4-Hydrazinylbenzenesulfonamide hydrochloride → HCID 178440733, compound

HRID 2213199Notes

Reaction equation

HRID 2213199 reaction equation
[CH2:1]([C:5]1[CH:13]=[CH:12][CH:11]=[C:10]2[C:6]=1[C:7](=O)[C:8](=[O:14])[NH:9]2)[CH:2]([CH3:4])[CH3:3].[CH:16]1[C:21]([NH:22][NH2:23])=[CH:20][CH:19]=[C:18]([S:24]([NH2:27])(=[O:26])=[O:25])[CH:17]=1.Cl>>[CH2:1]([C:5]1[CH:13]=[CH:12][CH:11]=[C:10]2[C:6]=1[C:7](=[N:23][NH:22][C:21]1[CH:20]=[CH:19][C:18]([S:24]([NH2:27])(=[O:25])=[O:26])=[CH:17][CH:16]=1)[C:8](=[O:14])[NH:9]2)[CH:2]([CH3:4])[CH3:3]

Participants

3

Reactant 2

HCID 27945674-Hydrazinylbenzenesulfonamide hydrochlorideHCID 219563214-isobutyl-1H-indole-2,3-dione

Product 1

HCID 178440733HCID 178440733, compoundYield 65%

Procedure

Condensation of 4-isobutyl-1H-indole-2,3-dione and 4-sulfonamidophenylhydrazine hydrochloride according to Procedure G gave the title compound in 65% yield: 1H NMR (DMSO-d6): δ 0.96 (d, J=6.4 Hz, 6H), 2.05 (m, 1H), 2.87 (d, J=7.0 Hz, 2H), 6.79 (d, J=7.6 Hz, 1H), 6.85 (d, J=7.6 Hz, 1H), 7.20 (t, J=7.6 Hz, 1H), 7.26 (s, 2H), 7.51 (d, J=8.5 Hz, 2H), 7.81 (d, J=8.5 Hz, 2H), 11.13 (s, 1H), 13.03 (s, 1H); APCI-MS m/z 371 (M−1)−.

Sources & evidence

ORD record
ord-02ce4e3170734e338c0469e2d6529829
Source dataset
uspto-grants-2006_09
Patent number
US07105529B2

Reaction notes

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