Synthesis and characterization of 2‐trifluoromethyl‐4(3H)‐quinazolinone derivatives with various 3‐substituents

Abstract Due to the significant properties and applications of quinazolinones and fluorinated compounds, there is increasing interest in the design and synthesis of new quinazolinone structures and fluorinated compounds. So, new derivatives of 2‐trifluoromethyl‐4(3 H )‐quinazolinone were synthesized. Reaction of 2‐trifluoromethyl‐3,1‐benzoxazine‐4‐one benzoxazine‐4‐one 1 with some aniline derivatives afforded 3‐aryl‐2‐trifluoromethyl‐4(3 H )‐quinazolinone derivatives 3 in good yields. On the other hand, treatment of 3,1‐benzoxazine‐4‐one 1 with aliphatic binucleophile afforded bis‐benzamide derivative 5 rather than bisquinazolines derivative 4 . The reaction of benzoxazine‐4‐one 1 with 1,4‐phenylenediamine afforded bisquinazoline derivative 6 . Reaction of 3‐amino‐4(3 H )‐quinazolinone 7 with aldehydes or isothiocyanates gave the corresponding Schiff's base 8 and thiourea 9 derivatives, respectively. The structures of newly synthesized 2,3‐disubstituted 4(3 H )‐quinazolinone derivatives were demonstrated through NMR (proton carbon and fluorine) experiment as well as mass spectra and elemental analyses. Most of the synthesized compounds were obtained in excellent yields, so they will share in enrichment the chemical libraries.