Search

• New dihydropyrimidines. • Conformational analysis. • Hirshfeld surface analysis. We report herein the synthesis of new derivatives of dihydropyrimidine on the basis of 2,4,6-trimetoxybenzaldehyde , which was further regioselectively oxidized in the presence of cerium ammonium nitrate (CAN) with the formation of 5-acetyl-6-methyl-4-(2,4,6-trimethoxyphenyl)pyrimidin-2(1H)-one. The structures of both novel compounds were investigated by NMR, mass spectroscopy methods. The structure of the dihydropyrimidine compound 4 was also investigated by X-ray single crystal diffraction method. In order to understand the molecular interactions in its crystal packing, the Hirshfeld surface and contacts enrichment analyses were performed. Biological activities of the synthesized compounds were studied against gram-negative A. baumanii, E. coli, P. aeruginosa and K. pneumoniae and gram-positive S. aureus bacteria. [Display omitted] [ABSTRACT FROM AUTHOR]

The synthesis and investigation of a new biologically active derivative of dihydropyrimidine are reported. The structure of the synthesized compound was investigated by X-ray single crystal diffraction method. In order to understand the molecular interactions, the Hirshfeld surface and contacts enrichment analyses were performed. The crystal packing is mainly stabilized by strong N–H⋯O hydrogen bonds and aromatic cycle stacking. Among the different types of oxygen atoms, the most electronegative had the highest propensity to form H-bonds. Biological activity of the synthesized compound was studied against E.coli , P. aeruginosa and S. aureus bacteria. Image 1 • New Biginelli compound. • Conformational analysis. • Hirshfeld surface analysis. [ABSTRACT FROM AUTHOR]