4-Hydrazinylbenzenesulfonamide hydrochloride → 4-[3-(1H-indol-3-yl)-5-(trifluoromethyl)-3,4-dihydropyrazol-2-yl]benzenesulfonamide

HRID 842799Notes

Reaction equation

HRID 842799 reaction equation
[F:1][C:2]([F:17])([F:16])[C:3](=O)/[CH:4]=[CH:5]/[C:6]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[NH:8][CH:7]=1.Cl.[S:19]([C:23]1[CH:28]=[CH:27][C:26]([NH:29][NH2:30])=[CH:25][CH:24]=1)(=[O:22])(=[O:21])[NH2:20]>>[S:19]([C:23]1[CH:24]=[CH:25][C:26]([N:29]2[CH:5]([C:6]3[C:14]4[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=4)[NH:8][CH:7]=3)[CH2:4][C:3]([C:2]([F:17])([F:16])[F:1])=[N:30]2)=[CH:27][CH:28]=1)(=[O:22])(=[O:21])[NH2:20]

Participants

3

Reactant 2

HCID 27945674-Hydrazinylbenzenesulfonamide hydrochlorideHCID 5709225TRANS-1,1,1-TRIFLUORO-4-(3-INDOLYL)-3-BUTEN-2-ONE

Product 1

HCID 98661434-[3-(1H-indol-3-yl)-5-(trifluoromethyl)-3,4-dihydropyrazol-2-yl]benzenesulfonamideYield 82%

Procedure

A solution of trans-1,1,1-trifluoro-4-(3-indolyl)-3-buten-2-one (5 mmol) and 4-sulfamylphenyl hydrazine hydrochloride (6 mmol) was subjected to Procedure 3. The title compound was obtained in 82% yield, m.p. 178-180° C.; C, H analysis (C16H14SO2N4F3):

Sources & evidence

ORD record
ord-f901ffc4891847c197e038f7399fd8bd
Source dataset
uspto-grants-2002_04
Patent number
US06376519B1

Reaction notes

Loading…