6. Reaction with Nitrous
acid
R NH2 + HONO ROH + N2 + H2O
C2H5NH2 + HONO C2H5OH + N2 + H2O
R2NH2 + HONO R2N N O + H2O
eg:
eg:
(CH3)2NH + HONO (CH3)2N N O
+ H2O
primary
amine
secondary
amine
7. C6H5 NH CH3 + HONO C6H5 N N O
CH3
+ H2O
N-Nitroso N methyl
aniline
N-methylaniline
R3N + HNO2 R3NHNO2
tertiary
amine
8. Carbylamine reaction
C2H5NH2 + CHCl3 + KOH C2H5NC + 3KCl + 3H2O
ethyl
amine
chloro
form
carbylamine
R NH2 + S C S
HgCl2
R NH C S + H2S
alkylisothio
cyanate
R2NH + S C S S C
SH
NR2
mustard oil reaction
9. oxidation
R CH2NH2 R
KMnO4
(O)
CH NH
H2O
RCHO + NH3
R
H
C
NH2R'
KMnO4
(O)
R C NH
R'
R C O
R'
+ NH3
KMnO4
(O)
2R2NH R N N R
R R
tertra alkyl
hydrazine
+ H2O
primary
amine
secondary
amine
R N
R
R
H2O2
(O)
R3 O
+ _
amine oxide
tertuary
amine
10. Reaction with Grignard reagent
RNH2 + R'MgX RNHMgX + R'H
alkanegrignard
reagent
R
NH
R
+ R'MgX R'H +
R NMgX
R
+ R'H