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Chemistry of Heterocyclic Compounds

, Volume 45, Issue 5, pp 567–579 | Cite as

4-Hydroxy-2-quinolones. 154*. Pyrimidin- 2-ylamides of 1-r-4-hydroxy-2-oxo-1,2-dihydro- quinoline-3-carboxylic acids. synthesis, structure, and properties

  • I. V. UkrainetsEmail author
  • A. A. Tkach
  • L. A. Grinevich
  • A. V. Turov
  • O. V. Bevz
Article

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.

Keywords

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

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Copyright information

© Springer Science+Business Media, Inc. 2009

Authors and Affiliations

  • I. V. Ukrainets
    • 1
    Email author
  • A. A. Tkach
    • 1
  • L. A. Grinevich
    • 1
  • A. V. Turov
    • 2
  • O. V. Bevz
    • 1
  1. 1.National University of PharmacyKharkivUkraine
  2. 2.Taras Shevchenko National UniversityKievUkraine

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