Green Synthesis of Substituted Dihydropyrimidin-2(1H)-one by Using Zinc Chloride /Acetic Acid Catalytic System

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Author(s): Bapu R Thorat*, Ankita Gurav, Bharat Dalvi, Ashwini Sawant, Vikas Lokhande, Suraj N. Mali

Journal Name: Current Chinese Chemistry

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Background: Biginelli reaction is the most well-known and widely studied multicomponent reaction used for the direct synthesis of many biologically active 3,4-dihydropyrimidin-2(1H)-ones and their derivatives by reacting a β-keto ester/1,3- dicarbonyl compound, an aldehyde, and urea. It was catalyzed by different Bronsted and Lewis acids.

Methods: The catalytic effect of different metal chloride such as sodium, potassium, magnesium, stannous, ferric, manganese, cupric, nickel, cobalt, and zinc chlorides in absence and presence of acetic acid were studied.

Results: The zinc, ferric, cupric, and cobalt chlorides were found to be more effective catalysts for Biginelli reaction at room temperature. The yield of reaction was increases with temperature for all catalytic system. Acetophenone, cyclohexanone, acetyl acetone, and different β-ketoesters forming tetrahedropyrimidine in moderate to good yield by using zinc chloride catalyst at room temperature in acetic acid. The efficiency of the catalyst was studied by treating different substituted aldehydes with 1,3-dicarbonyl compounds and urea at room temperature.

Conclusion: The zinc chloride in acetic acid found to be effective greener catalyst system for Biginelli reaction.

Keywords: Biginelli reaction, dihydropyrimidinone, lewis acid, zinc chloride, acetic acid.

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(E-pub Ahead of Print)
DOI: 10.2174/2665997201999200512110147

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