Ammonia → Aniracetam

HRID 1164299Notes

Reaction equation

HRID 1164299 reaction equation
[CH3:1][O:2][C:3]1[CH:11]=[CH:10][C:6]([C:7](Cl)=[O:8])=[CH:5][CH:4]=1.[NH:12]1[CH2:16][CH2:15][CH2:14][C:13]1=[O:17].N>C(OCC)C>[CH3:1][O:2][C:3]1[CH:11]=[CH:10][C:6]([C:7]([N:12]2[CH2:16][CH2:15][CH2:14][C:13]2=[O:17])=[O:8])=[CH:5][CH:4]=1

Participants

5

Reactant 3

HCID 222AmmoniaHCID 7477p-Anisoyl chlorideHCID 120252-Pyrrolidone

Product 1

HCID 2196Aniracetam

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

20 g. of p-methoxybenzoyl chloride and 20 g. of 2-pyrrolidinone are boiled at reflux in 20 ml. of diethyl ether for 16 hours and then diethyl ether, ice and 2-N aqueous ammonia are added to the mixture. The insoluble constituents are filtered off and washed ion-free with diethyl ether and water. The filter cake is dried and there is obtained 1-(p-methoxybenzoyl)-2-pyrrolidinone having a melting point of 119.5°-120.5° C.

Workup

  1. temperatureat reflux in 20 ml
  2. filtrationThe insoluble constituents are filtered off
  3. washwashed ion-free with diethyl ether and water
  4. customThe filter cake is dried

Sources & evidence

ORD record
ord-0bb0b4da28074479be7395265e460878
Source dataset
uspto-grants-1983_01
Patent number
US04369139

Reaction notes

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