QUANTUM-CHEMICAL STUDIES OF PYRIMIDIN-4-ONES. 2. STABILITY IN THE GAS PHASE OF TAUTOMERS OF PYRIMIDIN-2,4-DIONE, 2-THIOXO-, 2-SELENOXO-, 2-AMINO-, AND 2-ACETYLAMINOPYRIMIDIN-4-ONES, AND THEIR 6-METHYL- AND 6-PHENYL DERIVATIVES

Authors

  • М. Х. Мамарахмонов S. Yu. Yunusov Institute of the Chemistry of Plant Substances, Uzbekhistan Academy of Sciences, Tashkent 700170
  • Л. И. Беленький N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow 119991
  • Н. Д. Чувылкин N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow 119991
  • Х. М. Шахидоятов S. Yu. Yunusov Institute of the Chemistry of Plant Substances, Uzbekhistan Academy of Sciences, Tashkent 700170

Keywords:

2-aminopyrimidin-2-one, 2-acetylaminopyrimidin-2-one, pyrimidin-2,4-dione, 2-selenoxopyrimidin-4-one, 2-thioxopyrimidin-4-one, quantum-chemical calculations, PM3 method, reactions with electrophiles, tautomerism

Abstract

The relative stability in the gas phase and the most probable reaction centers for electrophilic attack for the tautomers of pyrimidin-2,4-dione, 2-thioxo-, 2-selenoxo-, 2-amino-, and 2-acetylaminopyrimidin-4-ones, and their 6-methyl- and 6-phenyl derivatives have been investigated on the basis of the results of quantum-chemical calculations, using the semi-empirical PM3 method, without taking solvent effects into account.

How to Cite
Mamarakhmonov, M. Kh.; Belen'kii, L. I.; Chuvylkin, N. D.; Shakhidoyatov, Kh. M. Chem. Heterocycl. Compd. 2003, 39, 1336. [Khim. Geterotsikl. Soedin. 2003, 1517.]

For this article in the English edition, see DOI 10.1023/B:COHC.0000010649.76065.65

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Published

2003-10-25

Issue

No. 10 (2003)

Section

Original Papers