Titanium(IV) Chloride Catalyzed One-Pot Synthesis of 3,4-Dihydropyrimidin-2-(1h)-ones under Solvent-Free Conditions via Three-Component Biginelli Reaction

Abstract

An efficient and cost-effective method has been developed for the synthesis of 3,4-dihydropyrimidin-2(1H)-ones by a one-pot three-component cyclocondensation reaction of a 1,3-dicarbonyl compound, an aldehyde, and (thio)urea using titanium(IV) chloride as catalyst under solvent-free conditions. Addition of TiCl₄ to a mixture of the neat reactants afforded the products more quickly and in better yields as compared to traditional methodologies. This methodology presents an improvement of the classical Biginelli three-component condensation, and it is more convenient being inexpensive and proceeding under milder conditions and with shorter reaction times.

Keywords:

• Biginelli reaction
• dihydropyrimidin-2(1H)-ones
• solvent-free conditions

Acknowledgments

The office of the Research Vice Chancellor of Azarbaijan University of Tarbiat Moallem supported this work.

Notes

^a After recrystallization.