Synthesis of Some New Hydrazones from Quinazolinone Moiety

Authors : Hiba Ameen ALALAAF, Mohammed A ALIRAQI

Pages : 52-56

Doi:10.55549/epstem.1068546

View : 18 | Download : 11

Publication Date : 2021-12-31

Article Type : Research Paper

Abstract :Methyl α-[insert ignore into journalissuearticles values(4-oxoquinazolin-2-yl);thio]acetate insert ignore into journalissuearticles values(4); is one of the important heterocyclic compounds. It isused as a precursor to synthesis new derivatives of quinazolin-4-one moiety. The compound insert ignore into journalissuearticles values(4); was synthesized via a series of steps from anthranilic acid. The anthranilic acid was converted to its methyl ester insert ignore into journalissuearticles values(1); by esterification with methanol under acidic condition. The ester insert ignore into journalissuearticles values(1); was reacted with chloroacetyl chloride to produce methyl α-chloroacetamido benzoate insert ignore into journalissuearticles values(2);. The chloro compound insert ignore into journalissuearticles values(2); was converted to the corresponding thiocyanato compound insert ignore into journalissuearticles values(3); by its reaction with ammonium thiocyanate. The thiocyanato compound insert ignore into journalissuearticles values(3); was cyclized to the target precursor insert ignore into journalissuearticles values(4); by boiling of compound insert ignore into journalissuearticles values(3); for 12 h. compound insert ignore into journalissuearticles values(4); was reacted with aromatic aldehydes under boiling condition to produce different hydrazones derivatives insert ignore into journalissuearticles values(5-12);. The hydrazones compounds insert ignore into journalissuearticles values(5-12); were reacted with Chloroacetyl chloride to afforded the Azetedines compounds insert ignore into journalissuearticles values(13-20);. The synthesized compounds were identified via the physical and spectral data.
Keywords : 2 Mercapto quinazolin 4 one, Methyl 2 chloroacetamido benzoate, Methyl anthranilate, Azetidene coumpounds, Hydrazones derivatives, Thiocyanato compound