ISSN print edition: 0366-6352 ISSN electronic edition: 1336-9075 Registr. No.: MK SR 9/7 Published monthly

One-pot Biginelli synthesis of novel series of 2-oxo/thioxo/imino-1,2,3,4-tetrahydropyrimidine based on 4-hydroxy-2-pyridone

Mahmood Kamali and Saeedeh Mohammadzadeh

Faculty of Chemistry, Kharazmi University, Tehran, Iran

E-mail: kamali.mahmood@ymail.com

Received: 23 December 2022  Accepted: 12 April 2023

Abstract:

An efficient multicomponent reaction was developed to synthesis of a novel series of (±)-7-methyl-4-aryl-4,6-dihydropyrido[4,3-d]pyrimidine-2,5(1H,3H)-dione/thione/imine from bio-based 4-hydroxy-6-methylpyridine-2-ones, aromatic aldehydes and urea/thiourea/guanidine in the presence of ZnCl₂.2H₂O in ethanol at 70 °C. Mild conditions as well as the operational simplicity, easy work up, environmentally friendly are the most advantages of this multicomponent for synthesis of potentially bioactive new products.

Keywords: 1,2,3,4-Tetrahydropyrimidine; 4-Hydroxy-pyridine-2-one; Urea; Thiourea; Guanidine; ZnCl2·2H2O; Multicomponent reaction

Full paper is available at www.springerlink.com.

DOI: 10.1007/s11696-023-02832-1

Chemical Papers 77 (9) 4943–4952 (2023)