Ammonia → 4-Methyl-5-oxopyrrolidine-3-carboxamide

HRID 580560Notes

Reaction equation

HRID 580560 reaction equation
[CH3:1][CH:2]1[CH:6]([C:7](OCC)=[O:8])[CH2:5][NH:4][C:3]1=[O:12].[NH3:13]>CO>[CH3:1][CH:2]1[CH:6]([C:7]([NH2:13])=[O:8])[CH2:5][NH:4][C:3]1=[O:12]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 122924633-Pyrrolidinecarboxylic acid, 4-methyl-5-oxo-, ethyl ester

Product 1

HCID 139330884-Methyl-5-oxopyrrolidine-3-carboxamide

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of ethyl 3-methyl-2-oxo-4-pyrrolidinecarboxylate [Chem. Pharm. Bull., 24, 1362 (1976)] (5 g) in methanol (100 ml) saturated with ammonia gas left at room temperature for 4 days. After the reaction mixture was concentrated and the residue was recrystallized from ethanol to give 3-methyl-2-oxo-4-pyrrolidinecarboxamide (3.4 g), mp 169°-171° C.

Workup

  1. concentrationAfter the reaction mixture was concentrated
  2. customthe residue was recrystallized from ethanol

Sources & evidence

ORD record
ord-9fc8a084a49747b491d41c957fb333ee
Source dataset
uspto-grants-1988_06
Patent number
US04753953

Reaction notes

Loading…