Ammonia → 1-(2-carbamoylpropanoyl)-L-proline

HRID 2083710Notes

Reaction equation

HRID 2083710 reaction equation
C([O:3][C:4]([CH:6]([CH3:17])[C:7]([N:9]1[CH2:16][CH2:15][CH2:14][C@H:10]1[C:11]([OH:13])=[O:12])=[O:8])=O)C.[NH3:18]>>[C:4]([CH:6]([CH3:17])[C:7]([N:9]1[CH2:16][CH2:15][CH2:14][C@H:10]1[C:11]([OH:13])=[O:12])=[O:8])(=[O:3])[NH2:18]

Participants

3

Reactant 2

HCID 222AmmoniaHCID 536785471-(2-ethoxycarbonylpropanoyl)-L-proline

Product 1

HCID 542390101-(2-carbamoylpropanoyl)-L-proline

Procedure

1-(2-Ethoxycarbonylpropanoyl)-L-proline (2 g.) is dissolved in 10% methanolic ammonia and the mixture stored at room temperature in a pressure flask. When thin layer chromatographic analysis indicates that all the starting material has been converted to the amide, the mixture is concentrated to dryness, and the residual ammonium salt is converted to the free acid with ion exchange resin (Dowex 50 hydrogen form) to obtain 1-(2-carbamoylpropanoyl)-L-proline, yield 1.1 g.

Workup

  1. customthe mixture stored at room temperature in a pressure flask
  2. concentrationthe mixture is concentrated to dryness

Sources & evidence

ORD record
ord-de64711008d44e03b235e61f700fb0b8
Source dataset
uspto-grants-1978_04
Patent number
US04086338

Reaction notes

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