Synthesis and Biological Activities of Novel Thiazole Derivatives of DHPMs via the N, S-dialkylation

Abstract

A series of novel 1-[6-aryl-1-(2-chlorothiazol-5-yl-methyl)-2-(2-chlorothiazol-5-yl -methylsulfanyl)-4-methyl-1,6-dihydropyrimidin-5-yl]carboxylates or ethanones 2 were synthesized via the N,S-dialkylation of 3,4-dihydropyrimidin-2(1H)-ones (DHPMs) 1 using 2-chloro-5-(chloromethyl)thiazole as the alkylation reagent in one-pot reaction. The structures of the target compounds were confirmed by IR, ¹H NMR, EI-MS and elemental analyses, and, in the case of 2c, by single crystal X-ray diffraction. The preliminary bioassay indicated that the title compounds 2 possess moderate to weak fungicidal and insecticidal activities.

Keywords:

• 3,4-Dihydropyrimidin-2(1H)-one
• biological activity
• N,S-dialkylation
• substituted thiazole

Acknowledgments

The authors are grateful to the Natural Science Foundation of China (grant No. 20302002) for financial support.