Synthesis, Characterization and Computational Study of Thiourea-Based Dihydropyrimidine Derivatives: A Focus on Adsorption and Reactivity

Abstract
The compounds in the title are derivatives of thiourea, specifically 4-(4-(dimethylamino) phenyl)-6-phenyl-3,4-dihydropyrimidine-2(1H)-thione (4a), and 4-(4-(dimethylamino) phenyl)-6-(phenylamino)-3,4-dihydropyrimidine-2(1H)-thione (4b), synthesized by reacting thiourea and 4-dimethylaminobenzaldehyde with acetophenone (3a) and acetanilide (3b), and then characterized using FT-IR, 1H, and 13C NMR spectroscopy. Used DFT calculations and Monte Carlo simulations to look at the 4a and 4b molecules\' structural, electronic, thermal, and adsorption features. Compound 4b exhibited lower energy difference and hardness, coupled with higher softness, suggesting higher reactivity and reduced kinetic stability compared to 4a. This is correlated with 4b\'s higher adsorption energy. MEP analysis identified the most favorable sites for nucleophilic and electrophilic attacks. Both 4a and 4b showed positive Gibbs free energy values, indicating physisorption, which may offer limited corrosion protection.

Author
Rebaz Anwar OMER

DOI
https://doi.org/10.1016/j.molstruc.2024.140950

ISSN
1872-8014

Publish Date: 2024-11-29