Ammonium → 3,4-Dimethylpyrrolidine-2,5-dione

HRID 904718

Reaction equation

HRID 904718 reaction equation
[CH3:1][CH:2]([CH:6]([CH3:10])[C:7](O)=[O:8])[C:3](O)=[O:4].[NH4+:11].Cl>C(OCC)(=O)C>[CH3:1][CH:2]1[CH:6]([CH3:10])[C:7](=[O:8])[NH:11][C:3]1=[O:4]

Participants

5

Reactant 3

HCID 223AmmoniumHCID 313Hydrochloric AcidHCID 118482,3-Dimethylsuccinic acid

Product 1

HCID 35508663,4-Dimethylpyrrolidine-2,5-dione

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Conditions

Temperature
60 °C

Procedure

1 g of 2,3-dimethylsuccinic acid (a mixture of D-, L-, and meso-isomers) was added to 10 ml of 28% aqueous ammonium solution. The mixture was heated and stirred at about 60° C. for 1 hour. After cooling, to the reaction mixture was added aqueous hydrochloric acid solution so as to neutralize, and then the mixture was extrated twice with 10 ml of ethyl acetate. The extract was concentrated to obtain 0.73 g of 2,3-dimethylsuccinimide (a mixture of D-, L, and meso-isomers).

Workup

  1. temperatureThe mixture was heated
  2. temperatureAfter cooling, to the reaction mixture
  3. concentrationThe extract was concentrated

Sources & evidence

ORD record
ord-64a8af986959487aa0255059ff310410
Source dataset
uspto-grants-1983_12
Patent number
US04419443

Linked notes

Loading…