Russian Journal of Organic Chemistry

, Volume 38, Issue 2, pp 272–280 | Cite as

Adamantylation of 3-Nitro- and 3-Ethoxycarbonyl-1,2,4-triazolo[5,1-c]-1,2,4-triazin-4-ones

  • E. N. Ulomskii
  • S. L. Deev
  • A. V. Tkachev
  • I. K. Moiseev
  • V. L. Rusinov
Article

Abstract

Reaction of 3-nitro- and 3-ethoxycarbonyl-1,2,4-triazolo[5,1-c]-1,2,4-triazin-4-ones with 1-adamantanol (or 1-adamantyl nitrate) in concentrated sulfuric acid or with 1-bromoadamantane in sulfolane affords N-adamantyl derivatives. The adamantylation of 3-nitro-1,4-dihydro-7H-1,2,4-triazolo[5,1-c]-1,2,4-triazin-4-one yields a mixture of N8- and N1-isomers that undergo interconversion in concentrated sulfuric acid along intermolecular mechanism.

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Copyright information

© MAIK “Nauka/Interperiodica” 2002

Authors and Affiliations

  • E. N. Ulomskii
    • 1
  • S. L. Deev
    • 1
  • A. V. Tkachev
    • 2
  • I. K. Moiseev
    • 3
  • V. L. Rusinov
    • 2
  1. 1.Ural State Technical UniversityYekaterinburgRussia
  2. 2.Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian DivisionRussian Academy of SciencesNovosibirskRussia
  3. 3.Samara State Technical UniversitySamaraRussia

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