Synthesis, characterization, antioxidant properties and DFT calculation of some new pyrimidine derivatives. (3rd August 2019)

• Record Type: Journal Article
• Authors: Akbas, Esvet; Ergan, Erdem; Sahin, Ertan; Ekin, Suat; Cakir, Metin; Karakus, Yagmur
• Is Part Of: Phosphorus, sulfur, and silicon and the related elements. Volume 194:Number 8(2019)
• Page Start: 796
• Page End: 802
• Publication Date: 2019-08-03
• Subjects: Pyrimidine -- DFT -- MCRs -- corrosion -- antioxidant properties; Sulfur compounds -- Periodicals; Organosulfur compounds -- Periodicals; Phosphorus compounds -- Periodicals; Organophosphorus compounds -- Periodicals; Silicon compounds -- Periodicals; Organosilicon compounds -- Periodicals; 546
• DOI: 10.1080/10426507.2018.1550489
• Languages: English
• ISSNs: 1042-6507

Abstract

Abstract: 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, 1 H/ 13 C 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, ABTS + test, hemolysis of phenylhydrazine erythrocytes and metal chelating effect. The results were compared with standard antioxidants such as trolox and α-tocopherol. These data revealed that compounds 1, 2 and 5 are more active with respect to 3 and 4 in scavenging the radicals. Graphical Abstract: uf0001