Pumice as a Novel Natural Heterogeneous Catalyst for the Designation of 3,4-Dihydropyrimidine-2-(1H)-ones/thiones under Solvent-Free Conditions

• Published in: Molecules (Basel, Switzerland) Vol. 27; no. 18; p. 6044
• Main Authors: El-Lateef, Hany M. Abd, Gouda, Mohamed, Khalaf, Mai M., Shaaban, Saad, Elkanzi, Nadia A. A., Saber, El Sayed A., Abdelhamid, Antar A., Ali, Ali M.
• Format: Journal Article
• Language: English
• Published: Basel MDPI AG 01-09-2022; MDPI
• Subjects: 3,4-dihydropyrimidine-2(1H)-ones/thiones; Acetylacetone; Aldehydes; Amorphous materials; Catalysis; Catalysts; Chemical properties; Condensates; heterogeneous catalyst; Minerals; one-pot reaction; Pore size; Porosity; Porous materials; Pumice; pumice catalyst; Resveratrol; Solvents; Thermal stability; Urea; X-ray diffraction; Zeolites; United States > US
• ISSN: 1420-3049; 1420-3049
• DOI: 10.3390/molecules27186044

In this study, pumice is used as a novel natural heterogeneous catalyst for the synthesis of 3,4-dihydropyrimidine-2-(1H)-ones/thiones via the one-pot multi-component condensation of aromatic aldehydes, urea/thiourea, and ethyl acetoacetate or acetylacetone in excellent yields (up to 98%). The physical and chemical properties of the catalyst were studied. Their geochemical analysis revealed a basaltic composition. Furthermore, X-ray diffraction showed that it is composed of amorphous materials with clinoptilolite and heulandites zeolite minerals in its pores. Moreover, pumice has a porosity range from 78.2–83.9% (by volume) and is characterized by a mesoporous structure (pore size range from 21.1 to 64.5 nm). Additionally, it has a pore volume between 0.00531 and 0.00781 m2/g and a surface area between 0.053 and 1.47 m2/g. The latter facilitated the reaction to proceed in a short time frame as well as in excellent yields. It is worth noting that our strategy tolerates the use of readily available, cheap, non-toxic, and thermally stable pumice catalyst. The reactions proceeded smoothly under solvent-free conditions, and products were isolated without tedious workup procedures in good yields and high purity. Indeed, pumice can be reused for at least five reuse cycles without affecting its activity.