Synthesis and characterization of new seven membered ring oxazepane derivatives by cyclization of imine with succinic anhydride

Abstract EN

In the present work new model of ring closing compound is prepared by [2+5] cycloaddition reaction of Imine with Succinic anhydride.

The reaction diagram involved two stages: The first one was generation of Imine by coupling reaction of Vanillin via biphenyl-4,4'-diamine in presence of Methanol as a solvent to produce di (3-methoxy-4-hydroxybenzylidene)-biphenyl-4,4'-diamine(BZV) in good yield .

While the second state produced 1,3-Oxazepane-4,7-dione derivative(BZVS) through nucleophilic addition reaction of Imine toward Succinic anhydride with ring expansion under inert N2 gas bubbling with refluxing conditions.

The products formed were monitored by TLC, purified by column chromatography (CC) and identified by Spectroscopic Techniques (FT-IR, 1H-NMR,13C-NMR, GC-Mass analysis).