Crystal structure, spectroscopic (FT-IR, 1H and 13C NMR) characterization and density functional theory calculations on Ethyl 2-(dichloromethyl)-4-methyl-1-phenyl-6-thioxo-1,6-dihydropyrimidine-5-carboxylate

Abstract A multicomponent reaction between ethyl 3-aminocrotonate, phenyl isothiocyanates, 2,2-dichloroacetyl chloride and to give 6-thioxo-1,6-dihydropyrimidine-5-carboxylate. This one-pot, three-component condensation took place under mild conditions in THF/CH 3 CN at 50 °C. The crystal structure of the synthesized molecule was elucidated by X-ray diffraction crystallography. The FT-IR, 1 H and 13 C NMR spectra for Ethyl 2-(dichloromethyl)-4-methyl-1-phenyl-6-thioxo-1,6-dihydropyrimidine-5-carboxylate have been experimentally recorded. The molecular geometry, vibrational frequencies and NMR chemical shifts for the title molecule have been calculated by using the B3LYP level of density functional theory method with 6–311++G(d,p) basis set. The obtained data demonstrated that DFT/B3LYP level can reproduce the experimental results. The computed vibrational frequencies provided a detailed assignment of molecular vibrations associated with each of the experimental bands observed. Additionally, nonlinear optical (NLO) properties and molecular electrostatic potential (MEP) have been evaluated by using B3LYP level in conjunction with 6–311++G(d,p) basis set.