Synthesis and Electrochemical Studies of 4-{[(E)-{2-hydroxy-5-[(Z) substituted phenyldiazenyl] phenyl} methylidene] amino} benzenesulphonamides

摘要

Some new 4-{[(E)-{2-hydroxy-5-[(Z) substituted phenyldiazenyl] phenyl} methylidene] amino} benzenesulfonamides were synthesized by coupling of 4-substituted phenylazo salicylaldehydes with different sulphanalamide derivatives. Electrochemical behaviour of 4-{[(E)-{2-hydroxy-5-[(Z) substituted phenyldiazenyl] phenyl} methylidene] amino} benzenesulphonamides have been studied in Britton-Robinson buffers of pH 2.5-12.0 at dropping mercury and glassy carbon electrode. All benzenesulphonamides gave 4-electron wave corresponding to the reduction of -N=N- and -C=N-bonds at mercury electrode. On the basis of differential pulse polarography, cyclic voltammetry, IR, mass and ~1H NMR spectral studies and product identification, a reduction mechanism has been suggested.