3,6-dihydropyrrolo[3,2-e]indazole-7,8-dione → HCID 178514737, compound

HRID 840863Notes

Reaction equation

HRID 840863 reaction equation
[CH:1]1[C:9]2[C:8]3[C:10](=O)[C:11](=[O:13])[NH:12][C:7]=3[CH:6]=[CH:5][C:4]=2[NH:3][N:2]=1.[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>>[O:13]=[C:11]1[NH:12][C:7]2[CH:6]=[CH:5][C:4]3[NH:3][N:2]=[CH:1][C:9]=3[C:8]=2[C:10]1=[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

Participants

3

Reactant 2

HCID 3363143,6-dihydropyrrolo[3,2-e]indazole-7,8-dioneHCID 27945674-Hydrazinylbenzenesulfonamide hydrochloride

Product 1

HCID 178514737HCID 178514737, compoundYield 8%

Procedure

The title compound was prepared from 3,6-dihydro-pyrrolo[3,2-e]indazole-7,8-dione (Cuny, et al., Chemie Berichte 1981, 114, 1624-35) and 4-sulfonamidophenylhydrazine hydrochloride according to Procedure G in 8% yield: 1H NMR (DMSO-d6): δ7.02 (d, J=8.7 Hz, 1H), 7.28 Z (s, 2H), 7.51 (d, J=8.6 Hz, 2H), 7.68 (d, J=8.8 Hz, 1H), 7.82 (d, J=8.7 Hz, 2H), 8.34 (s,1H), 10.98 (s, 1H), 12.90 (s, 1H), 13.20 (s,1H); APCI−MS m/z 356 (M)−. Anal. Calcd for C15H12N6O3S.1.46H2O.0.2EtOAc: C, 47.41, H, 4.16; N, 20.99; S, 8.01. Found C, 47.40, H, 3.70; N, 21.00; S, 7.85.

Sources & evidence

ORD record
ord-2f79f7138f71456499e1c2246d965b8f
Source dataset
uspto-grants-2002_04
Patent number
US06369086B1

Reaction notes

Loading…