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JOURNALS // Mendeleev Communications // Archive

Mendeleev Commun., 2025 Volume 35, Issue 5, Pages 515–517 (Mi mendc7293)

Communications

Green multicomponent efficient approach to (aryl)di(hetaryl)methanes bearing barbituric and hydroxypyridone moieties

M. N. Elinson, Yu. E. Ryzhkova, V. M. Kalashnikova, M. P. Egorov

N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 119991 Moscow, Russian Federation

Abstract: The new multicomponent Knoevenagel–Michael reaction between benzaldehydes and two different CH-acids, N,N'-dimethylbarbituric acid and 4-hydroxy-6-methylpyridin-2(1H)-one, proceeds in refluxing ethanol in the presence of TsOH and affords the (aryl)di(hetaryl)methane products, namely, 5-[(aryl)(2-oxo-1,2-dihydropyridin-3-yl)methyl]pyrimidine-2,4(1H,3H)-diones, in 73–94% yields. The products contain two N-heterocyclic pharmacophore moieties and seem promising for biomedical applications.

Keywords: multicomponent reaction, tandem Knoevenagel–Michael reaction, benzaldehydes, barbituric acids, 4-hydroxy-6-methylpyridin-2(1H)-one, [(aryl)(dihydropyridin-3-yl)methyl]pyrimidines.

Received: 17.03.2025
Accepted: 15.04.2025

Language: English

DOI: 10.71267/mencom.7766



© Steklov Math. Inst. of RAS, 2025