Studies on the reactions of 4-ethoxycarbonyl-5-phenyl-2,3-dihydro-2,3-furandione with some NH nucleophiles


ŞENER M. K. , Genc H., Tozlu I., Sener M.

TURKISH JOURNAL OF CHEMISTRY, vol.28, no.5, pp.659-665, 2004 (Journal Indexed in SCI) identifier identifier

  • Publication Type: Article / Article
  • Volume: 28 Issue: 5
  • Publication Date: 2004
  • Title of Journal : TURKISH JOURNAL OF CHEMISTRY
  • Page Numbers: pp.659-665

Abstract

4-Ethoxycarbonyl-5-phenyl-2,3-dihydro-2,3-furandione 1 was reacted with o-phenylenediamine, substituted ureas and methylcarbamate or acetamide to give quinoxaline 2, pyrimidine 3 and benzoylmalonic acid 4 derivatives, respectively. Benzoylmalonic acid derivative 4a was converted into a new oxozinedione derivative, 5, by refluxing its solution in xylene containing a catalytic amount of p-toluene sulfonic acid. In addition, triphenylpyrazole carboxylic acid derivative 6 was obtained from the reaction of 4a with diphenylhydrazine.