Water → HCID 21418271, compound

HRID 1283196Notes

Reaction equation

HRID 1283196 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]=1[CH2:20][C:21]#N.S(=O)(=O)(O)[OH:24].[OH2:28]>>[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[CH2:20][C:21]([OH:24])=[O:28]

Participants

4

Reactant 3

HCID 962Water2×HCID 1118Sulfuric AcidHCID 53778394HCID 53778394, compound

Product 1

HCID 21418271HCID 21418271, compoundYield 95%

Conditions

Temperature
100 °C

Procedure

30 g of 5-chloro-3-p-chlorophenyl-1-phenyl-pyrazole-4-acetonitrile and a mixture of 46 ml of concentrated sulfuric acid and 55 ml water are heated for 2.5 hours while stirring at 100°C. Then the solution is diluted with 700 ml of water, the precipitate is drawn off and washed with water. The filter cake is dissolved in diluted sodium hydroxide and purified with active charcoal and the acid is precipitated with diluted hydrochloric acid. 5-Chloro-3-p-chlorophenyl-1-phenyl-pyrazole-4-acetic acid is obtained with a yield of 95 %; F 179.5°-181° (from methanol).

Workup

  1. temperatureare heated for 2.5 hours
  2. washwashed with water
  3. dissolutionThe filter cake is dissolved in diluted sodium hydroxide
  4. custompurified with active charcoal
  5. customthe acid is precipitated with diluted hydrochloric acid

Sources & evidence

ORD record
ord-6cbf61afe1fd4226a4ff95db6d3cf4f9
Source dataset
uspto-grants-1976_08
Patent number
US03974176

Reaction notes

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