OXIDATION MECHANISM OF 6-METHYL-2,4-DIOXOPYRIMIDINE WITH SELENIUM OXIDE AND SELENOUS ACID

Authors

  • А. И. Рахимов Volgograd State Technical University, Volgograd 400131
  • Р. Б. Шульман Volgograd State Technical University, Volgograd 400131
  • Р. Г. Федунов Institute of Enviromental Chemical Problems, Russian Academy of Natural Sciences, Volgograd 400005

DOI:

https://doi.org/10.1007/6203

Keywords:

selenium dioxide, 6-methyluracil, orotic aldehyde, selenous acid

Abstract

Analysis of the oxidation mechanism of 6-methyl-2,4-dioxopyrimidine with selenium oxide and selenous acid with the formation of orotic aldehyde has been carried out by the ab initio quantum-chemical method on the 6-31G** basis. The mixed anhydride of acetic and selenous acids is formed with a gain of energy. It possesses high activity and steric accessibility in electrophilic attack on position 5 of the pyrimidine ring. The three-stage mechanism of the oxidation of the methyl group in 6‑methyluracil by the mixed anhydride of selenous and acetic acids has been analyzed.

How to Cite
Rakhimov, A. I.; Shulman, R. B.; Fedunov, R. G. Chem. Heterocycl. Compd. 2011, 46, 1476. [Khim. Geterotsikl. Soedin. 2010, 1827.]

For this article in the English edition see DOI 10.1007/s10593-011-0695-2

 

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Published

2021-03-19

Issue

No. 12 (2010)

Section

Original Papers