Reactions of aminopyrimidine derivatives with chloroacetyl and isophthaloyl chlorides

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Cimen Z., Akkoç S., Kökbudak Z.

HETEROATOM CHEMISTRY, vol.29, 2018 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 29
  • Publication Date: 2018
  • Doi Number: 10.1002/hc.21458
  • Journal Name: HETEROATOM CHEMISTRY
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Keywords: aminopyrimidine, isophthalimide, Mizoroki-Heck coupling reaction, pyrimidin-[1(2H)-yl]acetamide, synthesis, MIZOROKI-HECK, PYRIMIDINE, ANALOGS
  • Erciyes University Affiliated: Yes

Abstract

1-Aminopyrimidine-2-one derivatives (1a-c) were prepared in two steps from furan-2,3-diones and semicarbazones in toluene/benzene. Pyrimidin-[1(2H)-yl] acetamide derivatives and isophthalimide derivatives were synthesized from the nucleophilic acyl substitution reactions of compounds 1a-c with chloroacetyl chloride. The structures of compounds 2a-f were verified by IR, H-1 NMR, C-13 NMR and elemental analyses. The obtained final organic compounds were tested as catalysts in the Mizoroki-Heck coupling reaction. They mostly exhibited very high catalytic activity results for the coupling reaction of styrene with different aryl bromide derivatives.