Ammonia → 2-[3-Chloro-4-(4-chloropyrazol-1-yl)phenyl]propionamide

HRID 1733022Notes

Reaction equation

HRID 1733022 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:14]([CH3:18])[C:15](Cl)=[O:16])[CH:5]=[CH:6][C:7]=1[N:8]1[CH:12]=[C:11]([Cl:13])[CH:10]=[N:9]1.[OH-].[Na+].[NH3:21]>>[Cl:1][C:2]1[CH:3]=[C:4]([CH:14]([CH3:18])[C:15]([NH2:21])=[O:16])[CH:5]=[CH:6][C:7]=1[N:8]1[CH:12]=[C:11]([Cl:13])[CH:10]=[N:9]1

Participants

4

Reactant 3

HCID 222AmmoniaHCID 14798Sodium HydroxideHCID 203034312-[3-Chloro-4-(4-chloropyrazol-1-yl)phenyl]propionyl chloride

Product 1

HCID 203034032-[3-Chloro-4-(4-chloropyrazol-1-yl)phenyl]propionamide

Procedure

3 g (10 mmoles) of 2-[3-chloro-4-(4-chloropyrazol-1-yl)phenyl]propionyl chloride are stirred into 30 ml of concentrated aqueous ammonia solution. Stirring is continued for a further half hour at room temperature; adjustment to pH 12 is effected with sodium hydroxide solution, followed by extraction with ether, drying of the ethereal phase and concentration. 2-[3-chloro-4-(4-chloropyrazol-1-yl)phenyl]propionamide (m.p. 131°-132° C.) is obtained.

Workup

  1. extractionfollowed by extraction with ether
  2. customdrying of the ethereal phase and concentration

Sources & evidence

ORD record
ord-630665964b1e4d9188680c694bed24e1
Source dataset
uspto-grants-1980_12
Patent number
US04239901

Reaction notes

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