Ultrasonic assisted synthesis of 1,4-dihydropyridine derivatives in water

doi:10.3969/j.issn.1000-1565.2017.04.009

Abstract

Abstract: Using the aromatic aldehydes,ethyl acetoacetate(acetylacetonate)and ammonium bicarbonate as raw materials,under ultrasonic condition,montmorillonite/Lewis acid catalysis the synthesis of 1,4-dihydropyridine derivatives was performed.The effects of the reaction temperature,reaction time,solvent,catalyst and nitrogen source were investigated by single factor screening.Reaction was found to proceed smoothly in aqueous solution at a reaction temperature of 80 ℃,and ultrasonic time 15min.The molar ratio of aromatic aldehyde,ethyl acetoacetate and bicarbonate ammonium molar ratio of 1.2∶2.0∶1.0.Catalyst is immobilized aluminum chloride catalyst in an amount of 10%(molar ratio of aldehyde).Under optimal conditions,the synthesis of 1,4-dihydropyridine derivatives yield up to 93.7%.With the catalyst recycled three times,the production yield was still up to 85.9%.The product was characterized by IR,NMR,melting point.Compared with the conventional synthesis method,ultrasonic method is simple,high yield,rapid,showing potential applications.

Key words: 1,4-dihydropyridine, ultrasonic, hantzsch reaction

CLC Number:

O629.32

YIN Xiaogang,WU Xiaoyun,WANG Ye,CHEN Zhiming,CHEN Zhuo. Ultrasonic assisted synthesis of 1,4-dihydropyridine derivatives in water[J]. Journal of Hebei University (Natural Science Edition), 2017, 37(4): 386-392.

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