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To Prepare and Submit
Barbituric acid from Diethyl
malonate.
1
To Prepare and Submit Barbituric acid
from Diethyl malonate.
-Pratik Terse
2
Aim:
• To prepare and submit Barbituric acid from Diethyl malonate.
Requirements:
• Apparatus: Round bottom flask, reflux condenser, oil bath.
• Chemicals: Sodium, Absolute ethanol, diethyl malonate, urea, concentrated HCl.
Principle:
• The synthesis of barbituric acid is affected by condensation of diethyl malonate with urea,
in presence of sodium. Ethoxide which may be prepared by reacting, sodium metal with
ethanol and it undergo cyclization reaction with diethyl malonate to give barbiturate acid.
To Prepare and Submit Barbituric acid
from Diethyl malonate.
-Pratik Terse
3
Diethyl malonate:
• Molecular formula of Diethyl malonate : C7H12O4
• Molecular wt. of Diethyl malonate : 160 g/mol
Barbituric acid:
• Molecular formula of Barbituric acid: C4H4O3N2
• Molecular wt. of Barbituric acid : 128 g/mol
To Prepare and Submit Barbituric acid
from Diethyl malonate.
-Pratik Terse
4
Procedure:
• In 2 litre round bottom flask fitted with a double surface reflux condenser, Place 11.5 gram
of clean sodium.
• Add 250 ml of absolute ethanol in one portion. If the reaction is suddenly vigorous
immerse the flask in ice.
• When all the sodium has reacted add 80 gram of diethyl malonate followed by a solution of
30 gram of dry urea in 250 ml of hot absolute ethanol.
• Shake the mixture well. Fit a calcium chloride guard tube to the top of the condenser and
reflux the mixture for 7 hours in an oil bath heated to 110℃.
• A white solid separates. Treat the reaction mixture with 450 mL of hot water and then add
concentrated HCl with stirring until the solution is acidic.
• Filter the resulting. Almost clear solution and leave it in the refrigerator overnight. Filter the
solid at the pump, wash it with 25 mL of cold water drain well and 100℃ for 4 hours.
• Melting point of the product is 245℃
To Prepare and Submit Barbituric acid
from Diethyl malonate.
Calculation:
Theoretical Yield:
Practical Yield:
% Practical Yield:
-Pratik Terse
5
Results:
• The practical yield was found to be _____grams and percentage yield was _____percent and
melting point was found to be ___degree Celsius.
To Prepare and Submit Barbituric acid
from Diethyl malonate.
-Pratik Terse
6
• Barbituric acid is the basic nucleus
present in several barbiturates like
Phenobarbital, Barbital, Secobarbital etc.,
Barbiturates are sedative hypnotics.
Similarly, some of the barbiturates are
employed as minor tranquilizers and also
as antiepileptic drugs.
Uses:

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To Prepare and Submit Barbituric acid from Diethyl malonate..pptx

  • 1. To Prepare and Submit Barbituric acid from Diethyl malonate. 1
  • 2. To Prepare and Submit Barbituric acid from Diethyl malonate. -Pratik Terse 2 Aim: • To prepare and submit Barbituric acid from Diethyl malonate. Requirements: • Apparatus: Round bottom flask, reflux condenser, oil bath. • Chemicals: Sodium, Absolute ethanol, diethyl malonate, urea, concentrated HCl. Principle: • The synthesis of barbituric acid is affected by condensation of diethyl malonate with urea, in presence of sodium. Ethoxide which may be prepared by reacting, sodium metal with ethanol and it undergo cyclization reaction with diethyl malonate to give barbiturate acid.
  • 3. To Prepare and Submit Barbituric acid from Diethyl malonate. -Pratik Terse 3 Diethyl malonate: • Molecular formula of Diethyl malonate : C7H12O4 • Molecular wt. of Diethyl malonate : 160 g/mol Barbituric acid: • Molecular formula of Barbituric acid: C4H4O3N2 • Molecular wt. of Barbituric acid : 128 g/mol
  • 4. To Prepare and Submit Barbituric acid from Diethyl malonate. -Pratik Terse 4 Procedure: • In 2 litre round bottom flask fitted with a double surface reflux condenser, Place 11.5 gram of clean sodium. • Add 250 ml of absolute ethanol in one portion. If the reaction is suddenly vigorous immerse the flask in ice. • When all the sodium has reacted add 80 gram of diethyl malonate followed by a solution of 30 gram of dry urea in 250 ml of hot absolute ethanol. • Shake the mixture well. Fit a calcium chloride guard tube to the top of the condenser and reflux the mixture for 7 hours in an oil bath heated to 110℃. • A white solid separates. Treat the reaction mixture with 450 mL of hot water and then add concentrated HCl with stirring until the solution is acidic. • Filter the resulting. Almost clear solution and leave it in the refrigerator overnight. Filter the solid at the pump, wash it with 25 mL of cold water drain well and 100℃ for 4 hours. • Melting point of the product is 245℃
  • 5. To Prepare and Submit Barbituric acid from Diethyl malonate. Calculation: Theoretical Yield: Practical Yield: % Practical Yield: -Pratik Terse 5 Results: • The practical yield was found to be _____grams and percentage yield was _____percent and melting point was found to be ___degree Celsius.
  • 6. To Prepare and Submit Barbituric acid from Diethyl malonate. -Pratik Terse 6 • Barbituric acid is the basic nucleus present in several barbiturates like Phenobarbital, Barbital, Secobarbital etc., Barbiturates are sedative hypnotics. Similarly, some of the barbiturates are employed as minor tranquilizers and also as antiepileptic drugs. Uses: