Russian Journal of Organic Chemistry

, Volume 45, Issue 4, pp 572–580 | Cite as

Synthesis and structure of 4-hydroxy-4-fluoroalkyl-1,4-dihydroimidazo[5,1-c][1,2,4]triazines

  • E. V. Shchegol’kov
  • E. V. Sadchikova
  • Ya. V. Burgart
  • V. I. Saloutin
Article

Abstract

Azo coupling of fluorinated 1,3-diketones with 4-ethoxycarbonyl-1H-imidazole-5-diazonium chloride led to the formation of 4-hydroxy-4-polyfluoroalkyl-1,4-dihydroimidazo[5,1-c][1,2,4]triazines. According to the 1H and 19F NMR data, these compounds in solution give rise to ring-chain tautomerism via opening of the C4-N5 bond, which is especially characteristic of dihydroimidazotriazines with a polyfluoroalkyl substituent longer than trifluoromethyl group.

Keywords

Fluorine Nucleus Bright Yellow Crystal Polyfluoroalkyl Substituent Imidazotriazines 

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Copyright information

© Pleiades Publishing, Ltd. 2009

Authors and Affiliations

  • E. V. Shchegol’kov
    • 1
  • E. V. Sadchikova
    • 2
  • Ya. V. Burgart
    • 1
  • V. I. Saloutin
    • 1
  1. 1.Postovskii Institute of Organic Synthesis, Ural DivisionRussian Academy of SciencesYekaterinburgRussia
  2. 2.Ural State Technical UniversityYekaterinburgRussia

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