Ammonium Hydroxide → 2-chloro-2-phenylacetamide

HRID 1855758Notes

Reaction equation

HRID 1855758 reaction equation
[OH-].[NH4+:2].[Cl:3][CH:4]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:5](Cl)=[O:6]>>[Cl:3][CH:4]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:5]([NH2:2])=[O:6]

Participants

3

Reactant 2

HCID 14923Ammonium HydroxideHCID 102902Chloro(phenyl)acetyl chloride

Product 1

HCID 3449712-chloro-2-phenylacetamide

Procedure

To 150 ml. of concentrated ammonium hydroxide and 75 g. of ice was added 20 g. of 2-chloro-2-phenylacetylchloride. The amide formed immediately. The reaction mixture was stirred for 30 minutes and the white solid precipitate which was collected weighed 16.9 g. This precipitate was dissolved in 100 ml. of hot ethyl acetate and then diluted with petroleum ether, after which there was collected 14.3 g. of white cottony needles having an m.p. of 120°-121° C.

Workup

  1. additionof ice was added 20 g

Sources & evidence

ORD record
ord-f5792fd0b7364fb7b1fd849f45f32185
Source dataset
uspto-grants-1980_08
Patent number
US04216160

Reaction notes

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