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Chemistry of Heterocyclic Compounds

, Volume 51, Issue 10, pp 923–928 | Cite as

Halocyclization of S- and N-alkenyl derivatives of 5-methyl-1,3,4-thiadiazole-2-thione

  • Natal’ya M. TarasovaEmail author
  • Dmitry G. Kim
  • Pavel A. Slepukhin
Article

2-Allylsulfanyl-5-methyl-1,3,4-thiadiazole, 2-(2-bromoallylsulfanyl)-5-methyl-1,3,4-thiadiazole, 2-[(but-3-en-1-yl)sulfanyl]-5-methyl-1,3,4-thiadiazole, and 2-methyl-5-[(pent-4-en-1-yl)sulfanyl]-1,3,4-thiadiazole were obtained by alkylation of 5-methyl-1,3,4-thiadiazole-2-thione. Halocyclization of the obtained unsaturated sulfides produced derivatives of thiazolo[2,3-b][1,3,4]thiadiazolium, 6,7-dihydro-5H-[1,3,4]-thiadiazolo[2,3-b][1,3]thiazinium, and 5,6,7,8-tetrahydro[1,3,4]thiadiazolo[2,3-b][1,3]thiazepinium systems.

Keywords

6,7-dihydro-5H-[1,3,4]thiadiazolo[2,3-b][1,3]thiazinium halides 5,6,7,8-tetrahydro[1,3,4]thiadiazolo[2,3-b][1,3]thiazepinium halides 1,3,4-thiadiazoles, thiazolo[2,3-b][1,3,4]thiadiazolium halides, halocyclization 1Н NMR spectroscopy X-ray structural analysis 

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Copyright information

© Springer Science+Business Media New York 2015

Authors and Affiliations

  • Natal’ya M. Tarasova
    • 1
    Email author
  • Dmitry G. Kim
    • 1
  • Pavel A. Slepukhin
    • 2
  1. 1.South Ural State UniversityChelyabinskRussia
  2. 2.I. Ya. Postovskii Institute of Organic SynthesisUral Branch of the Russian Academy of SciencesYekaterinburgRussia

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