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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

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Received: 24 May 2007 / Revised: 19 July 2007 / Accepted: 19 July 2007 / Published: 13 August 2007
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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 Schiff base; Tautomerism; Keto-enamine; Enol-imine; Solvent effect
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Asiri, A.M.; Badahdah, K.O. Synthesis of Some New Anils: Part 1. Reaction of 2-Hydroxy-benzaldehyde and 2-Hydroxynaphthaldehyde with 2-Aminopyridene and 2-Aminopyrazine. Molecules 2007, 12, 1796-1804.

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