4-Chlorophenylhydrazine sulfate → 3,5-Diphenyl-1-(p-chlorophenyl)-pyrazol-4-acetic acid

HRID 2285964Notes

Reaction equation

HRID 2285964 reaction equation
C([O:3][C:4](=[O:23])[CH2:5][CH:6]([C:15](=O)[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)[C:7](=O)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)C.S(O)(O)(=O)=O.[Cl:29][C:30]1[CH:35]=[CH:34][C:33]([NH:36][NH2:37])=[CH:32][CH:31]=1.C([O-])(=O)C.[Na+]>C(O)(=O)C>[C:8]1([C:7]2[C:6]([CH2:5][C:4]([OH:3])=[O:23])=[C:15]([C:16]3[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=3)[N:36]([C:33]3[CH:34]=[CH:35][C:30]([Cl:29])=[CH:31][CH:32]=3)[N:37]=2)[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1

Participants

5

Reactant 3

HCID 1124254-Chlorophenylhydrazine sulfateHCID 517045Sodium AcetateHCID 108524383,3-Dibenzoylpropionic acid ethyl ester

Product 1

HCID 205427253,5-Diphenyl-1-(p-chlorophenyl)-pyrazol-4-acetic acidYield 82.9%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

8.0 grams 3,3-dibenzoyl-propionic acid-ethyl ester, 5.9 grams p-chlorophenyl-hydrazine sulfate, 2.5 grams sodium acetate and 3.0 grams glacial acetic acid were reacted and the reaction product recovered by a procedure analogous to the method set out in Example (2a). 7.9 grams 3,5-diphenyl-1-(p-chlorophenyl)-pyrazol-4-acetic acid, melting at 193°-194° C. were obtained, representing a yield of 78%.

Workup

  1. customthe reaction product recovered by a procedure analogous to the method

Sources & evidence

ORD record
ord-dbdd6b95fb02441987f962c384c7bf40
Source dataset
uspto-grants-1982_04
Patent number
US04325962

Reaction notes

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