Water → 3-(4-Chlorophenyl)-1-phenyl-1H-pyrazole-4-carbaldehyde

HRID 2285976Notes

Reaction equation

HRID 2285976 reaction equation
[OH2:1].O.Cl([O-])(=O)(=O)=O.[Na+].Cl([O-])(=O)(=O)=O.[C:14]1([N:20]2[CH:24]=[C:23]([CH:25]=[N+](C)C)[C:22]([C:29]3[CH:34]=[CH:33][C:32]([Cl:35])=[CH:31][CH:30]=3)=[N:21]2)[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1>CO>[C:14]1([N:20]2[CH:24]=[C:23]([CH:25]=[O:1])[C:22]([C:29]3[CH:34]=[CH:33][C:32]([Cl:35])=[CH:31][CH:30]=3)=[N:21]2)[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

Participants

5

Reactant 3

HCID 962WaterHCID 516899Sodium perchlorate monohydrateHCID 86736434[[1-Phenyl-3-(p-chlorophenyl)-pyrazol-4-yl]-methylene]-dimethylammonium perchlorate

Product 1

HCID 7034923-(4-Chlorophenyl)-1-phenyl-1H-pyrazole-4-carbaldehyde

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

The procedure described in the foregoing Example (54d) was modified, by omitting the direct hydrolysis with a mixture of ice and water. Instead, the reaction mixture was diluted by the addition of 500 milliliters methanol, and by the addition of a solution of 65 grams sodium perchlorate-monohydrate in methanol, [[1-phenyl-3-(p-chlorophenyl)-pyrazol-4-yl]-methylene]-dimethylammonium perchlorate, having a melting point of 256°-258° C., was nearly quantitatively precipitated. This product was thereafter subjected to alkaline hydrolysis in a manner similar to that described in Example (54d) to produce the 1-phenyl-3-(p-chlorophenyl)-pyrazol-4-aldehyde.

Workup

  1. customthe direct hydrolysis
  2. customwas nearly quantitatively precipitated
  3. customhydrolysis in a manner similar to

Sources & evidence

ORD record
ord-9017e29588b4435aab8dc24ca6cfda91
Source dataset
uspto-grants-1982_04
Patent number
US04325962

Reaction notes

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