JOURNAL OF THE SERBIAN CHEMICAL SOCIETY, vol.78, no.6, pp.795-804, 2013 (SCI-Expanded)
Novel Schiff bases 1-4 were synthesized by the reaction of 2-hydroxybenzaldehyde, 2-hydroxy-5-methoxybenzaldehyde, 2-hydroxy-5-nitrobenzaldehyde and 2-hydroxy-1-naphthaldehyde with phenazopypridine hydrochloride (PAP), respectively, and their structures were elucidated by means of spectroscopic techniques. The electrochemical reduction of PAP and its Schiff bases (1-4) were realized on a glassy carbon electrode (GCE) in dimethyl sulfoxide (DMSO) using the cyclic voltammetric (CV) technique. The effect of functional groups on reduction potential of the Schiff bases was investigated. A general electrochemical reduction mechanism of the compounds is suggested.