Indole-2,3-dione, 5,6-dimethyl- → HCID 178421829, compound

HRID 1935547Notes

Reaction equation

HRID 1935547 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][C:10]=1[CH3:11])[NH:7][C:6](=[O:12])[C:5]2=O.[CH:14]1[C:19]([NH:20][NH2:21])=[CH:18][CH:17]=[C:16]([S:22]([NH2:25])(=[O:24])=[O:23])[CH:15]=1.Cl>>[CH3:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][C:10]=1[CH3:11])[NH:7][C:6](=[O:12])[C:5]2=[N:21][NH:20][C:19]1[CH:18]=[CH:17][C:16]([S:22]([NH2:25])(=[O:23])=[O:24])=[CH:15][CH:14]=1

Participants

3

Reactant 2

HCID 52550Indole-2,3-dione, 5,6-dimethyl-HCID 27945674-Hydrazinylbenzenesulfonamide hydrochloride

Product 1

HCID 178421829HCID 178421829, compoundYield 32%

Procedure

The title compound was prepared from 5,6-dimethyl-1H-indole-2,3-dione and 4-sulfonamidophenylhydrazine hydrochloride according to Procedure G in 32% yield: 1H NMR (DMSO-d6): δ 2.22 (s, 3H), 2.24 (s, 3H), 6.72 (s, 1H), 7.23 (s, 2H), 7.36 (s, 1H), 7.52 (d, J=8.8 Hz, 2H), 7.77 (d, J=8.8 Hz, 2H), 10.93 (s, 1H), 12.71 (s, 1H). APCI−MS m/z 343 (M−H)−. Anal. Calcd for C16H16N4O3S: C, 55.80, H. 4.68; N, 16.27; S, 9.31. Found C, 55.78, H, 4.74; N,16.37; S, 9.22.

Sources & evidence

ORD record
ord-efe3ba3fc5cb48a0bc6e9ec5f203d8a9
Source dataset
uspto-grants-2002_05
Patent number
US06387919B1

Reaction notes

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