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Reaction of phosphorus-containing cyanoguanidines with hexafluoroacetone imines

  • A. Yu. Aksinenko
  • V. B. Sokolov
  • O. V. Korenchenko
  • A. N. Chekhlov
  • E. A. Fokin
  • I. V. Martynov
Organic Chemistry

Abstract

Substituted hexafluoroacetone imines react with 1-(2-cyanoguanidino) alkylphosphonates at the C≡N group at −5-0°C, forming [2+4]-cycloaddition products, which are phosphorus-containing 4,4-bis(trifluoromethyl)1,3,5-oxadiazines. The reaction products are readily alkylated by substituted hexafluoroacetone imines at the nitrogen atom of the guanidine fragment. The two reactions are accompanied by tautomeric transformations of the guanidine fragment of the molecules. An NMR spectral analysis was carried out.

Keywords

Nitrogen Nitrogen Atom Spectral Analysis Guanidine Trifluoromethyl 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

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Literature cited

  1. 1.
    V. B. Sokolov, A. Yu. Aksinenko, and O. V. Korenchenko, Summaries of Lectures at the 9th Conference of Young Scientists on “Synthesis and Investigation of Biologically Active Compounds” [inRussian], Riga (1987), p. 15.Google Scholar
  2. 2.
    I. V. Fokin, A. F. Kolomiets, and N. V. Vasil'ev, Usp. Khim.,53, 398 (1984).Google Scholar
  3. 3.
    I. V. Martynov, A. N. Chekhlov, A. Yu. Aksinenko, et al., Zh. Obshch. Khim.,57, 2285 (1987).Google Scholar

Copyright information

© Plenum Publishing Corporation 1990

Authors and Affiliations

  • A. Yu. Aksinenko
    • 1
  • V. B. Sokolov
    • 1
  • O. V. Korenchenko
    • 1
  • A. N. Chekhlov
    • 1
  • E. A. Fokin
    • 1
  • I. V. Martynov
    • 1
  1. 1.Institute of Physiologically Active CompoundsAcademy of Sciences of the USSRChernogolovka

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