Cyclopentyl isothiocyanate → N-(3-Amino-5-chloro-2-thienylsulfonyl)-N'-cyclopentylthiourea

HRID 1975920Notes

Reaction equation

HRID 1975920 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].[CH:13]1([N:18]=[C:19]=[S:20])[CH2:17][CH2:16][CH2:15][CH2:14]1>>[NH2:2][C:3]1[CH:7]=[C:6]([Cl:8])[S:5][C:4]=1[S:9]([NH:12][C:19]([NH:18][CH:13]1[CH2:17][CH2:16][CH2:15][CH2:14]1)=[S:20])(=[O:10])=[O:11]

Participants

3

Reactant 2

HCID 141792Cyclopentyl isothiocyanateHCID 688206263-Amino-5-chlorothiophene-2-sulfonamide hydrochloride

Product 1

HCID 11759590N-(3-Amino-5-chloro-2-thienylsulfonyl)-N'-cyclopentylthiourea

Procedure

The title compound was prepared from 3-amino-5-chlorothiophene-2-sulfonamide hydrochloride and cyclopentyl isothiocyanate by a procedure analogous to the procedure described in example 3-a (yield 46%); 1H-NMR (DMSO-d6): δ1.30-1.70 (m, 6H), 1.90 (m, 2H), 4.40 (sextet, 1H, CH), 6.55 (br, 2H, NH2), 6.65 (s, 1H, H-4), 8.15 (br d, 1H, NH), 11.2 (br s, 1H, NH).

Sources & evidence

ORD record
ord-934765341b2f4b2ca78f152ca4935e11
Source dataset
uspto-grants-2001_05
Patent number
US06225310B1

Reaction notes

Loading…