Unusual Reduction of Benzofuroxans to Benzofurazans with the Participation of the Terminal Amino Group

Mukhtar Zhаnаkоv, V. I. Matveeva, Nurgali Akylbekov, Elena Chugunova, Ayrat R. Khamatgalimov, Alexander Romanovich Burilov, Alexey B. Dobrynin, Zh. K. Zhatkanbayeva

2023

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DOI 10.1134/s1070363223150112

Data confidence 85 high

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Abstract

Abstract The possibility of spontaneous reduction of benzofuroxans to benzofurazans in course of time due to reactions with diamines was shown for the first time. A possible mechanism of the reaction of 4,6-dichloro-5-nitrobenzofuroxan with diamines and related amines was analyzed by the quantum-chemical method. The results of research fully confirm the obtained experimental data and explain the impossibility of the subsequent reduction of amino-containing benzofuroxans due to a high activation barrier.