N-(3,4-dichlorobenzenesulphonyl)-N', S-dimethylisothiourea → N-(3,4-dichlorobenzenesulphonyl)-N'-methyl-N"-[2-((4-methyl-5-imidazolyl)methylthio)ethyl]guanidine
Reaktionsgleichung
[CH3:1][C:2]1[N:3]=[CH:4][NH:5][C:6]=1[CH2:7][S:8][CH2:9][CH2:10][NH2:11].[Cl:12][C:13]1[CH:14]=[C:15]([S:20]([NH:23][C:24](=[N:27][CH3:28])SC)(=[O:22])=[O:21])[CH:16]=[CH:17][C:18]=1[Cl:19]>C(#N)C>[Cl:12][C:13]1[CH:14]=[C:15]([S:20]([NH:23][C:24]([NH:27][CH3:28])=[N:11][CH2:10][CH2:9][S:8][CH2:7][C:6]2[NH:5][CH:4]=[N:3][C:2]=2[CH3:1])(=[O:21])=[O:22])[CH:16]=[CH:17][C:18]=1[Cl:19]Komponenten
4
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
A solution of 4-methyl-5-((2-aminoethyl)thiomethyl)imidazole (3.49 g.) and N-(3.4-dichlorobenzenesulphonyl)-N', S-dimethylisothiourea (6.20 g.) in acetonitrile (250 ml.) was heated under reflux for 48 hours. Concentration, followed by chromatographic purification on a column of alumina with sequential elution by benzene-ethylacetate (1:4) and benzene-ethanol (1:4) afforded N-(3,4-dichlorobenzenesulphonyl)-N'-methyl-N"-[2-((4-methyl-5-imidazolyl)methylthio)ethyl] guanidine as a glass (1.7 g.)