A facile synthesis of 3,4-dihydropyrimidinones/thiones and novel N-dihydro pyrimidinone-decahydroacridine-1,8-diones catalyzed by cellulose sulfuric acid

A new and efficient method has been developed for the synthesis of 3,4-dihydropyrimidin-2(1H)-ones/-thiones (DHPMs) through Biginelli reaction in aqueous media. Furthermore, a new series of N-dihydro pyrimidinone-decahydroacridine-1,8-diones (8a–m) have been synthesized by the Hantzsch reaction of 5-Ethoxycarbonyl-4-(4-aminophenyl)-6-methyl-3,4-dihydropyrimidine-2(1H)-one 5 (DHPM), with dimedone and aromatic aldehyde in acetonitrile under reflux conditions. All the products in both reactions obtained in good to excellent yields by proceeding through a simple and efficient procedure employing cellulose sulfuric acid (CSA) as a recyclable solid acid catalyst. All the newly synthesized compounds structure has been established by advanced spectroscopic data.

Figure optionsDownload high-quality image (119 K)Download as PowerPoint slideHighlights
► Synthesis of novel N-dihydro pyrimidinone-decahydroacridine-1,8-diones.
► Synthesis of 3,4 dihydro pyrimidinones (Biginelli reaction).
► Catalyst is an efficient renewable eco friendly, reusable and easily separated from the products.