Alternative and efficient method for the preparation of 2-acetamidobenzimidazoles
Abdurazakov, A., Saidov, S., Okmanov, R., Kubayev, S., Elmuradov, B. (2021). Alternative and efficient method for the preparation of 2-acetamidobenzimidazoles. EKB Journal Management System, 64(5), 2247-2252. doi: 10.21608/ejchem.2021.53188.3102
Asqar Sheraliyevich Abdurazakov; Sarvar Sadriddinovich Saidov; Rasul Yangiberdiyevich Okmanov; Shoxrux Xolmirza o'g'li Kubayev; Burkhon Zhurayevich Elmuradov. "Alternative and efficient method for the preparation of 2-acetamidobenzimidazoles". EKB Journal Management System, 64, 5, 2021, 2247-2252. doi: 10.21608/ejchem.2021.53188.3102
Abdurazakov, A., Saidov, S., Okmanov, R., Kubayev, S., Elmuradov, B. (2021). 'Alternative and efficient method for the preparation of 2-acetamidobenzimidazoles', EKB Journal Management System, 64(5), pp. 2247-2252. doi: 10.21608/ejchem.2021.53188.3102
Abdurazakov, A., Saidov, S., Okmanov, R., Kubayev, S., Elmuradov, B. Alternative and efficient method for the preparation of 2-acetamidobenzimidazoles. EKB Journal Management System, 2021; 64(5): 2247-2252. doi: 10.21608/ejchem.2021.53188.3102

Alternative and efficient method for the preparation of 2-acetamidobenzimidazoles

Egyptian Journal of Chemistry
Article 1, Volume 64, Issue 5, May 2021, Page 2247-2252  XML PDF (444.94 K)
Document Type: Original Article
DOI: 10.21608/ejchem.2021.53188.3102
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Authors
Asqar Sheraliyevich Abdurazakovorcid 1; Sarvar Sadriddinovich Saidovorcid 2; Rasul Yangiberdiyevich Okmanovorcid 3; Shoxrux Xolmirza o'g'li Kubayev4; Burkhon Zhurayevich Elmuradov email orcid 5
1Laboratory of technologyof the synthetic preparations, S. Yunusov Institute of the Chemistry of Plant Substances, Academy of Sciences of the Republic of Uzbekistan
2Laboratory of technology of the synthetic preparations, S. Yunusov Institute of the Chemistry of Plant Substances, Academy of Sciences of the Republic of Uzbekistan.
3Laboratory for Physical Methods of Research, S. Yunusov Institute of the Chemistry of Plant Substances, Academy of Sciences of the Republic of Uzbekistan
4Laboratory of technology of the synthetic preparations, S. Yunusov Institute of the Chemistry of Plant Substances, Academy of Sciences of the Republic of Uzbekistan
5Organic synthesis and Plant protection department, Laboratory of technology of the synthetic preparations, S. Yunusov Institute of the Chemistry of Plant Substances, Academy of Sciences of the Republic of Uzbekistan, 100170, Mirzo-Ulugbek
Abstract
An alternative method for the synthesis of acetamidobenzimidazoles (3-6) has been developed, including the reacylation of methylbenzimidazol-2-ylcarbamate (carbendazim, MBC, 1) under the action of aliphatic and aromatic carboxylic acids. It was shown that with an increase in the size of the alkyl group and the reaction temperature (in the case of butyric acid), due to the decomposition of the resulting product, the yield of the target acyl products sharply decreases. The obtained compounds are homologues of the anthelmintic drug - N-(1H-benzimidazol-2-yl) acetamide (2-acetylaminobenzimidazole, 3). A possible mechanism of reacylation is presented.
Keywords
methylbenzimidazol-2-yl carbamate; 2-aminobenzimidazole; carboxylic acids; 2-acetylaminobenzimidazole; reacylation; crystal structure; x-ray diffraction
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