Alternative and efficient method for the preparation of 2-acetamidobenzimidazoles

Document Type : Original Article

Authors

1 Laboratory of technologyof the synthetic preparations, S. Yunusov Institute of the Chemistry of Plant Substances, Academy of Sciences of the Republic of Uzbekistan

2 Laboratory of technology of the synthetic preparations, S. Yunusov Institute of the Chemistry of Plant Substances, Academy of Sciences of the Republic of Uzbekistan.

3 Laboratory for Physical Methods of Research, S. Yunusov Institute of the Chemistry of Plant Substances, Academy of Sciences of the Republic of Uzbekistan

4 Laboratory of technology of the synthetic preparations, S. Yunusov Institute of the Chemistry of Plant Substances, Academy of Sciences of the Republic of Uzbekistan

5 Organic 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

Main Subjects