4-Hydrazinylbenzenesulfonamide hydrochloride → 4-[5-(6-chlorobenzothiazol-2-yl)-3-trifluoromethyl-1H-pyrazol-1-yl]benzenesulfonamide

HRID 369082

Reaction equation

HRID 369082 reaction equation
[F:1][C:2]([F:19])([F:18])[C:3](=O)[CH2:4][C:5]([C:7]1[S:8][C:9]2[CH:15]=[C:14]([Cl:16])[CH:13]=[CH:12][C:10]=2[N:11]=1)=O.Cl.[S:21]([C:25]1[CH:30]=[CH:29][C:28]([NH:31][NH2:32])=[CH:27][CH:26]=1)(=[O:24])(=[O:23])[NH2:22]>>[Cl:16][C:14]1[CH:13]=[CH:12][C:10]2[N:11]=[C:7]([C:5]3[N:31]([C:28]4[CH:27]=[CH:26][C:25]([S:21]([NH2:22])(=[O:24])=[O:23])=[CH:30][CH:29]=4)[N:32]=[C:3]([C:2]([F:19])([F:18])[F:1])[CH:4]=3)[S:8][C:9]=2[CH:15]=1

Participants

3

Reactant 2

HCID 27945674-Hydrazinylbenzenesulfonamide hydrochlorideHCID 232853754,4,4-Trifluoro-1-(6-chlorobenzothiazol-2-yl)butane-1,3-dione

Product 1

HCID 232854204-[5-(6-chlorobenzothiazol-2-yl)-3-trifluoromethyl-1H-pyrazol-1-yl]benzenesulfonamide

Procedure

The procedure of Example 9 was repeated using 4,4,4-trifluoro-1-(6-chlorobenzothiazol-2-yl)butane-1,3-dione and 4-sulfamoylphenylhydrazine hydrochloride as the starting materials to obtain 4-[5-(6-chlorobenzothiazol-2-yl)-3-trifluoromethyl-1H-pyrazol-1-yl]benzenesulfonamide. NMR(CDCl3 -DMSO-d6) δ: 6.91 (2H, bs), 7.30-7.49 (2H, m), 7.63 (2H, d, J=8.9 Hz), 7.88-7.91 (2H, m), 8.05 (2H, d, J=8.9 Hz); mp 254-255° C. (ethanol)

Sources & evidence

ORD record
ord-c274906ee8e74ad28bcd35a3ed1c5375
Source dataset
uspto-grants-2000_10
Patent number
US06136831

Linked notes

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