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Mendeleev Communications, 2023, Volume 33, Issue 5, Pages 650–652
DOI: https://doi.org/10.1016/j.mencom.2023.09.020
(Mi mendc485)
 

This article is cited in 4 scientific papers (total 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. Begunova, A. V. Chetvertakovaa, M. E. Neganovabc

a 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
Full-text PDF (165 kB) Citations (4)
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.
Document Type: Article
Language: English
Supplementary materials:
Supplementary_data_1.pdf (1.4 Mb)


Citation: R. S. Begunov, A. V. Chetvertakova, M. E. Neganova, “Regioselective synthesis of 2-(1H-benzimidazol-1-yl)-5-nitro- and 2-(5-nitro-1H-benzimidazol-1-yl)anilines”, Mendeleev Commun., 33:5 (2023), 650–652
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  • https://www.mathnet.ru/eng/mendc485
  • https://www.mathnet.ru/eng/mendc/v33/i5/p650
  • This publication is cited in the following 4 articles:
    1. A. S. Konstantinova, A. A. Shetnev, A. V. Semenov, S. I. Presnukhina, A. A. Romanycheva, A. S. Volobueva, V. V. Zarubaev, S. V. Baykov, M. K. Korsakov, “N-Arylamino-1,2,4-oxadiazol-5(4H)-ones: Synthesis, Luminescent, Antibacterial, and Antienteroviral Properties”, Russ J Gen Chem, 94:S1 (2024), S91  crossref
    2. Roman Begunov, Luisa Savina, Alexander Khlopotinin, “Main and by-processes at 1-(2-nitroaryl)-1H-benzotriazole reduction”, From Chemistry Towards Technology Step-By-Step, 5:1 (2024), 33  crossref
    3. Yulia R. Aleksandrova, Natalia S. Nikolaeva, Inna A. Shagina, Karina D. Smirnova, Alla A. Zubishina, Alexander I. Khlopotinin, Artem N. Fakhrutdinov, Alexander L. Khokhlov, Roman S. Begunov, Margarita E. Neganova, “N-Aryl Benzimidazole and Benzotriazole Derivatives and Their Hybrids as Cytotoxic Agents: Design, Synthesis and Structure–Activity Relationship Studies”, Molecules, 29:22 (2024), 5360  crossref
    4. Roman Begunov, Luisa Savina, Alexander Khlopotinin, “Main and by-processes at 1-(2-nitroaryl)-1H-benzotriazole reduction”, From Chemistry Towards Technology Step-By-Step, 5:1 (2024), 107  crossref
    Citing articles in Google Scholar: Russian citations, English citations
    Related articles in Google Scholar: Russian articles, English articles
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