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, cilt.41, sa.5, ss.1643-1656, 2022 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 41 Sayı: 5
  • Basım Tarihi: 2022
  • Doi Numarası: 10.30492/ijcce.2021.521495.4479
  • Dergi Adı: Iranian Journal of Chemistry and Chemical Engineering
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Directory of Open Access Journals
  • Sayfa Sayıları: ss.1643-1656
  • Anahtar Kelimeler: Tetrahydropyrimidines, Biginelli, X-ray crystal analysis, DFT
  • Van Yüzüncü Yıl Üniversitesi Adresli: Evet

Özet

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).