4-Hydrazinylbenzenesulfonamide hydrochloride → HCID 178514752, compound

HRID 2213206Notes

Reaction equation

[OH:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][C:6](=[O:11])[C:5]2=O.[CH:13]1[C:18]([NH:19][NH2:20])=[CH:17][CH:16]=[C:15]([S:21]([NH2:24])(=[O:23])=[O:22])[CH:14]=1.Cl>>[OH:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][C:6](=[O:11])[C:5]2=[N:20][NH:19][C:18]1[CH:17]=[CH:16][C:15]([S:21]([NH2:24])(=[O:22])=[O:23])=[CH:14][CH:13]=1

Participants

Reactant 2

HCID 27945674-Hydrazinylbenzenesulfonamide hydrochloride

HCID 103520115-Hydroxyisatin

Product 1

HCID 178514752HCID 178514752, compoundYield 30%

Procedure

The title compound was prepared from 5-hydroxy-1H-indole-2,3-dione (Ijaz, et al., Indian Journal of Chemistry 1994, 33B, 288–9) and 4-sulfonamidophenylhydrazine hydrochloride according to Procedure G in 30% yield: 1H NMR (DMSO-d6): δ 6.79 (dd, J=2.2, 8.3 Hz, 1H), 6.72 (d, J=8.3 Hz, 1H), 6.98 (d, J=2.2 Hz, 1H), 7.25 (s, 2H), 7.53 (d, J=8.7 Hz, 2H), 7.78 (d, J=8.7 Hz, 2H), 9.20 (s, 1H), 10.80 (s, 1H), 12.82 (s, 1H); APCI-MS m/z 331 (M−H)−.

Sources & evidence

ORD record: ord-1da87f206a6448d58932dd0b4de27693
Source dataset: uspto-grants-2006_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07105529B2

Reaction notes

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