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Journal of the Serbian Chemical Society 2013 Volume 78, Issue 6, Pages: 795-804
https://doi.org/10.2298/JSC120524151Y
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Synthesis, spectroscopic studies and electrochemical properties of Schiff bases derived from 2-hydroxyaldehydes and phenazopyridine hydrochloride

Yagmur Sultan (Canakkale Onsekiz Mart University, Faculty of Science and Arts, Department of Chemistry, Canakkale, Turkey)
Yilmaz Selehattin (Canakkale Onsekiz Mart University, Faculty of Science and Arts, Department of Chemistry, Canakkale, Turkey)
Saglikoglu Gulsen (Canakkale Onsekiz Mart University, Faculty of Science and Arts, Department of Chemistry, Canakkale, Turkey)
Sadikoglu Murat (Gaziosmanpasa University, Faculty of Education, Department of Science Education, Tokat, Turkey)
Yildiz Mustafa (Canakkale Onsekiz Mart University, Faculty of Science and Arts, Department of Chemistry, Canakkale, Turkey)
Polat Kamran (Ankara University, Faculty of Science, Department of Chemistry, Ankara, Turkey)

Novel Schiff bases (1-4) were synthesized by the reaction of 2-hydroxybenzaldehyde, 2-hydroxy-5-methoxybenzaldehyde, 2-hydroxy-5-nitrobenzaldehyde, 2-hydroxy-1-naptaldehyde with phenazopypridine hydrochloride (PAP) and their structures were elucidated by means of spectroscopic techniques. The electrochemical reduction of PAP and its Schiff bases (1-4) were carried out on glassy carbon electrode (GCE) in dimethyl sulfoxide (DMSO) using the cyclic voltammetric (CV) technique. The effect of functional groups on reduction potential of Schiff bases was investigated. A general electrochemical reduction mechanism of the compounds was also suggested.

Keywords: phenazopyridine hydrochloride, Schiff base, spectroscopy, voltammetry