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Synthesis of 6,7-dihydro-5H-[1,3,4]thiadiazolo-[2,3-b][1,3]thiazinium system derivatives

  • D. G. Kim
  • N. M. Sudolova
  • P. A. Slepuhin
  • V. N. Charushin
Article
It has been shown that the reaction of 5-methyl-2-prenylsulfanyl-1,3,4-thiadiazole ( 1) with bromine and iodine gives halocyclization products involving the nitrogen atom of the thiadiazole ring, i.e. the 6-halo-2,5,5-tri-methyl-6,7-dihydro-5H-[1,3,4]thiadiazolo[2,3- b][1,3]thiazinium halides 2a,b. Formation of significant amounts of reaction products at the sulfur atom was not noted. The 6,7-dihydro-5H-[1,3,4]thiadiazolo[2,3- b]-[1,3]thiazinium system has previously been synthesized by reaction of 2,5-disulfanyl-1,3,5-thiadiazole with 1,3-dibromopropane [ 1].

Keywords

6-halo-2,5,5-trimethyl-6,7-dihydro-5H-[1,3,4]thiadiazolo[2,3-b][1,3]thiazinium halide 2-methyl-5-[(3-methylbut-2-en-1-yl)sulfanyl]-1,3,4-thiadiazole X-ray structural analysis 

References

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    G. M. Sheldrick, SHELX-97, release 97–2, Univ. of Göttingen, Germany (1998).Google Scholar

Copyright information

© Springer Science+Business Media, Inc. 2011

Authors and Affiliations

  • D. G. Kim
    • 1
  • N. M. Sudolova
    • 1
  • P. A. Slepuhin
    • 2
  • V. N. Charushin
    • 2
  1. 1.South Ural State UniversityChelyabinskRussia
  2. 2.I. Ya. Postovsky Institute of Organic ChemistryUral Branch of the Russian Academy of SciencesYekaterinburgRussia

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