One-pot three-component reaction for facile and efficient green synthesis of chromene pyrimidine-2,4-dione derivatives and evaluation of their anti-bacterial activity

• Published in: Monatshefte für Chemie Vol. 151; no. 10; pp. 1603 - 1608
• Main Authors: Foroughi, Habib Ollah, Kargar, Mansoureh, Erjaee, Zahra, Zarenezhad, Elham
• Format: Journal Article
• Language: English
• Published: Vienna Springer Vienna 01-10-2020; Springer Nature B.V
• Subjects: Aldehydes; Analytical Chemistry; Chemistry; Chemistry and Materials Science; Chemistry/Food Science; Derivatives; Diketones; E coli; Gentamicin; Gram-positive bacteria; In vitro methods and tests; Inorganic Chemistry; Organic Chemistry; Original Paper; Penicillin; Physical Chemistry; Reaction time; Room temperature; Substrates; Theoretical and Computational Chemistry; Heterocycles; Multicomponent reaction; Catalysts; Aldehydes
• ISSN: 0026-9247; 1434-4475
• DOI: 10.1007/s00706-020-02692-5

A facile and highly efficient one-pot three-component synthesis of chromene pyrimidine-2,4-dione derivatives from available substrates catalyzed by heteropoly acid (H
3
PW
12
O
40
) is described. In this protocol, the reaction of diverse aldehydes, 4-hydroxycoumarin, and 4-amino-1,3-dimethyluracil in the mixture of EtOH / H
2
O (1:2) at room temperature in the presence of heteropoly acid (H
3
PW
12
O
40
) as a highly efficient catalyst affords the corresponding chromene pyrimidine-2,4-dione in good to excellent yields. Operational simplicity, low cost, eco-friendly with the environment, easy workup and purification, short reaction time, high yield of products, green media of the reaction and mild conditions are the advantages of this method. The in vitro antibacterial activities of title compounds were obtained against
Escherichia coli
(ATTC 35218) and
Staphylococcus aureus
(ATCC 6538) as Gram-negative and Gram-positive bacteria, respectively, and their activities were compared to gentamycin and penicillin as reference drugs.
Graphic abstract