One Step Synthesis of Symmetrical Amino Azine Derivatives Using Hydrazine Hydrate as a Reagent

Symmetrical Amino Azine derivative compound of 6,6'-((1E,1'E)-hydrazine-1,2-diylidenebis (methanyl-ylidene)) bis (3,4-dimethoxyaniline) TM has been synthesized through an unusual reaction route employed benzylidine derivative with some electron withdrawing groups as intermediate compounds. The targeted TM compound was prepared by one pot reaction of the intermediate 2-(4,5-dimethoxy-2-nitrobenzylidene) malononitrile 3 or (E)-1,2-dimethoxy-4-nitro-5-(2-nitrovinyl)-benzene 4 or nitrohydrazone 5 with excess 80% hydrazine hydrate and 10% Pd/C catalyst. However, direct synthesis to produce TM using nitro aryl aldehyde derivatives with 80% hydrazine hydrate and 10% Pd/C catalyst failed to obtain the target compound of TM.