(Isothiocyanatomethyl)Cyclohexane → N-(3-Amino-5-chloro-2-thienylsulfonyl)-N'-cyclohexylmethylthiourea

HRID 1975921Notes

Reaction equation

HRID 1975921 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([CH2:19][N:20]=[C:21]=[S:22])[CH2:18][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:21]([NH:20][CH2:19][CH:13]1[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14]1)=[S:22])(=[O:10])=[O:11]

Participants

3

Reactant 2

HCID 142928(Isothiocyanatomethyl)CyclohexaneHCID 688206263-Amino-5-chlorothiophene-2-sulfonamide hydrochloride

Product 1

HCID 21999990N-(3-Amino-5-chloro-2-thienylsulfonyl)-N'-cyclohexylmethylthioureaYield 8%

Procedure

The title compound was prepared from 3-amino-5-chlorothiophene-2-sulfonamide hydrochloride and cyclohexylmethyl isothiocyanate by a procedure analogous to the procedure described in example 3-a; a syrup was obtained (yield 8%), 1H-NMR (DMSO-d6): δ0.95 (m, 2H), 1.25 (m, 3H), 1.70 (m, 6H), 3.45 (d, 2H, CH2), 4.45 (br, HDO+NH), 6.65 (s, 1H, H4).

Workup

  1. customa syrup was obtained (yield 8%), 1H-NMR (DMSO-d6): δ0.95 (m, 2H), 1.25 (m, 3H), 1.70 (m, 6H), 3.45 (d, 2H, CH2), 4.45 (br, HDO+NH), 6.65 (s, 1H, H4)

Sources & evidence

ORD record
ord-82a4b86c0a7f45f3b88ab406aa8aa88c
Source dataset
uspto-grants-2001_05
Patent number
US06225310B1

Reaction notes

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