Ammonia → HCID 21418271, compound

HRID 1283198Notes

Reaction equation

HRID 1283198 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-70d727e7db824a46ae426a8935f1bc2f
Source dataset
uspto-grants-1976_08
Patent number
US03974176

Reaction notes

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