Cyclohexane-1,4-diyl bis (hydrogen sulfate) as an efficient homogeneous catalyst for one-pot multi-component synthesis of dihydropyrimidones via Biginelli reaction

Subject Areas :

ramin rezaei ¹ , sara ahmadi ² , sedigheh abdollahi ³

1 - Department of Chemistry, Firoozabad Branch, Islamic Azad University, Firoozabad 74715-117, Iran
2 - Department of Chemistry, Firoozabad Branch, Islamic Azad University, Firoozabad 74715-117, Iran
3 - Department of Chemistry, Firoozabad Branch, Islamic Azad University, Firoozabad 74715-117, Iran

Received: 2017-02-17 Accepted : 2017-03-19 Published : 2017-03-01

Keywords:

Abstract :

A green methodology for the development of the synthesis of dihydropyrimidinones via a clean multi-component Biginelli reaction by using cyclohexane-1,4-diyl bis (hydrogen sulfate) (CDBH) as an effective catalyst in water and solvent-free conditions was reported. This sulfonated catalyst is an efficient and environmentally benign homogeneous catalysts which characterized by using different techniques such as FT-IR and 1H NMR spectra and also titrimetric curves. Finally, we did the density functional and atom in molecules (AIM) study to have a better understanding about the electronic properties and intra molecular hydrogen bonds of this new catalyst. To show the merit of the present work in comparison with reported results in the literature, we compared the results of CDBH catalyst with reported sulfonated catalysts in the Biginelli reaction. Easy preparation of the catalyst, short reaction times, and good to high yields of the products and reusability of the catalyst are some of the advantages of this novel method.