Synthesis of New 1,3-Oxazepine Derivatives Containing Azo Group

Abstract

In this work new 1,3-oxazepine derivatives containing azo group have been prepared. The first step, 4 methoxyaniline was converted to the 4- (dimethylamino)-3-((4-methoxy phenyl)diazenyl)benzaldehyde [Z]. The second step, aldehyde group of the new azo derivative [Z] was condensed with different primary aromatic amines [ 4-methoxyaniline, 4- aminoacetophenone and 2-aminopyrimidin ] in the presence of absolute ethanol to give azo Schiff bases derivatives [A1-A3] respectively. The third step, the resulting imines derivatives [A1-A3] were reacted with maleic anhydride and phathalic anhydride in dry benzene to give new 1,3-oxazepine-4,7-dione ring derivatives [A4-A6] and [A7-A9] respectively scheme[2]. All these compounds were characterized by melting points and FT.IR spectroscopy, some of them were characterized by 1H-NMR spectroscopy and elemental analysis (C.H.N.).