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

Abstract

4-Ethoxycarbonyl-5-phenyl-2,3-dihydro-2,3-furandione 1 was reacted with o-phenylenediamine, sub-stituted 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.