Synthesis and properties of 2,5-bis(furan-2-yl)-1H-imidazole


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Abstract

2,5-Bis(furan-2-yl)-1H-imidazole was synthesized by the Weidenhagen reaction of [2-(furan-2-yl)-2-oxoethyl]acetate with furfural. Alkylation of the title compound with methyl iodide in acetone in the presence of potassium hydroxide gave a mixture of isomeric N-methyl derivatives, 2,5-bis(furan-2-yl)-1-methyl-1H-imidazole being the major one. Electrophilic substitution reactions of the latter (nitration, bromination, sulfonation, hydroxymethylation, and acylation) were studied.

About the authors

M. M. El’chaninov

Platov South-Russian State Polytechnic University

Author for correspondence.
Email: elchaninov-43@mail.ru
Russian Federation, pr. Prosveshcheniya 132, Novocherkassk, 346428

E. V. Vlasova

Platov South-Russian State Polytechnic University

Email: elchaninov-43@mail.ru
Russian Federation, pr. Prosveshcheniya 132, Novocherkassk, 346428

I. M. El’chaninov

Platov South-Russian State Polytechnic University

Email: elchaninov-43@mail.ru
Russian Federation, pr. Prosveshcheniya 132, Novocherkassk, 346428


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