Synthesis, Characterization, and DFT Calculation of Some New Pyrimidine Derivatives and Theoretical Studies on the Corrosion Inhibition Performance

Esvet A., Adem R., Cagla A., Ertan S.

Iranian Journal of Chemistry and Chemical Engineering, vol.41, no.5, pp.1643-1656, 2022 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 41 Issue: 5
  • Publication Date: 2022
  • Doi Number: 10.30492/ijcce.2021.521495.4479
  • Journal Name: Iranian Journal of Chemistry and Chemical Engineering
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Directory of Open Access Journals
  • Page Numbers: pp.1643-1656
  • Keywords: Tetrahydropyrimidines, Biginelli, X-ray crystal analysis, DFT
  • Van Yüzüncü Yıl University Affiliated: Yes


In this study, 5-benzoyl-6-phenyl-4-(4-(trifluoromethoxy) phenyl)-1,2,3,4-tetrahydroxypyrimidine (1); 5-benzoyl-6-phenyl-4-(4-(trifluoromethoxy) phenyl)-1,2,3,4-tetrahydrothioxypyrimidine (2) and 5-benzoyl-6-phenyl-4-(3,5-dimethoxy) phenyl)-1,2,3,4-tetrahydrothioxypyrimidine (3) compounds were prepared via Biginelli condensation reaction using Metal-organic framework (MIL-101) as an active catalyst. It was established to be an active heterogeneous catalyst for a three-component Biginelli condensation reaction with good yields (75-80 %). Moreover, the catalyst could easily be recovered and recycled without any significant loss of its catalytic activity. Also the compounds 5-benzoyl-6-phenyl-3-acetyl-4-(4-hydroxyphenyl)-1,2,3,4-tetrahydrothioxypyrimidine (4) and 5-benzoyl-6-phenyl-3-acetyl-4-(4-trifluoromethoxy)phenyl)-1,2,3,4-tetrahydrothioxypyrimidine (5) were obtained acetylation reaction. The structures were characterized on the basis of1H-NMR,13C-NMR, FT-IR, and elemental analysis. And also molecular characterizations of compound 4 were analyzed by X-ray crystal analysis. In addition, the corrosion inhibition activity of synthesized compounds was examined with theoretical calculation using DFT method at the level of B3LYP / 6-31G (d, p).