Main and by-processes at 1-(2-nitroaryl)-1H-benzotriazole reduction-Reference-Cited by-同舟云学术

Main and by-processes at 1-(2-nitroaryl)-1H-benzotriazole reduction

Published:2024-03-23 Issue:1 Volume:5 Page:107-113
ISSN:2782-1900
Container-title:From Chemistry Towards Technology Step-By-Step
language:en
Short-container-title:

Author:

Begunov Roman¹,Savina Luisa¹,Khlopotinin Alexander¹

Affiliation:

1. P.G. Demidov Yaroslavl State University

Abstract

The paper investigates the HCl concentration impact on the main and by-processes during the reduction of 1-(2-nitroaryl)-1H-benzotriazole by tin (II) chloride in acidic aqueous-alcoholic medium. The authors have observed the formation of azoxy compounds in addition to the target amino derivative at low HCl content in the reaction mass. The use of 36% hydrochloric acid causes the alkylation of the formed amino compound with alcohol as a solvent.

Publisher

Yaroslavl State Technical University

Reference13 articles.

1. Begunov, R.S., Shebunina, T.V., Yakovleva, Y.S. & Firgang, S.I. (2013) An interesting recyclization in the course of reduction of 1-(2-nitro-4-R-phenyl)-1H-benzimidazoles with tin(II) chloride, Mendeleev Commun, 23(6), pp. 354-355. DOI: 10.1016/j.mencom.2013.11.018., Begunov, R.S., Shebunina, T.V., Yakovleva, Y.S. & Firgang, S.I. (2013) An interesting recyclization in the course of reduction of 1-(2-nitro-4-R-phenyl)-1H-benzimidazoles with tin(II) chloride, Mendeleev Commun, 23(6), pp. 354-355. DOI: 10.1016/j.mencom.2013.11.018.

2. Begunov, R.S., Sokolov, A.A. & Fakhrutdinov, A.N. (2020) Recyclization-isomerization in the reduction of 1-(2-nitro(het)aryl)benzimidazoles, ChemistrySelect, 5(12), pp. 3544-3550. DOI: 10.1002/slct.201904898., Begunov, R.S., Sokolov, A.A. & Fakhrutdinov, A.N. (2020) Recyclization-isomerization in the reduction of 1-(2-nitro(het)aryl)benzimidazoles, ChemistrySelect, 5(12), pp. 3544-3550. DOI: 10.1002/slct.201904898.

3. Begunov, R.S., Chetvertakova, A.V. & Neganova, M.E. (2023) Regioselective synthesis of 2-(1H-benzimidazol-1-yl)-5-nitro- and 2-(5-nitro-1H-benzimidazol-1-yl)anilines, Mendeleev Communications, 33(5), pp. 650-652. DOI: 10.1016/j.mencom.2023.09.020., Begunov, R.S., Chetvertakova, A.V. & Neganova, M.E. (2023) Regioselective synthesis of 2-(1H-benzimidazol-1-yl)-5-nitro- and 2-(5-nitro-1H-benzimidazol-1-yl)anilines, Mendeleev Communications, 33(5), pp. 650-652. DOI: 10.1016/j.mencom.2023.09.020.

4. Corona, P., Piras, S., Ibba, R., Riu, F., Murineddu, G., Sanna, G., Madeddu, S., Delogu, I., Loddo, R. & Carta, A. (2020) Antiviral Activity of Benzotriazole Based Derivatives, The Open Medicinal Chemistry Journal, 14(1), pp. 83-98. DOI: 10.2174/1874104502014010083., Corona, P., Piras, S., Ibba, R., Riu, F., Murineddu, G., Sanna, G., Madeddu, S., Delogu, I., Loddo, R. & Carta, A. (2020) Antiviral Activity of Benzotriazole Based Derivatives, The Open Medicinal Chemistry Journal, 14(1), pp. 83-98. DOI: 10.2174/1874104502014010083.

5. Piras, S., Sanna, G., Carta, A., Corona, P., Ibba, R., Loddo, R., Madeddu, S., Caria, P., Aulic, S., Laurini, E., Fermeglia, M. & Pricl, S. (2019) Dichloro-Phenyl-Benzotriazoles: A New Selective Class of Human Respiratory Syncytial Virus Entry Inhibitors, Frontiers in Chemistry, 7, pp. 247. DOI: 10.3389/fchem.2019.00247., Piras, S., Sanna, G., Carta, A., Corona, P., Ibba, R., Loddo, R., Madeddu, S., Caria, P., Aulic, S., Laurini, E., Fermeglia, M. & Pricl, S. (2019) Dichloro-Phenyl-Benzotriazoles: A New Selective Class of Human Respiratory Syncytial Virus Entry Inhibitors, Frontiers in Chemistry, 7, pp. 247. DOI: 10.3389/fchem.2019.00247.