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Synthesis and Reactions of a 2(5H)‐Furanone Bearing Two Furyl Substituents
Authors:Ahmed I Hashem  Wael S I Abou‐Elmagd  Eman A El‐Bordany  Ahmed Abdel Aziz
Abstract:A 2(5H)‐furanone bearing two furyl rings was synthesized. The behavior of this furanone toward some nitrogen nucleophiles, namely, hydrazine hydrate, benzylamine, and ammonium acetate, was studied. The nitrile group at position‐3 of the furanone was utilized to construct thiazolidine ring by the action of thioglycollic acid. The acid hydrazide synthesized from the previous step was allowed to react with some carbonyl compounds, namely, acetonylacetone, acetylacetone, ethyl acetoacetate, ethyl cinnamate, diethylmalonate, phthalic anhydride, benzil, and 4‐methoxybenzaldehyde, to form pyrrole, pyrazole, and pyrazolopyridazine ring systems bearing two furyl groups. The structures of all the products obtained were illustrated from their analytical and spectral data.
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