Reactions of 3-arylhydrazono-2,4-dioxo-4-phenylbutanoates with dinucleophiles

Abstract: 3-arylhydrazono-2,4-dioxo-4-phenylbutanoates has been prepared by the coupling of benzoyl pyruvic ester with aryldiazonium chlorides. 3-Arylhydrazono-2,4-dioxo-4-phenylbutanoates reacts with 1,2-phenylenedi-amine, 2-aminophenol, and 2-aminothiophenol, to form the corresponding quinoxaline, 1,4-benzoxazine, and 1,4-ben-zothiazine derivatives. Interaction of 3-arylhydrazono-2,4-dioxo-4-phenylbutanoates with 2,3-diaminopyridine, 1,2-ethelenediamine, and 1,2-diaminohexane results in pyrazine products. The structure of the resulted products were confirmed by determination of the melting point and spectrophotometric techniques such as IR and 1H NMR and in some cases by using 13C-NMR spectroscopy