Synthesis and Characterization of 1-(2-Methyl-4-(4-methylbenzoyl)-7-thioxo-5-p-tolylpyrazolo[1,5-f]pyrimidin-1(7H)-yl)propan-2-one

Subject Areas :

Zülbiye Kökbudak ¹ , Halime Aslan ² , Zeynep Çimen ³ , Senem Akkoç ⁴

1 - Erciyes University, Faculty of Science
2 - Erciyes University, Faculty of Science
3 - Hacı Bayram Veli University, Ankara, Turkey
4 - Suleyman Demirel University, Faculty of Pharmacy

Received: 2020-04-07 Accepted : 2021-09-15 Published : 2019-08-01

Keywords: 5-f]pyrimidin, α-chloracetone, Aminopyrimidine, pyrazolo[1,

Abstract :

Compounds containing pyrimidine ring attract researchers' attention due to their different properties. For example, Ishida et al. synthesized Cu(II) complexes having pyrimidine ring, and investigated their magnetic properties. By Wiśniewski et al., Ru(III), Rh(III), Pd(II) and Pt(II) metal complexes containing pyrimidine ring were designed and tested as in vitro against A549, LS-180 and MCF-7 cell lines for learning their cell proliferation activities. In the conducted study by Kökbudak et al., a series of various metal complexes were prepared from a Schiff base having pyrimidine core, and the cytotoxic activity properties of the complexes were screened against human lung cell line.In this study, 1-amino-5-(4-methylbenzoyl)-4-(4-methylphenyl)pyrimidin-2(1H)-thione (1) was prepared in two steps by the reaction of furan-2,3-dione and acetophenon thiosemicarbazone. 1-(2-Methyl-4-(4-methylbenzoyl)-7-thioxo-5-p-tolylpyrazolo[1,5-f]pyrimidin-1(7H)-yl)propan-2-one (2) was synthesized from compound 1 with α-chloracetone. The structure of new compound 2 was verified by FT-IR, 1H NMR, 13C NMR and elemental analyses. The theoretical properties of compound 2 was also calculated using Gaussian 09 program.