Chemistry of Heterocyclic Compounds

, Volume 15, Issue 1, pp 41–46 | Cite as

Structure of the cationic forms of pyrimido [4,5-b][1,4]thiazines — A new type of folic acid antagonist

  • G. G. Dvoryantseva
  • T. N. Ul'yanova
  • T. Ya. Filipenko
  • M. P. Nemeryuk
  • T. S. Safonova
  • Yu. N. Sheinker
  • P. V. Petrovskii
  • É. I. Fedin
Article
  • 24 Downloads

Abstract

The protonation of 4-methoxy-, 4-amino-, and 4-dimethylamino-6-aminopyrimido[4,5-b][1,4]thiazines and N-(4-methoxy-5-pyrimidinyl)acetamidine was studied by 1H and 13C NMR spectroscopy. It is shown that the addition of a proton in the first three compounds takes place at the N5 atom of the thiazine ring, whereas in the case of N-(4-methoxy-5-pyrimidinyl) acetamidine primary protonation is observed at the nitrogen atom of the amidine group, and the second proton adds to the N1 atom of the pyrimidine ring.

Keywords

Nitrogen Spectroscopy Organic Chemistry Folic Acid Nitrogen Atom 

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Copyright information

© Plenum Publishing Corporation 1979

Authors and Affiliations

  • G. G. Dvoryantseva
    • 1
  • T. N. Ul'yanova
    • 1
  • T. Ya. Filipenko
    • 1
  • M. P. Nemeryuk
    • 1
  • T. S. Safonova
    • 1
  • Yu. N. Sheinker
    • 1
  • P. V. Petrovskii
    • 1
  • É. I. Fedin
    • 1
  1. 1.S. Ordzhonikidze All-Union Scientific-Research Pharmaceutical-Chemistry InstituteMoscow

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