Synthesis and DFT Studies of Pyrimidin-1(2H)-ylaminofumarate Derivatives


Saraçoğlu M. , Kökbudak Z. , Yılmazer M. İ. , Kandemirli F.

JOURNAL OF THE CHEMICAL SOCIETY OF PAKISTAN, cilt.42, ss.746-761, 2020 (SCI İndekslerine Giren Dergi) identifier

  • Cilt numarası: 42
  • Basım Tarihi: 2020
  • Dergi Adı: JOURNAL OF THE CHEMICAL SOCIETY OF PAKISTAN
  • Sayfa Sayıları: ss.746-761

Özet

Pyrimidine derivatives have biological and pharmacological properties. Therefore, in this study we focused on the synthesis various Pyrimidine derivatives to make noteworthy contributions this class of heterocyclic compounds. In the present study, the new compounds (4-6) were obtained by the reactions of 1-amino-5-benzoyl-4-phenylpyrimidin-2(1H)-one (1), 1-amino-5-(4-methylbenzoyl)-4-(4-methylphenyl)pyrimidin-2(1H)-one (2) and 1-amino-5-(4-methoxybenzoyl)-4-(4-methoxyphenyl)pyrimidin-2(1H)-one (3) with dimethyl acetylenedicarboxylate. The structures of these compounds were proved by elemental analysis, FT-IR, H-1 and C-13-NMR spectra. In addition to, quantum chemical calculations were made to find molecular properties of the pyrimidin-1(2H)-ylaminofumarate derivatives (4-6) by using DFT/B3LYP method with 6-311++G(2d,2p) basis set. Quantum chemical features such as E-Homo, E-LUMO, energy gap, ionization potential, chemical hardness, chemical softness, electronegativity etc. values for gas and solvent phase of neutral molecules were calculated and discussed.