Acetic acid, 2-hydrazinyl-, ethyl ester, hydrochloride (1:1) → Ethyl 4-(4-methoxyphenyl)-5-phenyl-1H-pyrazole-1-acetate

HRID 1608284Notes

Reaction equation

HRID 1608284 reaction equation
C[N:2](C)[CH:3]=[C:4]([C:13]1[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[CH:15][CH:14]=1)[C:5]([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)=O.Cl.[NH:23]([CH2:25][C:26]([O:28][CH2:29][CH3:30])=[O:27])N>CO>[CH3:20][O:19][C:16]1[CH:17]=[CH:18][C:13]([C:4]2[CH:3]=[N:2][N:23]([CH2:25][C:26]([O:28][CH2:29][CH3:30])=[O:27])[C:5]=2[C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)=[CH:14][CH:15]=1

Participants

4

Reactant 2

HCID 11593468Acetic acid, 2-hydrazinyl-, ethyl ester, hydrochloride (1:1)HCID 541112433-(Dimethylamino)-2-(4-methoxyphenyl)-1-phenyl-2-propene-1-one

Product 1

HCID 14699555Ethyl 4-(4-methoxyphenyl)-5-phenyl-1H-pyrazole-1-acetate

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Following the procedure of example 1B 11 g (0.39 mol) of 3-(dimethylamino)-2-(4-methoxyphenyl)-1-phenyl-2-propene-1-one and 6.6 g (0.43 mol) of ethyl hydrazinoacetate hydrochloride were reacted in 55 mL of absolute methanol under nitrogen. After 11/2 hours, 11.2 g of solid product was filtered off, mp 81°-84° C.

Workup

  1. filtrationAfter 11/2 hours, 11.2 g of solid product was filtered off

Sources & evidence

ORD record
ord-49ab6fddc2a046c293612e4a1a35f1c4
Source dataset
uspto-grants-1989_09
Patent number
US04870095

Reaction notes

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