A new and facile CuCl2·2H2O-catalyzed one-pot three-component synthesis for quinazolines

Abstract

A new and facile CuCl 2 Á2H 2 O-catalyzed onepot three-component synthesis for quinazolines has been developed. A mixture of readily available 2-amino-5-chlorobenzophenones, substituted benzaldehydes, ammonium acetate, and CuCl 2 Á2H 2 O in ethanol was refluxed altogether to afford the desired products in quantitative yields without any purification requirements. Structures of the products were confirmed by 1 H NMR and EI-MS. A plausible reaction mechanism is also discussed. Graphical abstract O Ph NH 2 NH 4 OAc Cl Ar O H + Cl N N Ph Ar EtOH, Δ + CuCl 2 .2H 2 O

Synthesis and properties of quinazoline-based versatile exciplex-forming compounds

“…A facile and reliable one-pot three-component method was used for the quinazoline formation by refluxing 2-aminobenzophenone, difluorobenzaldehyde, ammonium acetate, and CuCl 2 in ethanol. The synthetic method using a cheap catalyst, easy workup, and the high yield (78%) of quinazoline Q1 makes the compound a promising candidate as an electron acceptor in donor-acceptor systems [14]. The target compounds were obtained by nucleophilic substitution reaction of the intermediate quinazoline derivative Q1 with the corresponding donor com- pounds.…”

“…was synthesized according to the procedure reported in literature [14]. A mixture of 2-aminobenzophenone (1.1 g, 5.6 mmol), ammonium acetate (1.3 g, 16.9 mmol), 3,5-difluorobenzaldehyde (0.8 g, 5.6 mmol), and CuCl 2 (1.5 g, 11.2 mmol) in 10 cm 3 isopropanol was refluxed for 24 h. The progress of the reaction was periodically monitored by thin-layer chromatography.…”