3-Isothiocyanatoheptane → N-(3-Amino-5-chloro-2-thienylsulfonyl)-N'-(1-ethylpentyl)thiourea
Reaction equation
Cl.[NH2:2][C:3]1[CH:7]=[C:6]([Cl:8])[S:5][C:4]=1[S:9]([NH2:12])(=[O:11])=[O:10].[CH2:13]([CH:15]([N:20]=[C:21]=[S:22])[CH2:16][CH2:17][CH2:18][CH3:19])[CH3:14]>>[NH2:2][C:3]1[CH:7]=[C:6]([Cl:8])[S:5][C:4]=1[S:9]([NH:12][C:21]([NH:20][CH:15]([CH2:13][CH3:14])[CH2:16][CH2:17][CH2:18][CH3:19])=[S:22])(=[O:10])=[O:11]Participants
3
Procedure
The title compound was prepared from 3-amino-5-chlorothiophene-2-sulfonamide hydrochloride and 1-ethylpentyl isothiocyanate by a procedure analogous to the procedure described in example 3-a; a syrup was obtained (yield 36%), 1H-NMR (DMSO-d6): δ0.8 (2 q, 6H, 2×CH3), 1.2 (m, 4H), 1.5 (m, 4H), 4.20 (sextet, 1H, CH), 6.55 (br, 2H, NH2), 6.65 (s, 1H, H4), 7.85 (br d, 1H, NH), 11.3 (br s, 1H, NH).
Workup
- customa syrup was obtained (yield 36%), 1H-NMR (DMSO-d6): δ0.8 (2 q, 6H, 2×CH3), 1.2 (m, 4H), 1.5 (m, 4H), 4.20 (sextet, 1H, CH), 6.55 (br, 2H, NH2), 6.65 (s, 1H, H4), 7.85 (br d, 1H, NH), 11.3 (br s, 1H, NH)