This article is cited in 4 papers

Communications

Regioselective synthesis of 2-(1H-benzimidazol-1-yl)-5-nitro- and 2-(5-nitro-1H-benzimidazol-1-yl)anilines

R. S. Begunov^a, A. V. Chetvertakova^a, M. E. Neganova<sup>bc

a</sup> P.G. Demidov Yaroslavl State University, Yaroslavl, Russian Federation
^b Institute of Physiologically Active Compounds, Federal Research Center of Problems of Chemical Physics and Medicinal Chemistry, Russian Academy of Sciences, Chernogolovka, Moscow Region, Russian Federation
^c A.N. Nesmeyanov Institute of Organoelement Compounds of Russian Academy of Sciences, Moscow, Russian Federation

Abstract: The efficiency of two strategies for the synthesis of N-(2-aminophenyl)-5-nitrobenzimidazole derivatives was studied. The promising route involves the stages of 1-(2,4-dinitro-phenyl)-1H-benzimidazole monoreduction at 2-positioned nitro group and tandem conversion involving recyclization of the intermediate N-(2-amino-4-nitrophenyl)-5-nitrobenz-imidazole.

Keywords: nitroanilines, benzimidazole derivatives, regioselective reduction, recyclization–isomerization, titanium trichloride.

Language: English

DOI: 10.1016/j.mencom.2023.09.020

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