4-Hydrazinylbenzenesulfonamide hydrochloride → HCID 178514744, compound

HRID 1935495Notes

Reaction equation

HRID 1935495 reaction equation
[N+:1]([C:4]1[CH:12]=[CH:11][CH:10]=[C:9]2[C:5]=1[C:6](=O)[C:7](=[O:13])[NH:8]2)([O-:3])=[O:2].[CH:15]1[C:20]([NH:21][NH2:22])=[CH:19][CH:18]=[C:17]([S:23]([NH2:26])(=[O:25])=[O:24])[CH:16]=1.Cl>>[N+:1]([C:4]1[CH:12]=[CH:11][CH:10]=[C:9]2[C:5]=1[C:6](=[N:22][NH:21][C:20]1[CH:19]=[CH:18][C:17]([S:23]([NH2:26])(=[O:24])=[O:25])=[CH:16][CH:15]=1)[C:7](=[O:13])[NH:8]2)([O-:3])=[O:2]

Participants

3

Reactant 2

HCID 27945674-Hydrazinylbenzenesulfonamide hydrochlorideHCID 117454634-nitro-1H-indole-2,3-dione

Product 1

HCID 178514744HCID 178514744, compoundYield 33%

Procedure

The title compound was prepared from 4-nitro-1H-indole-2,3dione (Gassman, et al., Journal of Organic Chemistry 1977, 42, 1344-8) and 4-sulfonamidophenylhydrazine hydrochloride according to Procedure G in 33% yield: 1H NMR (DMSO-d6): δ 7.23 (d, J=7.7 Hz, 1H), 7.31 (s, 2H), 7.47 (t, J=7.9 Hz, 1H), 7.56 (d, J=7.9 Hz, 2H), 7.59 (d, J=7.2 Hz, 1H), 7.83 (d, J=7.7 Hz, 2H), 11.59 (s, 1H), 13.20 (s, 1H); APCI−MS m/z 361 (M)−. Anal. Calcd for C14H11N5O5S: C, 46.54, H, 3.07; N, 19.38; S, 8.87. Found C, 46.62, H, 3.09; N, 19.46; S. 8.81.

Sources & evidence

ORD record
ord-f00d477d48794070abb0fc9316387126
Source dataset
uspto-grants-2002_05
Patent number
US06387919B1

Reaction notes

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