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Synthesis of pyrazoles and oxyquinoxalines from 2,4-dioxohexenoales
Authors:H El Khadem  Zaki El-Shafei  Latif Rateb  Hassan Mokhtar
Abstract:Condensation of ethyl 2,4-dioxo-6-phenylhex-5-enoates (I; R = H, I; R = Me, I, R = Ph) with various hydrazines yielded ethyl 5-styrylpyrazole-3-carboxylates (III), which were hydrolyzed to the acids (IV), and ozonized to 5-keto pyrazole esters (VI) and acids (VII). Reduction of the 5-formylpyrazoles (VI; R = II) with borohydride afforded the 5-hydroxymethyl derivatives (VIII). The same 2,4-dioxohexenoates (I) when treated with o-phenylenediamine gave 2-oxy-quinoxalines (V; R = H, V; R = Me, V; R = Ph). The uv spectra data of these compounds are given.
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