U. Dmitrieva, Yu. E. Zevatskii, S. M. Ramsh
Jun 1, 2012
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Influential Citations
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Journal
Chemistry of Heterocyclic Compounds
Abstract
It is known that the reaction of 5-alkylsulfanyltetrazoles with hydrogen peroxide depends on the reaction conditions and can give 5-alkylsulfinylor 5-alkylsulfonyltetrazoles [1-3]. However, the oxidation of 5-arylsulfanyltetrazoles has not previously been studied, probably because of the difficulty in obtaining these compounds. We have earlier proposed a method for preparation of 1-substituted 5-arylsulfanyltetrazoles [4]. In this work we have studied the oxidation of 5-[(4-methylphenyl)sulfanyl]-1-phenyl-1H-tetrazole (1) by hydrogen peroxide in acetic acid. We have found that reaction of compound 1 with hydrogen peroxide can yield 5-[(4-methylphenyl)sulfinyl]-1-phenyl-1H-tetrazole (2) and 5-[(4-methylphenyl)sulfonyl]-1-phenyl-1H-tetrazole (3). The oxidation was carried out under conditions of microwave activation and of convection heating at a temperature of 55oC.