Collection of Czechoslovak Chemical Communications - digital archive 

Abstract

5-Methyl-1H-imidazole-4-ylmethanethiol (V) hydrochloride was reacted with benzyl chloride, 4-fluorobenzyl bromide, 4-chlorobenzyl chloride, 4-(2-dimethylaminoethoxy)benzyl chloride hydrochloride, 1-chloro-2,3-epoxypropane, 4-fluorophenacyl chloride, 1-bromo-3-phenylpropane, 1-bromo-4-phenylbutane, 1-bromo-5-phenylpentane, 1-bromo-2-methyl-4-phenylbutane, 1-bromo-6-phenylhexane, 1-(benzhydryloxy)-2-bromoethane, 1-bromo-2-(bis(4-fluorophenyl)methoxy)-ethane, 2-(4-chloromethyl)-6,7,8,9-tetrahydro-5H-benzocycloheptene, 2-(4-chlorobutyryl)-6,7,8,9-tetrahydro-5H-benzocycloheptene, and 4-(chloromethyl)-s-hydrindacene in the presence of sodium hydroxide to give the title sulfides VII-XXII, most of which were transformed to salts. Only compounds X and XIII showed some pharmacological activity in tests which are considered predictive of antidepressant action.