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 target 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. © 2020 Trans Tech Publications Ltd, Switzerland.