Ammonia → Ciobutide

HRID 649428Notes

Reaction equation

HRID 649428 reaction equation
[C:1]([C:3]([CH2:15][CH3:16])([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)[C:4](OCC)=[O:5])#[N:2].[NH3:17]>C(O)C>[C:1]([C:3]([CH2:15][CH3:16])([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)[C:4]([NH2:17])=[O:5])#[N:2]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 250114ethyl 2-cyano-2-phenylbutanoate

Product 1

HCID 257232CiobutideYield 80%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A 10% solution of ethyl 2-cyano-2-ethyl-2-phenylacetate in ethanol is saturated with ammonia under cooling. The reaction mixture is allowed to stand at 5° C. for 96 hours, thereafter the solvent and the excess of ammonia are removed, and the product is filtered off. 2-Cyano-2-ethyl-2-phenylacetic acid amide is obtained with a yield of 80%; m.p.: 116.5°-117° C.

Workup

  1. temperatureunder cooling
  2. customthe solvent and the excess of ammonia are removed
  3. filtrationthe product is filtered off

Sources & evidence

ORD record
ord-f901cee003404032a021404e55f78111
Source dataset
uspto-grants-1988_04
Patent number
US04740228

Reaction notes

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