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Chemistry of Heterocyclic Compounds

, Volume 54, Issue 12, pp 1153–1160 | Cite as

An efficient method for the synthesis of 2-thiazoleacetic acid N-sulfonyl amidines

  • Vladimir G. Il’kin
  • Vera S. Berseneva
  • Pavel А. Slepukhin
  • Vasiliy А. BakulevEmail author
Article
  • 21 Downloads

A three-step method was designed and developed on the basis of retrosynthetic analysis for the synthesis of hybrid molecules containing a thiazole ring and an N-sulfonyl amidine fragment, connected by a methylene linker. The mechanism of the last step involves the formation of intermediate 1,2,3,4-thiatriazoles and their transformation into the final products as a result of the elimination of molecular nitrogen and sulfur.

Keywords

azides thiazoles 1,2,3,4-thiatriazoles thioamides cycloaddition 

Notes

This work was supported by the Russian Foundation for Basic Research (grant No. 17-03-00641 / 17).

X-ray diffraction study was carried out on the equipment of the Center for Spectroscopy and Analysis of Organic compounds of the Postovsky Institute of Organic Synthesis of Ural Branch of the Russian Academy of Sciences.

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Copyright information

© Springer Science+Business Media, LLC, part of Springer Nature 2019

Authors and Affiliations

  • Vladimir G. Il’kin
    • 1
  • Vera S. Berseneva
    • 1
  • Pavel А. Slepukhin
    • 1
    • 2
  • Vasiliy А. Bakulev
    • 1
    Email author
  1. 1.Ural Federal University named after the first President of Russia B. N. YeltsinYekaterinburgRussia
  2. 2.Postovsky Institute of Organic SynthesisUral Branch of the Russian Academy of SciencesYekaterinburgRussia

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