Russian Journal of Bioorganic Chemistry

, Volume 40, Issue 1, pp 106–113 | Cite as

Site selectivity in reactions of hydrazonoyl halides with heterocycles containing amino and thione groups leading to fused heterocycles of potential antimicrobial activity

  • M. E. A. Khalifa
  • M. A. Amin
  • M. A. N. MosselhiEmail author


Reaction of hydrazonoyl halides with 6-(benzylidenamino)-2-thioxo-2,3-dihydro-1H-pyrimidin-4-one and 2,3-diaminoquinazolin-4-one site-selectively afforded 3-substituted-7-(benzylidenamino)-1-phenyl-[1,2,4]triazolo[4,3-a]-pyrimidin-5(1H)-ones, [1,2,4,5]tetrazino[6,1-b]quinazolin-6(4H)-one, and 3-methyl-2-(4-substituted-phenylhydrazo)-[1,2,4]triazino[3,2-b]quinazolin-10-ones in good yields. The structures of the newly synthesized compounds were elucidated by chemical evidence and their IR, 1H, 13C NMR, and MS spectra. Furthermore, some of the products were screened against different strains of bacteria and fungi.


hydrazonoyl halide site-selectivity quinazoline pyrimidine antimicrobial activity 


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Copyright information

© Pleiades Publishing, Ltd. 2014

Authors and Affiliations

  • M. E. A. Khalifa
    • 1
  • M. A. Amin
    • 1
    • 2
  • M. A. N. Mosselhi
    • 1
    • 3
    Email author
  1. 1.Department of Chemistry, Faculty of ScienceTaif UniversityTaifSaudi Arabia
  2. 2.Department of Chemistry, Faculty of ScienceSuez Canal UniversityIsmailiaEgypt
  3. 3.Department of Chemistry, Faculty of ScienceCairo UniversityGizaEgypt

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