8-[Ethoxymethylidene]-6H-[1,3]thiazolo[5,4-e]indol-7-one → HCID 178513208, compound

HRID 840872Notes

Reaction equation

C(O[CH:4]=[C:5]1[C:16]2[C:8](=[CH:9][CH:10]=[C:11]3[C:15]=2[S:14][CH:13]=[N:12]3)[NH:7][C:6]1=[O:17])C.[NH2:18][C:19]1[CH:24]=[CH:23][C:22]([S:25]([NH:28][C:29]([NH2:31])=[NH:30])(=[O:27])=[O:26])=[CH:21][CH:20]=1>>[NH2:31][C:29](=[NH:30])[NH:28][S:25]([C:22]1[CH:21]=[CH:20][C:19]([NH:18][CH:4]=[C:5]2[C:16]3[C:8](=[CH:9][CH:10]=[C:11]4[C:15]=3[S:14][CH:13]=[N:12]4)[NH:7][C:6]2=[O:17])=[CH:24][CH:23]=1)(=[O:27])=[O:26]

Participants

Reactant 2

HCID 539908078-[Ethoxymethylidene]-6H-[1,3]thiazolo[5,4-e]indol-7-one

HCID 178513207HCID 178513207, compound

Product 1

HCID 178513208HCID 178513208, compoundYield 26%

Procedure

The title compound was prepared in 26% yield from 8-ethoxymethylene-6,8-dihydro-1-thia-3,6-diaza-as-indacen-7-one and 4-amino-N-(amino-imino-methyl)-benzenesulfonamide according to Procedure J: 1H NMR (DMSO-d6): δ11.2 (d, 1H), 10.9 (s, 1H), 9.3 (s, 1H), 8.1 (d, 1H), 7.85 (d, 1H), 7.8 (d, 2H), 7.5 (d, 2H), 7.4 (d, 1H), 7.3 (d, 1H), 6.5 (d, 1H), 5.7 (s, 1H); C17H14N6O3S2: APCI−MS m/z 415 (M+H)+.

Sources & evidence

ORD record: ord-0da14ae671cb46febffcae5a1e23110e
Source dataset: uspto-grants-2002_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06369086B1

Reaction notes

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