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Turkish Journal of Chemistry, Vol.28, No.5, 659-665, 2004
Studies on the reactions of 4-ethoxycarbonyl-5-phenyl-2,3-dihydro-2,3-furandione with some NH nucleophiles
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.
Keywords:cyclic oxalyl compounds;quinoxaline;pyrimidine;benzoylmalonic acid;oxazine;pyrazole carboxylic acid