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Chemistry of Heterocyclic Compounds

, Volume 48, Issue 2, pp 382–383 | Cite as

Synthesis of 5-[(4-methylphenyl)sulfinyl]-and 5-[(4-methylphenyl)sulfonyl]-1-phenyl-1 H-tetrazoles

  • U. N. Dmitrieva
  • Yu. E. Zevatskii
  • S. M. Ramsh
  • T. V. Artamonova
  • L. V. MyznikovEmail author
Article

It is known that the reaction of 5-alkylsulfanyltetrazoles with hydrogen peroxide depends on the reaction conditions and can give 5-alkylsulfinyl- or 5-alkylsulfonyltetrazoles [1, 2, 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-1 H-tetrazole (1) by hydrogen peroxide in acetic acid.

We have found that reaction of compound 1 with hydrogen peroxide can yield 5-[(4-methyl-phenyl)sulfinyl]-1-phenyl-1  H-tetrazole ( 2) and 5-[(4-methylphenyl)sulfonyl]-1-phenyl-1  H-tetrazole ( 3). The oxidation was carried out under conditions of microwave activation and of convection heating at a temperature of 55 °C.

Keywords

5-arylsulfanyltetrazoles hydrogen peroxide microwave activation oxidation 

References

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    N. G. Egorova, T. V. Artamonova, A. Hrabalek, and G. I. Koldobskii, Zh. Org. Khim., 41, 1427 (2005).Google Scholar
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    U. N. Dmitrieva, S. M. Ramsh, Yu. E. Zevatskii, T. V. Artamonova, and L. V. Myznikov, Khim. Geterotsikl. Soedin., 377 (2012). [Chem. Heterocycl. Compd., 48, 355 (2012)].Google Scholar

Copyright information

© Springer Science+Business Media, Inc. 2012

Authors and Affiliations

  • U. N. Dmitrieva
    • 1
  • Yu. E. Zevatskii
    • 1
  • S. M. Ramsh
    • 1
  • T. V. Artamonova
    • 1
  • L. V. Myznikov
    • 1
    Email author
  1. 1.St. Petersburg State Technological Institute (Technical University)Saint PetersburgRussia

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