Water-phase synthetic benzimidazole compound and crystallization method thereof

Through aqueous synthesis and crystallization treatment, the problems of high temperature, high pressure, hazards of catalysts and solvent pollution in the traditional synthesis of benzimidazole compounds are solved, and low-temperature, rapid, catalyst-free green synthesis is achieved, and the obtained products have good melting point characteristics.

CN102558068AInactive Publication Date: 2012-07-11XIANGFAN UNIVERSITY
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Patent Information

Application Number
CN201210007722.0
Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
Filing Date
2012-01-12
Publication Date
2012-07-11
Estimated Expiration
Not applicable · inactive patent

AI Technical Summary

Technical Problem

The traditional synthesis method of benzimidazole compounds requires high temperature, high pressure or catalysts, which poses operational risks and solvent pollution problems, making it difficult to achieve green synthesis.

Method used

Using an aqueous synthesis method, vanillin and o-phenylenediamine are reacted in water without a catalyst, controlled at low temperature, and then left to stand in methanol, ethanol or dimethyl sulfoxide solution to obtain regular monoclinic crystals.

Benefits of technology

Catalyst-free, low-temperature, and rapid aqueous synthesis is achieved, which reduces solvent pollution and simplifies reaction processing. The obtained product is a regular monoclinic crystal with a melting point of 202-204°C.

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Abstract

The invention relates to a preparation method of a benzimidazole compound with extensive antibacterial activity. O-diaminobenzene and vanillic aldehyde are used as raw materials and are heated and stirred simultaneously in a reactor with water as a solvent according to a certain reaction ratio, and the product can be prepared via reaction for 0.5-5h at certain temperature. The traditional backward process of the benzimidazole compound synthesized by utilizing strong acid and o-diaminobenzene is eliminated. By adopting the green scheme using water-phase synthesis, the synthesis of the o-diaminobenzene and the vanillic aldehyde can be realized without catalyst and with green solvent, and the method complies with the requirements of green chemistry. Moreover, the effects of temperature, time, molar ratio for reaction, water volume and other factors on the product synthesis are further determined.
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