Ammonia → 2-[4-(Benzyloxy)-2-oxo-2,5-dihydro-1H-pyrrol-1-yl]acetamide

HRID 231886Notes

Reaction equation

HRID 231886 reaction equation
C([O:8][C:9](=O)[CH2:10][N:11]1[CH2:15][C:14]([O:16][CH2:17][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)=[CH:13][C:12]1=[O:24])C1C=CC=CC=1.[NH3:26]>CO>[CH2:17]([O:16][C:14]1[CH2:15][N:11]([CH2:10][C:9]([NH2:26])=[O:8])[C:12](=[O:24])[CH:13]=1)[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 142744714-Benzyloxy-3-pyrrolin-2-on-1-yl acetic acid benzyl ester

Product 1

HCID 142744722-[4-(Benzyloxy)-2-oxo-2,5-dihydro-1H-pyrrol-1-yl]acetamide

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

25.0 g of 4-benzyloxy-3-pyrrolin-2-on-1-yl acetic acid benzyl ester was dissolved in 500 ml of methanol and stirred at 40° C. with passing of gaseous NH3 for 5 hours. Then the reaction solution was evaporated and the residue was mixed with 50 ml of acetone. The precipitated crystals were filtered by suction and dried. 15.2 g of TLC pure product with a melting point of 174.5° to 175.5° C. was obtained. For the product:

Workup

  1. customThen the reaction solution was evaporated
  2. additionthe residue was mixed with 50 ml of acetone
  3. filtrationThe precipitated crystals were filtered by suction
  4. customdried
  5. custom15.2 g of TLC pure product with a melting point of 174.5° to 175.5° C. was obtained

Sources & evidence

ORD record
ord-1f8fe3bce16c4d26a5136cdd3c7c7eda
Source dataset
uspto-grants-1989_07
Patent number
US04849528

Reaction notes

Loading…