7-(2-ETHOXYPHENYL)DIHYDROAZOLOPYRIMIDINES IN OXIDATION REACTIONS WITH BROMINE

Authors

  • Ирина Г. Овчинникова I. Ya. Postovsky Institute of Organic Synthesis, Ural Branch of the Russian Academy of Sciences, 22 S. Kovalevskoi / 20 Akademicheskaya St., Yekaterinburg 620990
  • Ольга В. Федорова I. Ya. Postovsky Institute of Organic Synthesis, Ural Branch of the Russian Academy of Sciences, 22 S. Kovalevskoi / 20 Akademicheskaya St., Yekaterinburg 620990
  • Геннадий Л. Русинов I. Ya. Postovsky Institute of Organic Synthesis, Ural Branch of the Russian Academy of Sciences, 22 S. Kovalevskoi / 20 Akademicheskaya St., Yekaterinburg 620990 Ural Federal University named after the first President of Russia B. N. Yeltsin, 19 Mira St., Yekaterinburg 620002
  • Валерий Н. Чарушин I. Ya. Postovsky Institute of Organic Synthesis, Ural Branch of the Russian Academy of Sciences, 22 S. Kovalevskoi / 20 Akademicheskaya St., Yekaterinburg 620990 Ural Federal University named after the first President of Russia B. N. Yeltsin, 19 Mira St., Yekaterinburg 620002

DOI:

https://doi.org/10.1007/4636

Keywords:

brominated derivatives of azolo(azido)pyrimidines, bromination, oxidation with bromine

Abstract

This study was focused on the oxidation reactions of 4,7- and 6,7-dihydroazolo[1,5-а]pyrimidines with bromine and mechanisms for such reactions were proposed. The effects of ethoxyphenyl substituent and azole ring on the reaction kinetics were demonstrated. The structures of the main products and intermediates of bromination and oxidation reactions were confirmed by 1H NMR spectroscopy, GCMS analysis, and X-ray structural analysis. It was established that the noticeable tuberculostatic activity of azolo[1,5-а]pyrimidines became considerably weaker in the case of their brominated analogs.

Authors: Irina G. Ovchinnikova*, Olga V. Fedorova, Gennady L. Rusinov, Valery N. Charushin

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Published

2018-10-17

Issue

Vol. 54 No. 9 (2018)

Section

Original Papers