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Chemistry of Heterocyclic Compounds

, Volume 28, Issue 8, pp 951–955 | Cite as

Heteroanalogs of alloxazines

1. Properties and conversions of 6,8-dimethyl-7,9-dioxo-5h-6,7,8,9-tetrahydropyrimido[4,5-b]-[4′,5′-e][1,4]thiazines
  • M. P. Nemeryuk
  • N. I. Traven'
  • T. G. Arutyunyan
  • E. A. Shatukhina
  • O. S. Anisimova
  • N. P. Solov'eva
  • Yu. N. Sheinker
  • T. S. Safonova
Article
  • 31 Downloads

Abstract

The properties of derivatives of 6,8-dimethyl-7,9-dioxo-5H-6,7,8,9-tetrahydropyrimido[4,5-b][4,5-e][1,4]thiazines have been investigated. These substances are stable in the crystalline form and are readily oxidized in moist solutions in chloroform or methylene chloride, being converted to 9a-hydroxy derivatives. In the example of the 4-dimethylamino derivative, a stagewise mechanism has been shown for the process of one-electron oxidation of the thiazines, proceeding through the formation of a free-radical structure. The thiazinyl radicals have been found to be capable of one-electron redox reactions. A tendency of the thiazines to form 9a-derivatives has been noted.

Keywords

Oxidation Methylene Chloride Organic Chemistry Chloroform 
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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References

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    M. P. Nemeryuk, N. I. Traven', T. G. Arumyunyan, E. A. Shatukhina, N. A. Nersesyan, O. S. Anisimova, N. P. Solov'eva, E. M. Peresleni, Yu. N. Sheinker, O. G. Sokol, V. M. Kazakova, and T. S. Safonova, Khim. Geterotsikl. Soedin., No. 2, 258 (1989).Google Scholar
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Copyright information

© Plenum Publishing Corporation 1993

Authors and Affiliations

  • M. P. Nemeryuk
    • 1
  • N. I. Traven'
    • 1
  • T. G. Arutyunyan
    • 1
  • E. A. Shatukhina
    • 1
  • O. S. Anisimova
    • 1
  • N. P. Solov'eva
    • 1
  • Yu. N. Sheinker
    • 1
  • T. S. Safonova
    • 1
  1. 1.Center for the Chemistry of Medicinal PreparationsScientific-Research Chemical-Pharmaceutical InstituteMoscow

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