Experimental and theoretical study on the regioselective bis- or polyalkylation of 6-amino-2-mercapto-3H-pyrimidin-4-one using zeolite nano-gold catalyst and a quantum hybrid computational method

The synthetic utility of 6-amino-2-mercapto-3H-pyrimidin-4-one 3 as building blocks for new poly (pyrimidine) by alkylation using the bis(halo) compounds and zeolite nano-gold as a catalyst was investigated. Furthermore, the experimental findings by the theoretical Density functional theory (DFT) computations at the DFT/B3LYP level of theory, utilizing the 6-311++G (d,p) basis set in the gas phase, were used to investigate the distinct phases for Regio isomer 11a & 12a and 11b & 12b compounds was fair and of good quality. The stability of the 12a and 12b phases is higher than the other Regio isomer 11a and 11b phases, according to DFT modelling. By computing HOMO and LUMO pictures, the electronic parameters: dipole moment of these compounds in the ground state were theoretically investigated. Non-linear optical (NLO) characteristics and quantum chemical parameters were examined using frontier molecular orbital (FMO) analysis. Natural bond orbital analysis was used to characterize the charge transfer of the electron density in the investigated compounds (NBO). The molecular electrostatic potential surfaces (MEPS) plots have been generated, and absorption spectral analysis in different solvents has been theoretically and experimentally examined to better understand the reactivity spots. At the B3LYP/6-311G (d,p) level of theory, thermodynamic properties were also calculated. Finally, DFT calculations were used to connect the structure–activity relationship (SAR) with real antibacterial results for compounds 12a and 12b.