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Synthesis and Some Reactions of Ethyl  4-(2,3-Diphenyl-5-methoxybenzofuran-6-yl)- and 4-(2,3-Diphenyl-6-methoxybenzofuran-5-yl)-2,4-diketobutanoates

A. H. Abd El-Rahman, E. M. Kandeel, and H. A. El-Sohibani

Department of Chemistry, Faculty of Science, Mansoura University, Mansoura, Egypt


Abstract: Ethyl 4-(2,3-diphenyl-5-methoxybenzofuran-6-yl)- (Ib) and 4-(2,3-diphenyl-6-methoxybenzofuran-5-yl)-2,4-diketobutanoates (Ilb) are prepared by Claisen condensation of 6-acetyl-5-methoxy- and 5-acetyl-6-methoxy-2,3-diphenylbenzofura respectively, with ethyl oxalate. The esters Ib and Ilb reacted with hydrazine hydrate and semicarbazide chloride to give the corresponding pyrazoles. The corresponding isoxazoles are prepared by the reaction of Ib and IIb with hydroxylammonium chloride. On reaction with different amines, compounds Ib and Ilb yielded the corresponding amides. When compounds Ib and IIb were coupled with aromatic diazonium compounds, they yielded the mixed azo compounds. A pyrazole derivative on reaction with benzylamine gave the corresponding amide which was prepared also via the reaction of an amine with hydrazine hydrate.

Full paper in Portable Document Format: 521a41.pdf


Chemical Papers 52 (1) 41–44 (1998)

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