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Paper | Regular issue | Vol 100, No. 3, 2020, pp.440-449
Published online, 19th February, 2020
DOI: 10.3987/COM-20-14221
New Schiff Bases Based on 1-Aminopyrimidin-2-(1H)-one: Design, Synthesis, Characterization and Theoretical Calculations

Zülbiye Kökbudak, Halime Güzin Aslan, and Senem Akkoç*

*Department of Pharmacy, Süleyman Demirel University, Suleyman Demirel University, Turkey


In this study, 1-amino-5-benzoyl-4-phenylpyrimidin-2(1H)-one (1) was synthesized from 4-benzoyl-5-phenylfuran-2,3-dione and 1-(1-phenylethylidene)semicarbazide in benzene. Since pyrimidine-based Schiff bases have an extensive working range, two new compounds (2, 3) were synthesized from the reaction of this starting material (1) with 3-bromobenzaldehyde or 4-chlorobenzaldehyde. The structures of the synthesized new compounds were clarified employing FT-IR, 1H NMR, 13C NMR, and elemental analysis. HOMO, LUMO, and energy gap between them was calculated as theoretical. On the other hand, conformation analysis studies of compounds were carried out for determining the energies of the conformers.