Convenient One-Pot Synthesis of 3,4-Dihydropyrimidin-2(1H)-ones Using TMSCl as a Catalyst with Ultrasonic Irradiation in DMF

Abstract

3,4-Dihydropyrimidin-2(1H)-one and their derivatives were synthesized in good yields (90–99%) by a one-pot, three-component Biginelli cyclocondensation of dimedone, aldehydes, and urea in the presence of trimethylsilyl chloride (TMSCl) in dimethylformamide (DMF).

Keywords:

• Biginelli reaction
• 3,4-Dihydropyrimidin-2(1H)-one
• one-pot multicomponent synthesis
• trimethylsilyl chloride

ACKNOWLEDGMENTS

This work was funded by the Natural Science Foundation of Zhejiang Province, China (Project Y407240).

Notes

^a All reactions were performed using 4-phenylsulfanyl-benzaldehyde (2 mmol), urea (2 mmol), dimedone (2 mmol), and TMSCl (8 mmol).

^b Isolated yields.

^a All reactions were performed using aldehyde (2 mmol), urea (2 mmol), dimedone (2 mmol), and TMSCl (8 mmol).

^b All the products were characterized by ¹H NMR, IR, and mass spectral data.

^c Isolated yields.