Synthesis, characterization, antioxidant properties and DFT calculation of some new pyrimidine derivatives

Akbas E., Ergan E., ŞAHİN E., Ekin S., Çakır M., Karakuş Y.

PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, vol.194, no.8, pp.796-802, 2019 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 194 Issue: 8
  • Publication Date: 2019
  • Doi Number: 10.1080/10426507.2018.1550489
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Index Chemicus (IC)
  • Page Numbers: pp.796-802
  • Keywords: Pyrimidine, DFT, MCRs, corrosion, antioxidant properties, DENSITY-FUNCTIONAL THERMOCHEMISTRY, CORROSION INHIBITION, STEEL
  • Van Yüzüncü Yıl University Affiliated: Yes


In this study, 5-benzoyl-4-(4-(methylthio)phenyl)-6-phenyl-1,2,3,4-tetrahydro-2-thioxo (1), oxo (2) and imino (3) pyrimidine derivatives were prepared via Multicomponent Cyclocondensation Reactions (MCRs). The compounds thiazolo[3,2-a]pyrimidin-3(5H)-one (4) and thiazin-4(6H)-one (5) were obtained via the reaction of compound 1 with bromoacetic acid and 3-bromopropionic acid, respectively. Structures were determined by using FT-IR, H-1/C-13 NMR and elemental analyses. Also the compounds 4 and 5 were analyzed by X-ray single crystal analysis. All compounds were investigated as corrosion inhibitors using density functional theory (DFT) at the level of B3LYP/6-31G (d, p). According to the calculations, the compound 3 appears to be a good inhibitor for corrosion. On the other hand, total antioxidant properties were measured in vitro by DPPH center dot, ABTS(center dot+) test, hemolysis of phenylhydrazine erythrocytes and metal chelating effect. The results were compared with standard antioxidants such as trolox and alpha-tocopherol. These data revealed that compounds 1, 2 and 5 are more active with respect to 3 and 4 in scavenging the radicals.