Ammonia → HCID 21418271, compound

HRID 441854Notes

Reaction equation

HRID 441854 reaction equation
[Cl:1][C:2]1[N:6]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[N:5]=[C:4]([C:13]2[CH:18]=[CH:17][C:16]([Cl:19])=[CH:15][CH:14]=2)[C:3]=1CC#N.[OH-:23].[Na+].N.[CH2:26]([OH:28])[CH3:27]>>[Cl:1][C:2]1[N:6]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[N:5]=[C:4]([C:13]2[CH:18]=[CH:17][C:16]([Cl:19])=[CH:15][CH:14]=2)[C:3]=1[CH2:27][C:26]([OH:23])=[O:28]

Participants

5

Reactant 4

HCID 222AmmoniaHCID 702EthanolHCID 14798Sodium HydroxideHCID 53778394HCID 53778394, compound

Product 1

HCID 21418271HCID 21418271, compoundYield 95%

Procedure

1.0 g of 5-chloro-3-p-chlorophenyl-1-phenyl-pyrazole-4-acetonitrile, 10 ml of ethanol and 1.4 g of sodium hydroxide are heated at boiling point for 4 hours until the evolution of ammonia is terminated. The alcohol is distilled in vacuo, treated with ether, purified with active charcoal and the aqueous phase is acidified with hydrochloric acid to pH 3. With a yield of 95 % 5-chloro-3-p-chlorophenyl-1-phenyl-pyrazole-4-acetic acid is obtained; F 179.5°-181°.

Workup

  1. customfor 4 hours
  2. customis terminated
  3. distillationThe alcohol is distilled in vacuo
  4. additiontreated with ether
  5. custompurified with active charcoal

Sources & evidence

ORD record
ord-7a27db572893402382fe3ade63e34304
Source dataset
uspto-grants-1977_08
Patent number
US04042702

Reaction notes

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