Reactions of aminopyrimidine derivatives with chloroacetyl and isophthaloyl chlorides


Çimen Z., AKKOÇ S., KÖKBUDAK Z.

Heteroatom Chemistry, vol.29, no.4, 2018 (Peer-Reviewed Journal) identifier identifier

  • Publication Type: Article / Article
  • Volume: 29 Issue: 4
  • Publication Date: 2018
  • Doi Number: 10.1002/hc.21458
  • Journal Name: Heteroatom Chemistry
  • Journal Indexes: Science Citation Index Expanded, Scopus
  • Keywords: aminopyrimidine, isophthalimide, Mizoroki-Heck coupling reaction, pyrimidin-[1(2H)-yl]acetamide, synthesis, MIZOROKI-HECK, PYRIMIDINE, ANALOGS

Abstract

© 2018 Wiley Periodicals, Inc.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, 1H NMR, 13C 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.