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• Badahdah, KO.
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Molecules 2007, 12(8), 1796-1804; doi:10.3390/12081796

Article

Synthesis of Some New Anils: Part 1. Reaction of 2-Hydroxy-benzaldehyde and 2-Hydroxynaphthaldehyde with 2-Aminopyridene and 2-Aminopyrazine

Abdullah M. Asiri *  and Khadija O. Badahdah

Chemistry Department, Faculty of Science, King Abdul Aziz University, Jeddah 21413, P. O. Box 80203, Saudi Arabia

* Author to whom correspondence should be addressed.

Received: 24 May 2007; in revised form: 19 July 2007 / Accepted: 19 July 2007 / Published: 13 August 2007

Download PDF Full-Text [75 KB, uploaded 2 October 2008 11:53 CEST]

Abstract: New Schiff bases derived from 2-aminopyridene and 2-aminopyrazine have been synthesized. The UV-Visible spectra of the compounds have been investigated in acetonitrile and toluene. The compounds were in tautomeric equilibrium (enol-imine O– H···N, keto-amine O···H–N forms) in polar and nonpolar solvents. For some derivatives the keto-amine form was observed in both toluene and acetonitrile. ¹H-NMR and IR results showed that all Schiff bases studied favor the enol-imine form over the keto form in a weakly polar solvent such as deuterochloroform.

Keywords: Schiff base; Tautomerism; Keto-enamine; Enol-imine; Solvent effect

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