2-Chlorophenylhydrazine hydrochloride → 3,5-Diphenyl-1-(o-chlorophenyl)-pyrazol-4-acetic acid

HRID 615012Notes

Reaction equation

HRID 615012 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.Cl.[Cl:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][C:27]=1[NH:32][NH2:33].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:32]([C:27]3[CH:28]=[CH:29][CH:30]=[CH:31][C:26]=3[Cl:25])[N:33]=2)[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1

Participants

5

Reactant 3

HCID 4432872-Chlorophenylhydrazine hydrochlorideHCID 517045Sodium AcetateHCID 108524383,3-Dibenzoylpropionic acid ethyl ester

Product 1

HCID 205427733,5-Diphenyl-1-(o-chlorophenyl)-pyrazol-4-acetic acidYield 37%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

8.0 grams 3,3-dibenzoyl-propionic acid-ethyl ester, 5.5 grams o-chlorophenylhydrazine hydrochloride, 2.5 grams sodium acetate and 4.0 grams glacial acetic acid were reacted and the reaction product recovered by a procedure analogous to the method set out in Example 21. 3.7 grams 3,5-diphenyl-1-(o-chlorophenyl)-pyrazol-4-acetic acid, melting at 191°-193° C., were obtained, representing a yield of 37%.

Workup

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

Sources & evidence

ORD record
ord-0666b35dfe584128ac50bddf504c091c
Source dataset
uspto-grants-1979_03
Patent number
US04146721

Reaction notes

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