4-amino-N-(3-hydroxy-2,2-dimethyl-propyl)benzenesulfonamide → HCID 178450615, compound

HRID 1264013Notes

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][CH2:29][C:30]([CH3:34])([CH3:33])[CH2:31][OH:32])(=[O:27])=[O:26])=[CH:21][CH:20]=1>>[OH:32][CH2:31][C:30]([CH3:34])([CH3:33])[CH2:29][NH:28][S:25]([C:22]1[CH:23]=[CH:24][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:20][CH:21]=1)(=[O:27])=[O:26]

Participants

Reactant 2

HCID 219562104-amino-N-(3-hydroxy-2,2-dimethyl-propyl)benzenesulfonamide

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

Product 1

HCID 178450615HCID 178450615, compound

Procedure

The title compound was prepared from 8-ethoxymethylene-6,8-dihydro-1-thia-3,6-diaza-as-indacen-7-one and 4-amino-N-(3-hydroxy-2,2-dimethyl-propyl)benzenesulfonamide according to Procedure J: mp>250° C.; 1H NMR (DMSO-d6): δ 0.74 (s, 6H), 2.52 (d, J=6.7 Hz, 2H), 3.06 (bs, 2H), 4.43 (bs, 1H), 7.10 (d, J=8.3 Hz, 1H), 7.32 (t, J=6.7 Hz, 1H), 7.58 (d, J=8.8 Hz, 2H), 7.77 (d, J=8.8 Hz, 2H), 7.81 (d, J=8.3 Hz, 1H), 8.07 (d, J=12.2 Hz, 1H), 9.26 (s, 1H), 10.91 (s, 1H), 11.16 (d, J=12.3 Hz, 1H); APCI−MS: m/z 457 (M−H)−. Anal. Calcd for C21H22N4O4S2: C, 55.01: H, 4.84; N, 12.22; S, 13.98. Found: C, 54.90; H, 4.86; N, 12.25; S, 13.94.

Sources & evidence

ORD record: ord-728395a041094c8aa274f02ad528b81b
Source dataset: uspto-grants-2003_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06541503B2

Reaction notes

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