which are 110
illustrated in detail in Fig 5.
The collar 75 on which the turbine is mounted has a tapered rearwardly
extending portion 75 ' having a frusto conical friction pulley 81
mounted on it The pulley 81 115 bears on a second conical or
dish-shaped pulley 82 having a central bearing 83 mounted on the
forward end 84 of a stub shaft 85 slidably mounted within a bushing 86
which is in turn bolted to an upstanding post 87 120 secured to the
bottom of the outer casing 11.
A leaf spring 88 has one end secured to the post 87 and the other end
bearing on the free end of the stub shaft 85 to bias it to the right
as viewed in Fig 4 and to force the pulley 125 82 into engagement with
the friction pulley 81 on the turbine.
The pulley 82 constitutes an idler pulley between the conical friction
pulley 81 and a similar conical friction pulley 93 mounted on 130
786,134 a frusto-conical sleeve 89 secured to a lay shaft 90 by means
of a transverse pin 91 The lay shaft 90 has its front end mounted
within a thrust bearing 92 which in turn is mounted within a cup 92 '
secured to the upstanding post 71 The other end 94 of the lay shaft 90
is of reduced diameter and is mounted in a bearing 95 secured to a
bracket 96 mounted on the lower wall of the casing 11.
Also mounted on the lay shaft 90 is a further conical friction pulley
100 mounted on a conical sleeve 97 which is secured against rotation

5. relative to the shaft 90 by means of a key 99 The key 99 is mounted
within a keyway 98 so that the pulley 100 can slide longitudinally
relatively to the lay shaft 90.
Surrounding the lay shaft between the pulleys 93 and 100 is a coil
spring 101 which biases the pulley 97 into frictional engagement with
the outer flanged ring 65 of the end of the tumbler drum 31.
Thus it will be appreciated that there is a frictional pulley drive
between the turbine 77 and the tumbler drum 31 By virtue of the
conical pulleys and the thrust bearings, automatic compensation for
wear is obtained and a constant frictional engagement between the
pulleys is always maintained, the leaf spring 88 biasing the idler
pulley 82 into engagement with pulleys 81 and 93 and the coil spring
101 biasing the pulley 100 into engagement with the annular member 65
With the exception of the different drive to the tumbler drum, the
operation of this embodiment is identical with that of Figs 1 to 3.
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* GB786135 (A)
Description: GB786135 (A) ? 1957-11-13
Substituted cyclopentyl compounds
Description of GB786135 (A)
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The EPO does not accept any responsibility for the accuracy of data
and information originating from other authorities than the EPO; in
particular, the EPO does not guarantee that they are complete,
up-to-date or fit for specific purposes.

6. COMPLETE SPECIFICATION
Substituted'Cyclopentyl'Compounds
We, CASSELLA FARBWERKE MAINKUR AKTIENGESELLSCHAFT, a body Corporate
organised under the laws of Germany, of 16
Frankfuri / M. - Fechenheim, Germany, do hereby declare the invention,
for which we pray that a patent may be granted to us, and the method
by which it is ta be performed, to be particularly described in and by
the following statement:
This invention comprises new substituted cyclopentyl compounds useful
for therapeutical purposes, and a process for their manufacture.
According to the invention the new compounds are cyclopentyl acetic
acid amides, containing substituents, obtainable by condensing
compound of the general formula :
<img class="EMIRef" id="026415659-00010001" />
wherein R is hydrogen, alkyl (including aralkyl and cycloalkyl) or
aryl, and X is halogen, hydroxy or alkoxy, with NH-compounds, such as
ammoniacs primary or secondary amines or ureas.
The new compound are valable intermediatesX especially for the
manufacture of therapeutical agents, but they may also be used
themselves as therapeuticals owing to their good sedative action.
The following Examples are given for the purpose of illusrating the
invention, the temperatures being in degree Centigrade.
EXAMPLE 1.
(CYCLOPENTYL-BROMO-ACETAMIDE) a) Cyclopentyl-bromo-acetic acid.
384 grams = 3 moles of cyclopentyl acetic
acidi (boiling point at a pres
sure of 18 millimetres of mer
cury : 125-127 ; index of refraction nb2l =1. 4539) are
intimately mixed with
31grams=1 mole of red phosphorus,
and
680 grams = 8. 5 gram atoms of bromine
are added dropwise.
The temperature of the reaction mixture rises spontaneously with the
liberation of hydrogen bromide. The mass is subsequently heated in a
boiling water bath. The reaction is completed when no more vapour of
bromine is to be found in the condenser. The mass is poured iMi twot
litres of water and ! the whole is alowed to stand for two hours. The
cyclopentyl-bromo-acetic acid, separated in ghe form of a
bright-yellow heavy oil, is taken up in 500 millilitres of ether,
washed thrice with 250 nitres of water each time, and is dried over
calcined sodium sulphate. After removing the ether by distillation,
the residue is distilled in the vacuum. The cyclopentylbromo-acetic

7. acid distils over at a pressure of 0.8 millimetre of mercury at 115 as
a colour less oil which soon crystallises. Melting point: 46-47 . b)
Cyclopentyl-bromo-acetylchloride.
207 grams = 1 mole of cyclopentyl-bromo
acetic acid are boiled with
179 grams = 1.5 moles of thionylchooride
for 5 hours unde reflux.
Upon cooling, the excess of thionylchoride is removed by distillation
in vacuo at 40 and the residue is fractionated. The
cyclopentylbromic-acetylchloride distils over at a pressure of 8
millimetres of mercury at 90-92 as a colourless liquid. c).
Cyclopentyl-bromo-acetamide.
225 grams = 1 mole of cyclopentyl-bromo
acetylchoride are added drop
wise during 2 hours at room
temperature, whilst stirring,
into
800 millilitres of a concentrated aqueous solution of ammonia. The
mass is stirred for another hour, and the cyclopentyl-bromoacetamide,
separated as white crystals, is filtered by suction. It is washed
several times with water and crystallised from water or ben, zene. The
cyclopenftyl-bromo'-aoetamide cry- stallisss in the form of beautiful,
white, felted needles of melting point of 123-125 .
The cycopentyl-bromcacetamide has a good sedative action. Its
therapeutical index is 22.50 whereas that of the known
diethylbromoWacetureide is anly 10. 05.
In an analogous manner there is obtained from
cyclopentyl-chloro-acetic acid, with the intermediate formation of
acid chlroide or of an ester, cyclopentyl-chloro-acetamide which
possesses analogous properties.
EXAMPLE 2.
(CYCLOPENTYL-BROMO-ACETYL-UREA)
112.5 grams=0.5 mole of cyclopentyl
bromo - acetylchloride are
added dropwise to a suspen
sion of f
33grams=0. 55 mole of fin ; Iy pulverised
urea in
500 millilitres of absolute benzene and the mass is boiled for 8 hours
under reflux. Upon cooling, the crystallised cyclopentyl-bromo-
acetylurea is filtered by suction and washed with benzene. It
crystallises from benzene in the form of white prisms of a melting
point of 145-146 .
EXAMPLE 3.

8. (CYCLOPENTYL-YL-BUTYL-BROMOACETAMIDE) a)
Cyclopentyl-n-butyl-bromo-acetic acid
55. 2 grams = 0. 3 mole of cyclopentyl-n
butyl-acetic acid (boiling
point at a pressure of 15 milli-
metres of mercury: 155 ;
index of refrction nD20 =
1. 4583) are intimately mixed
3. 1 grams =0. 1 mole of red phosphorus
and reacted as described in
Example 1 a) with
68 grams = 0.85 gram atom of bromine.
After pouring the mass into 200 millilitres of wter, the
cyclopentyl-n-butyl-bromo-acetic acid, separated as a bright-yellow
heavy oil, is taken up in ether, which is dried over calcined sodium
sulphate and then completely removed by distillation in vacuo. The
residue is further processed without an additional purification. b)
Cyclopentyl-n-butyl-bromo-acetyl
chloride
52.6 grams=0.2 mole of cyclopentyl-n
butyl - bromo - acetic acid
(crude product) are boiled
with
36 grams=0.3 mole of thionylchloride
for 3 hours under reflux.
The further processing is
carried out according to
Example 1 b).
The cyclopentyl-K-butyl-bromo-acetyl chloride distifs over a pressure
of 9 millimetres of mercury at 133-138 as a colourless liquid. c)
Cyclopentyl-n-butyl-bromo-acetamide
56 grams=0.2 mole of cyclopentyl-n
butyl - bromo - acetyl - chlor
ide are added dropwisc at room
temperature, with stirring, to
150 millilitres cf a concentratcd aqueous solution of ammonia. After
stirring for 1 hour, the cyclopentyl-n-butyl-bromo-acetamide, which
has at first separated as a coluorless oil, is taken up in ether. The
ether solution is washed with water until neutral, and dried over
calcinez sodium sulphate. After remov- ing the ether by distillation,
a colourless oil remains, which crystallises after being placed in
ice. Recrystallised from a little ether, the
cyclopentyl-n-butyl-bromo-acetamide melts at 46-47 .
In an analobous manner there may be obtained, for instance:

9. cyclopentyl-n-propyl-bromo-acetamide,
di-(cyclopentyl)-bromo-acetamide (melt
ing point : 59-60 ), cyclopentyl-benzyl-bromo-acetamide
(meeting point : 134 ), and cyclopentyl-phenyl-bromo-acetamide.
EXAMPLE 4.
(CYCLOPENTYL-BROMO-DIBUTYL-
ACETAMIDE)
<img class="EMIRef" id="026415659-00020001" />
25.8 g=0.2 mole of dibutylamide are dissolved in 300 ccm of absoute
ether. 22.6 g=0.1 mole of cyclopentylbromo-acetyl-chloride are allowed
to drop^ in, the mass being cooled with ice and stirred at the same
time. The dropping in of all of the cyclopeWyl-bromo-acetyl- chloride
having been finished, the mass is stirred under reflux for 2 hours.
When the mass has been cooled, exhaustion by suction from the
precipitated dibutylamine-hydrochloride takes place, the ether is
washed with water, a little diluted hydrochloric acid, then again with
water and is dried over calcine sodium sulphate. The ether is then
distilled and the residus is fractionated in vacuo. The
cyclopentyl-bromo-dibutylacetamide at boiling point 0.5 140 -150
distils as a colourless oil.
nD20 = 1. 4356 sg. = 1. 025
The calculated molar refraction was 80. 894.
The found molar refraction was 81. 09.
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* GB786136 (A)
Description: GB786136 (A) ? 1957-11-13
Improvements in shuttering for casting beams, columns, walls, etc. in situ
Description of GB786136 (A)

10. PATENT SPECIFICATION
Inventor: PETER WILLIAM CHRISTENSEN 786136 e Date of Application and
filing Complete Specification Jan 24, 1956.
No 2282156.
Complete Specification Published Nov 13, 1957.
Index at Acceptance:-Class 20 ( 2), C 4 (A: G: K).
International Classification: -E 04 g.
COMPLETE SPECIFICATION
Improvements in Shuttering for Casting Beams, Columns, Walls, Etc in
Situ We, UNION JOINERY AND IMPORTING COMPANY LIMITED, of SA, Steele
Street, Steeledale, Johannesburg, Union of South Africa, a company
incorporated in the Union of South Africa, do hereby declare the
invention, for which we pray that a patent may be granted to us, and
the method by which it is to be performed, to be particularly
described in and by the following statement:-
This invention relates to shuttering for casting beams, columns,
walls, etc in situ and has especial utility in the construction of
beams and columns.
In the construction of shuttering for casting in situ concrete beams
or columns, it is usual to build up the shuttering from panels each of
which itself provides the full width of one of the moulding faces
Either the panels are tailored to the job, or standard panels, wider
than they need be, are assembled edge to face to define between them a
moulding space 6 f the required dimensions.
Both of these procedures have disadvantages The object of the present
invention is to provide a shuttering system which avoids such
disadvantages.
According to the invention, a method of erecting shuttering for
casting in situ a concrete beam, column, etc, the width of a face or
faces of which is an element or elements of the arithmetical
progression a, a+d, a+ 2 d, a + 3 d consists in building up, in
respect of each flat face of the beam, column, etc, a shutter of the
correct width by selecting units from a set of panels consisting of or
including a units of two standard widths, viz and 2 a -Ad, assembling
them edge to edge to pro2 vide collectively the moulding face of the
shutter; and securing together the several panels to define the
moulding space between lPrce 3 s 6 d l them If a= 6 and d= 1, the
panel widths be 3 and 4 units, any shutter can be produced in the
ordered set 6, 7, 8, 9, 10, If the unit be one inch then any column or
beam the widths of the faces of which are to be integers of 6 " or
above can be cast by selection of panels of the set.
To enable the panels to be assembled side by side each is made
channel-shaped, the outerface of the web constituting the moulding

11. face and the flanges being formed with a standard pattern of holes
through which bolts are passed to secure adjacent panels together.
At the corners the meeting edges of the composite panels may be
connected by bolting their outer flanges to angle irons.
The assembled shuttering is secured against distortion by the bursting
pressure of the concrete fill by being clamped at spaced intervals
around its periphery To locate the clamps, the angle irons at the
corners may be edgenotched to engage the clamps.
Further to stabilise the assembly, cross ties may be provided which
extend through the panels.
An embodiment of apparatus according to the invention for the casting
of columns is shown in the accompanying drawings in which:Fig 1 is an
elevation of one form of shuttering for casting a column; Fig 2 is a
plan view of Fig 1; Fig 3 is an elevation of a stay for supporting the
column; Fig 4 is a fragmentary plan view of an alternative
construction drawn to an enlarged scale; and Fig 5 is a perspective
view of a typical panel.
The basic shuttering units illustrated are a set of narrow panels 10,
11, of sheet metal, those 10 being 3 " and those 11 being 4 " in width
Each panel is channel-shaped, the outer face 12 of the web
constituting the so moulding face The flanges 13 may have short return
flanges 13 x to stiffen the panels.
The flanges 13 are formed with a uniformly spaced series of holes 14
through some of which bolts 15 are passed to secure adjacent panels
together The panels are formed with slotted holes 16 to pass hoop iron
cross ties 17 (see Fig 42 which serve to tie the opposed shutter walls
18, 19 and 20, 21 together.
The several panels 10 and/or 11 which are assembled together to form
the walls 18, 19, and 21 are selected from the set of panels
collectively to provide a wall of correct width.
Any girder or beam may be catered for provided it is an integral
number of inches in both width and depth.
The meeting edges of the walls 18-21 are secured together by bolting
their outer flanges 13 a to angle irons 22 which may have limbs joined
by an oblique base 22 X as shown in Fig 2, and which are preformed
with a standard pattern of holes 24 to register with the holes 14 of
the flanges 13 a.
Chamfered corners may be formed on the beam or column as illustrated
in Figs 1 and 2 or square corners may be formed by substituting
appropriately shaped corner irons 22 a for the angle irons, 22, as
shown in Fig 4.
In so far as the lengthwise dimension of the shuttering is concerned,
it is desirable to stagger the lateral joints 25 To this end the
panels 10, 11 are provided in two lengths; one preferably twice that

12. of the other, say 3 feet and 6 feet, so that, two lengths of panel are
alternated, in the lateral direction of the shuttering, at the top and
bottom of the shuttering.
Additional stability is imparted to the shuttering assembly by
clamping it around its periphery at spaced intervals along its length,
for instance by means of clamps consisting in a rectangular structure
made up of bars 26, each bar slidable within an eye 26 a on a
neighbouring bar and providing an eye for the other neighbour; the
bars being forced around the shuttering to wedge the bars in the eyes
To facilitate location of the clamps the edges of the irons 22 or 22 a
may be notched along their length as shown at 27.
Stays 28 for supporting the shuttering may be provided These are
preferably easily adjustable in length, for instance by being composed
of two or more telescoping tubes, 29, 30 connected together by cross
bolts 31 through registering holes of a series of holes 32, 33 in the
tubes; the final adjustments being made by plumbing screws 34.
The stays are conveniently connected to the shuttering by providing at
the upper end of each stay a hook or eye 35 which is clamped by one of
the bolts 36 that connects a flange 13 a to the iron 22 or 22 a.
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* GB786137 (A)
Description: GB786137 (A) ? 1957-11-13
Improvements in wheeled carriers for baskets and like holders
Description of GB786137 (A)
_: =
PATENT SP-ECIFICATION Inventor: BENJAIN JOYN STANS Bl E 78
f i Date of Application and filing Complete Specification: Feb 1,

13. 1956.
No 3213/56.
Complete Specification Published: Nov 13, 1957.
Index at acceptance:-Class 108 ( 1), E 4.
International Classification:-B 62 b.
COMPLETE SPECIFICATION
Improvements in Wheeled Carriers for Baskets and like Holders We, B J
S CASTINGS i(BIRMINGHAM) LIMITED, a British Company of 3, Lozells
Road, Birmingham, 1 '9, in the County of Warwick, do hereby declare
the invention, for which we pray that a Patent may be granted to us,
and the method by which it is to be performed, lo be particularly
described in and by the following statement: -
This invention relates to wheeled carriers adapted to support baskets
or like holders, such as for example fishing or shopping or picnic
baskets, to enable their baskets and their contents to be easily moved
from place to place.
It is an object of the present invention to provide a wheeled carrier
for baskets or the like and which 'can be dismantled for storage or
other purposes.
According to the present invention a wheeled carrier for baskets and
like carriers comprises a rigid body or frame providing a surface
adapted to support one side of a holder and also providing a platform
disposed transversely to said surface and adapted to support the base
of the holder, the body or frame being arranged so as not to present
restriction to the width of the holder in a plane parallel with said
surface 'of the body or frame and which latter is provided with means
whereby the holder can be secured thereto, and the body or frame being
arranged to support la pair of axles disposed parallel with said
surface of the body or frame and each carrying a ground engaging
wheel, the axles being supported by the body or frame in a manner
enabling the width of the track of the wheels to be adjusted to suit
different sizes of holders and enabling the axles and wheels to be
removed from 'the body or frame, and said body or frame being adapted
to receive a handle for propelling the carrier.
The body or frame is preferably of considerably smaller dimensions in
thickness as viewed in side elevation than in front elevation so that
when ia basket or holder is attached to the carrier from which the
wheels have been removed the body or frame does not project to any
significant degree from the basket or holder.
The invention will now be more particularly described with reference
to the accompanying 50 drawings in which, Figure 1 is a perspective
view of a wheeled carrier showing one wheel and stub axle in dotted
lines to indicate that these parts are removable and showing also a
basket and 55 handle in dotted lines:

14. Figure 2 is a fragmentary sectional view taken on the lines 2-2, of
Figure 1: and Figure 3 is a fragmentary sectional view taken on the
lines 3-3 of Figure 1 60 The wheeled carrier, generally indicated at
10, has secured' thereto a, rectangular basket 11 having a lid at its
upper end and four legs 12 A handle 13 ' is mounted on the wheeled
carrier so that said carrier and the 65 basket lcan be propelled from
place to place.
The wheeled carrier includes a frame which may conveniently be cast in
one-piece and comprises a base bar 14, two spaced apart side bars 15
which converge (and are connected 70 at their upper ends in the
vicinity of a lug 16, and a central bar 1,7, and said bars are
conveniently ribbed for strengthening purposes.
Secured in the lug 116 is a screw-threaded 75 stud 18 to which can be
attached the handle 13 and conveniently when the basket 11 is of the
kind used by fishermen the handle 13 may be formed by the handle of 'a
landing net as 'commonly used by fishermen 80 Projecting forwardly of
and integrally with the base bar 14 is a platform'19 which extends $or
the length of the base bar and at right jngles to the plane containing
the bars of the frame, said platform being arranged so that 85 the
base of the basket 11 may rest thereon with the back of the basket
lying against the frame The platform 19 and 'the 'converging parts of
the side bars 15 are provided with holes 20 for attachment screws 2:1
which are 90 adapted to pass through the base and rear wall of the
basket and have nuts applied thereto to clamp the basket to the frame
If desired the holes 20 may be elongated to enable the attachment
screws 21 to be positioned to suit 95 the construction of the basket.
64137 At each end of the base bar 14 there is integrally formed with
said bar a boss 22 which is bored at 23 to receive a stub axle 24 The
bores 23 are co-axially and horizontally disposed and are circular in
crosssection to receive the stub axles 24 which are also circular in
cross-section, and a screwthreaded set pin 25 is mounted within each
boss 22 so that its inner end enters the bore 23 to impinge upon the
stub axle 24 and lock said axle in position.
On one end of each stub axle 24 is mounted a ground engaging wheel 26
and the ground engaging wheels of the two axles are of such diameter
as to elevate the legs 12 of the basket above the ground when the
carrier is in a substantially upright position.
In use when it is desired to put the carrier into use a basket is
secured to the frame by the attachment screws 20 and the two stub
axles are then inserted into the bosses 22 each to an extent such that
the wheels 26 are disposed adjacent the ends of the basket and the
axles are locked in these two positions by tightening the set pins 25
on to the axles A handle 13 such as before described is mounted on the
stud 1 i 8 and the carrier and basket can then be wheeled in an easy

15. manner to the desired place Upon reaching the desired location which
may for example be a position from which a fisherman desires to
operate, the wheels 26 and the stub axles can be removed from the
frame after releasingthe set pins 25 and said wheels and axles can
then be placed within the basket The legs 12 ef the basket then rest
upon the ground and this prevents any accidental movement of the
basket or easy unwarranted removal by a person other than the owner It
will be appreciated that in this dismantled condition of the carrier,
said carrier and the basket can be easily carried from place to place
such as when the user is making bus or train journeys, in a more
convenient manner than if the carrier were assembled.
To protect the stud 18 when the handle 13 is not applied thereto a cap
nut, not shown, may be screwed on to said stud 18.
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* GB786138 (A)
Description: GB786138 (A) ? 1957-11-13
New ergot alkaloid derivatives and process of making same
Description of GB786138 (A)
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The EPO does not accept any responsibility for the accuracy of data
and information originating from other authorities than the EPO; in
particular, the EPO does not guarantee that they are complete,
up-to-date or fit for specific purposes.
PATENT SPECIFICATION

16. 7863138 go Date of Application and filing Complete Specification: Feb
3, 1956.
No 3537156.
Application made in Switzerland on Feb 4, 1955.
Complete Specification Published: Nov 13, 1957.
Index at acceptance:-Class 2 ( 3), C 2 821, C 2 B 37 (C 1: C 3: I: L).
International Classification:-CO 7 d.
COMPLETE SPECIFICATION
New Ergot Alkaloid Derivatives and process of making slame We, SANDOZ
LTD, of Lichtstrasse 35, Basle, Switzerland, a Swiss Body Corporate,
do hereby declare the invention, for which we pray that a patent may
be granted to us, and the method by which it isq to be performed, to
be particularly described in and by the following statement: -
The present invention relates to process for the production of
derivatives of ergot alkaloids.
It has been found that hitherto unknown derivatives of ergot alkaloids
may be obtained by exposing an aqueous solution of ergot alkaloids or
their derivatives having a double bond in 9,10-position of the
lysergic acid radical to light.
It has been known for some time that the alkaloids of ergot are
extremely sensitive substances which by the action of chemical agents
as well as under the influence of light undergo changes; these changes
reduce their physiological effect or even result in decomposition of
the substance However, the decomposition products of ergot alkaloids
and their above mentioned derivatives resulting by the action of light
have not been isolated or described hitherto.
It has now been found that by exposing aqueous solutions of ergot
alkaloids and other derivatives of lysergic or iso-lysergic acid to
light there may be obtained well defined derivatives which differ from
the starting materials in that they have one double bond less It has
further been found that the double bond present in the starting
material has disappeared owing to the substitution of a hydrogen atom
on one carbon atom and of a hydroxyl group on a neighbouring carbon
atom, said two carbon atoms having previously been linked by said
double bond.
Thus in accordance with the present invention a process for the
production of hitherto unkmown derivatives of ergot alkaloids is
characterized in that the aqueous solutions of ergot alkaloids or
other derivatives of lysergic or isolysergic acid containing a group
-CON< and having a double bond in the 9,10-position of the lysergic
acid radical are lnca exposed to light for a period of time and at a
temperature such that the said double bond in at least some of the
molecules of the starting material is replaced by water, and the
resulting reaction products are recovered by methods known for, the

17. recovery of alkaloids.
The word " known " designates methods described in the literature on
the subject or in actual use.
The temperature at which the reaction should be effected is 2-60 C;
below 2 C.
the reaction proceeds at a very slow rate and above 60 C the reaction
products may be adversely affected.
The invention also includes the compounds obtained by the said
process, especially the compounds produced in the examples and the
table given hereinafter.
The process may be carried out, for example, in the following manner:
A solution of ergotamine in glacial acetic acid is diluted with water
and exposed to light for a prolonged time, e g 3-40 hours The solution
is made alkaline with ammonia and then extracted with chloroform, and
the residue resulting from evaporation of the chloroform extract is
chromatographed on aluminium oxide.
The new compounds are solid crystalline bases at room temperature On
account of the manner of the production of the new compounds they have
been designated lumiderivatives, e g lumi-ergotamine,
lumi-ergotaminine and lumi-lysergic acid diethylamide.
Whereas solutions of natural ergot alkaloids and their dextro-rotatory
isomers exhibit blue fluorescence in ultra-violet light, this
phenomenon is reduced or disappears with the lumi-derivatives In this
respect, they are very similar to the derivatives of the
dihydrolysergic and dihydro-isolysergic acid series.
The lumi-derivatives give a characteristic colour-reaction with
concentrated sulphuric acid: A deep violet-blue colour is instantly
produced which fades after about 2 minutes.
In Keller's colour-reaction the lumi-derivatives give the same deep
violet-blue colour as the starting materials The fastness to light of
the lumi-derivatives is particularly good.
The following examples illustrate the invention without limiting it
The lumi-derivatives produced in the examples have therapeutically
useful pharmacodynamic properties; they have a contracting effect on
the uterus and show a sympathicolytic action greater than the starting
materials and may be used in the treatment of mental disturbances.
EXAMPLE 1.
A solution of 4 g of ergotamine in 50 cc of glacial acetic acid is
diluted with 450 cc of distilled water and exposed to direct sunlight
in a thin-walled transparent vessel for 30 hours whereby the
temperature rises to about 30 C.
The black-brown solution which is no longer blue-fluorescent in the
ultra-violet light is made alkaline with concentrated ammonia and
exhaustively extracted with chloroform The chloroform extract after

18. drying with sodium sulphate is evaporated to dryness and a S 6 luticn
of the residue in 30 cc of chloroform containing 1 per cent of ethanol
is chromatographed on a column of 300 g of aluminium C 3,,H 70,N, Calc
C 66 09 ( 599 67) Found 65 76 lAD 20 = + 14 KELLER'S COLOUR REACTION:
0 1 rug of substance dissolved in 1 cc of glacial acetic acid
containing a trace of ferric chloride shows on introduction of 1 cc of
concentrated sulphuric acid underneath the substance and shaking a
fast intensely blue colour.
COLOUR REACTION WITH CONCENTRATED SULG,,H,,0,N, Calc C 66 09 ( 599 67)
Found 65 74 lA 20 = + 20 KELLER'S COLOUR REACTION: deep blue.
COLOUR REACTION WITH CONCENTRATED SULPHURIC ACID: violet, rapidly
fading.
EXAMPLE 2.
A solution of 2 4 g of ergotaminine in 24 cc of glacial acetic acid is
diluted with 215 cc of distilled water and exposed to the light of a
mercury vapour lamp in a thin-walled transparent vessel at a
temperature of 26 ' C for 31 hours From the bluish green solution
which in ultra-violet light exhibits only slight greyish blue
fluorescence, the alkaloids are precipitated by the addition of
concentrated ammonia and exhaustively extracted with chloroform The
chloroform extract is dried with sodium sulphate and evaporated to
dryoxide; the chromatogram is developed with more solvent having the
same composition.
After a total of 200 mg of substance has been eluted, chromatography
is interrupted and the chromatogram is then divided into zones.
from the upper two-thirds, 3 2 g of a brownred substance is eluted
which yield, after being taken up in methanol, 2 6 g of crude
crystalline lumi-ergotamine (I) having a melting point of 233-237 C
lCl = + 13 ' (c= 0 3 in pyridine) the lower third of the column yields
on elution 100 rug of substance from which, after being taken up in a
small quantity of acetone, 65 mg of crude crystalline lumiergotamine
(II) are isolated The filtrate of the column yields a further 140 mg
of crude crystalline lumi-ergotamine (II).
From the solution of the crude lumi-ergotarmine (I) in
chloroform/methanol (ratio= 1:1), after evaporation of the chloroform,
pure lumi-ergotamine (I) crystallises in strongly refractive wedge
shaped prisms; melting point 247 ' C The product is barely soluble in
commonly used organic solvents and a little more readily soluble in
pyridine and glacial acetic acid.
H 6 22 O 16 01 N 6.20 16 20 (c = 0 4 in pyridine) 11.68 % 11.40 %
PHURIC ACID: 0 1 mg of very finely pulverised substance with 0 5 cc of
concentrated sulphuric acid immediately produces a deep violet blue
shade which fades within 2 minutes Lumi 65 ergotamine (I) crystallises
from acetone in polyhedra containing solvent of crystallisation,

19. melting point 192 ' C.
H 6 22 O 16 01 N 6.25 15 72 (c = 0 6 in pyridine).
11.68 % 11.26 % ness and the solution of a residue in 50 cc of
chloroform containing 1 per cent of ethanol is chromatographed on a
column of 300 g of 90 aluminium oxide; the chromatogram is developed
with more solvent having the same composition whereby several zones
are formed which show blue, yellow, red and green fluorescence in
ultra-violet light Chromato 95 graphy is interrupted as soon as the
first traces of alkaloid can be detached in the filtrate and the
chromatogram is then divided into zones.
From a homogeneous zone of the lower third of the column 500 mg of
brown substance are l Or eluted which yield from methanol 390 mg of
crude crystalline lumi-ergotaminine (I) with the specific rotation l 4
J' = + 60 ' (c = 0 5 in pyridina) The eluate of the lowest blue786,138
786,138 3 fluorescent zone yields 185 mg of residue from which, after
being taken up in methanol, 90 mg of unchanged ergotaminine
crystallises out.
From the upper third of the column which exhibits a greyish blue
fluorescence in ultraviolet light 540 mg of dark brown
lumi-ergotaminine (II) are eluted which, after being taken up in
methanol and after the addition of water, crystallise in flat plates
having a specific rotation laclD 2 = 11 ' (c= 0 4 % in pyridine).
From the solution of the crude lumi-ergotaminine (I) in
chloroform/methanol (ratio 1: 1) there crystallises after evaporation
of the chloroform the substance containing i mol of chloroform of
crystallisation in the form of colourless polyhedra, melting point 217
' C.
C,,H,,0,N, CHCI, Calc C 61 02 H 5 73 O 14 56 N 10 62 % ( 659 36) Found
61 15 5 77 14 81 10 28 % The chlorine content was not determined.
llD 20 = + 68 (c = 0 4 in pyridine).
KELLER'S COLOUR REACTION: deep blue.
COLOUR REACTION WITH CONCENTRATED SULPH 1 URIC ACID: violet, rapidly
fading.
Lumi-ergotaminine (II) crystallises from a C,,H,706 N, Calc C 66 09 H
6 22 ( 59 67) Found 65 76 6 01 ll 20 = 12 ' (c = O 6 KELLER'S COLOUR
REACTION: deep blue.
COLOUR REACTION WITH CONCENTRATED SULPHURIC ACID: violet, rapidly
fading.
EXAMPLE 3.
A solution of 1 4 g of ergometrine in 14 cc of glacial acetic acid is
diluted with 130 cc of distilled water and exposed to the light of a
mercury vapour lamp in a thin-walled transparent vessel at a
temperature of 250 C for hours The resulting bluish green solution
which does not exhibit any longer a blue C 1,,10,N, Calc C 66 45 ( 343

20. 41) Found 66 12 lAD 2 = 28 lD 2 = 18 KELLER'S COLOUR REACTION: deep
blue.
COLOUR REACTION WITH CONCENTRATED SULPHURIC ACID: violet, rapidly
fading.
EXAMPLE 4.
A solution of 2 g of lysergic acid diethylamide in 200 cc of glacial
acetic acid is diluted with 1800 cc of distilled water and exposed to
the light of a mercury vapour lamp in a thin-walled transparent vessel
for 6 hours.
The resulting slightly yellowish brown solution which does not any
longer exhibit fluorescence in ultra-violet light, is made alkaline
with concentrated ammonia and C 20 H 270,N, Calc C 70 36 ( 341 44)
Found 70 44 l 90 O 29 la 20 = _ 2930 lAD 20 = _ 23 c I 7 34 7.29 :c =
0 5 c 05 iol solution of the crude product, after dition of water, in
the form of colourexagonal plates containing crystal solhaving a
melting point of 2280 C.
O 16 01 N 11 68 % 16.01 11 46 % in pyridine).
scence in ultra-violet light, is made alkawith an aqueous sodium
hydroxide soluand, after being saturated with common exhaustively
extracted with chloroform.
drying, the chloroform solution yields uaporation 810 mg of crude
crystalline -rgometrine having a melting point of C., l-l-= -27 " (c=
0 4 in pyridine).
compound crystallises from methanol on, after the addition of water,
in the of colourless oblique prisms having a ng point of 156 C.
o 13 98 N 12 24 % 13.59 12 09 % in pyridine) in methanol).
exhaustively extracted with chloroform The chloroform solution is
dried and leaves a residue after evaporation, the solution of which in
chloroform containing 0 5 per cent of ethanol, is chromatographed on a
column of 300 g of aluminium oxide At first, traces of unchanged
fluorescent starting material pass through the column whereupon a zone
containing 1 7 g of colourless non-fluorescent substance enters the
filtrate This crude product yields on re-crystallisation from boiling
benzene 1 g of crystalline lumi-lysergic acid diethylamide (I) having
a melting point of 2230 C.
H 7 97 8.10 (c = 0 3 (c = 0 4 O 9 37 N 12 30 % 9.48 12 27 % in
pyridine) in chloroform) 786,138 KELLER'S COLOUR REACTION: deep blue.
COLOUR REACTION WITH CONCENTRATED SULPHURIC ACID: violet, rapidly
fading.
From a non-fluorescent zone of the upper part of the chromategram
there are obtained C 2,H 27,0 N, Calc C 70 36 ( 341 44) Found 70 45
lal 20 = _ 750 KELLER'S COLOUR REACTION: deep blue.
COLOUR REACTION WITH CONCENTRATED SULPHURIC ACID: violet, rapidly
fading.

21. mg of crude lumi-lysergic acid diethylamide (II) The compound
crystallises from a chloroform-methanol mixture (ratio 2: 1) in the
form of long thin prisms having a melting point 256 C 10 H 7 97 7.80
(c = 0 2 O 9 37 N 12 30,' 9.57 12 12 % in pyridine).
The following table shows further lumiderivatives of lysergic acid
which were produced in manner similar to the one described above: Type
of crystals Substance and melting point after crystallisation
empirical (with decom lal 20 D in from the solvent formula position)
pyridine stated Lumi-lysergic 2410 C + 20 prisms from acid (I)
methanol hydrazide (c = 0 5) C 16 H 2002 N 4 Lumi-isolysergic 2440 C
540 polyhedra acid (I) from hydrazide (c = O 2) methanol C 16 H 2002 N
4 Lumi-methyl 1950 C -32 long prisms ergometrife (I) from ethyl
lalternative name-: lumilysergic acid-butanolamide -2 (I)6 l acetate
(c = 0 5) C 20 H 2703 N 3 Lumi-ergosine 2050 C + 300 needle shaped (I)
crystals from (c = 0 4) ethyl acetate C 30 H 3906 N 5 Lumi-ergo 2020 C
+ 32 polyhedra cornine (I) from ethyl (c = O 6) acetate C 31 H 4106 N
5 Lumi-ergo 1953 C + 18 prisms having cristine (I) two pointed (c = O
6) ends from benzene C 35 H 4106 N 5 Lumi-ergocryp 2010 C + 390
polyhedra tine (I) from ethyl (c = O 8) acetate C 32 H 4306 NS 786,138
taining acetone as solvent of crystallisation after crystallisation
from acetone.
7 Dextro rotatory lumi-ergotamine (I) having the empirical formula
CQSH 3,0 N, and having a melting point of 2470 C when crystallised
from a mixture of chloroform/ methanol in the proportion 1:1.
8 Laevo'rctatorylumi-ergotaminine (II) have ing the empirical formula
C,3 H 07 06 N, and having a melting point of 2280 C when containing
methanol as solvent of crystallisation after crystallisation from
methanol.
9 Dextro rotatory lurmi-ergotaminine (I) having the empirical formula
CH,,0,74 N, and having a melting point of 2170 C when containing a
half molecule of chloroform as solvent of crystallisation after
crystallisation from a mixture of chloroform/methanol in the
proportion 1: 1.
Laevo rotatory lumi-ergometrine having the empirical formula C,,H
20,QN, and having a melting point of 1560 C after crystallisation from
methanol.
11 Laevo rotatory lumi-lysergic acid diethylamide (I) having the
empirical formula C 20 H 2702 N, and having a melting point of 2230 C
after crystallisation from boiling benzene.
12 Laevo rotatory lumi-lysergic acid diethylamide (II) having the
empirical formula Cf O HIO 2 N, and having a melting point of 2560 C
after crystallisation from a mixture of chloroform/methanol in the
proportion 2:1.
13 The compounds set out in the table given herein having the

22. empirical formulae stated in said table and having the melting points
(with decomposition) stated in said table after crystallisation from
the solvents stated in said table.
MEWBURN, ELLIS & CO, & 72, Chancery Lane, London, W C 2, Chartered
Patent Agents.
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