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Статья
2020

A Facile Synthesis of Polycyclic Pyrimidine Fluorophores via Inter- and Intramolecular Cyclization of Activated 2-Amino-3,6-disubstitued Pyrimidin-4-ones


H. A. El-SayedH. A. El-Sayed, M. G. AssyM. G. Assy, W. M. MahmoudW. M. Mahmoud, A. A. El-SheakhA. A. El-Sheakh, H. A. MorsyH. A. Morsy
Российский журнал общей химии
https://doi.org/10.1134/S1070363220010235
Abstract / Full Text

An efficient synthesis and fluorescent properties of a new series of fused pyrimidine derivatives are described. Condensation of aminopyrimidine derivative 1 with acetophenone leads to olefinic pyrimidine 2, various addition-cyclization reactions of which give the corresponding bicyclic pyrimidines 4, 6, and 8. Cycloaddition reaction of pyrimidine 1 to benzoyl isothiocyanate gives thiourea derivative 9. Intramolecular cyclization of compound 9 with NaOH or Br2 produces pyrimidine derivatives 10 or 12, respectively. Heteroannulation of pyrimidine 1 with ninhydrin or α-carbonyl carboxylic acid 15 gives the tetracyclic pyrimidine 14 and diazepine derivative 18, respectively. Fluorescence properties of pyrimidine derivatives have been tested.

Author information
  • Department of Chemistry, Faculty of Science, Zagazig University, Zagazig, 44519, EgyptH. A. El-Sayed, M. G. Assy & W. M. Mahmoud
  • Sharkia Branch, Plant Protection Research Institute, Zagazig, 12311, EgyptW. M. Mahmoud & A. A. El-Sheakh
  • Higher Institution of Engineering and Modern Technology, Elmarg, Cairo, 13774, EgyptH. A. Morsy
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