Zinc Sulfamate Catalyzed Efficient Selective Synthesis of Benzimidazole Derivatives under Ambient Conditions

Author(s): Sushil R. Mathapati, Arvind H. Jadhav*, Mantosh B. Swami, Jairaj K. Dawle*.

Journal Name: Letters in Organic Chemistry

Volume 16 , Issue 9 , 2019

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Abstract:

Zinc sulfamate (Zn(NH2SO3)2 is a derivative of sulfamic acid (H3NSO3) which possesses “Lewis acidity” and finds well suited in a number of catalytic applications. The present paper describes an efficient, eco-friendly, and clean synthesis of 2-substituted benzimidazole derivatives by reacting diverse o-phenylenediamine with various substituted aromatic aldehydes using a catalytic amount of zinc sulfamate in ethanol at ambient temperature. As a result, 10 mol.% of Zinc sulfamate catalyst showed 92% of respective product yield with 100% conversion using short reaction period in ethanol. Meanwhile, effect of reaction parameters, such as amount of catalyst, different solvents, and reaction temperature on reaction product, was also studied. In addition, in the optimized reaction condition various substituted biological important benzimidazoles derivatives were prepared by using optimized reaction condition in good to efficient yield. In addition, possible reaction mechanism in the presence of zinc sulfamate for the preparation of benzimidazole derivative was sketched and discussed. The present green approach showed significances with faster reaction rate with inexpensive catalyst, which showed excellent and clean yield of benzimidazole in mild reaction condition with easy work-up procedure.

Keywords: Benzimidazole derivatives, zincsulfamate, diamine reaction, green efficient catalysis, ambient reaction conditions, selective derivative preparation.

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Article Details

VOLUME: 16
ISSUE: 9
Year: 2019
Page: [740 - 749]
Pages: 10
DOI: 10.2174/1570178616666181211094040
Price: $65

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