-HYDROXY-2-QUINOLONES. 154*. PYRIMIDIN-2-YLAMIDES OF 1-R-4-HYDROXY-2-OXO-1,2-DIHYDROQUINOLINE-3-CARBOXYLIC ACIDS. SYNTHESIS, STRUCTURE, AND PROPERTIES

Authors

  • И. В. Украинец National University of Pharmacy, Kharkiv 61002
  • А. А. Ткач National University of Pharmacy, Kharkiv 61002
  • Л. А. Гриневич National University of Pharmacy, Kharkiv 61002
  • А. В. Туров Taras Shevchenko National University, Kiev 01033
  • О. В. Бевз National University of Pharmacy, Kharkiv 61002

DOI:

https://doi.org/10.1007/6723

Keywords:

2-aminopyrimidine, 1-R-4-hydroxy-2-oxo-1, 2-dihydroquinoline-3-carboxamides, bromination, antitubercular activity, X-ray structural analysis

Abstract

The synthesis of a series of 1-R-4-hydroxy-2-oxo-1,2-dihydroquinoline-3-carboxylic acids pyrimidin-2-ylamides has been carried out with the aim of subsequent microbiological investigation. In acetic acid it was found that these compounds are brominated by  1 equivalent of bromine at position 5 of the pyrimidine ring. The only exception is the 1-allyl derivative which undergoes heterocyclization under these conditions to give  2-bromomethyl-5-oxo-1,2-dihydro-5H-oxazolo[3,2-a]quinoline-4-carboxylic acid pyrimidin-2-ylamide. The results of a study of the antitubercular activity of the synthesized compounds are presented.

How to Cite
Ukrainets, I. V.; Tkach, A. A.; Grinevich, L. A.; Turov, A. V.; Bevz, O. V.  Chem. Heterocycl. Compd. 2009, 45, 567. [Khim. Geterotsikl. Soedin. 2009, 719.]

For this article in the English edition see DOI 10.1007/s10593-009-0297-4

 

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Published

2022-04-13

Issue

No. 5 (2009)

Section

Original Papers