Synthesis and structure of vanillin azomethines

Abstract

Vanillin is most prominent as the principal flavor and aroma compound in vanilla. Vanillin has been used as a chemical intermediate in the production of pharmaceuticals and other fine chemicals.The two intermediates, assigned as intermediates I and II, were prepared by using vanillin and 1-butylbromide or 2-chloroacetic acid, respectively. The condensation of intermediates with 2,3- -diaminopyridine gave azomethines. Their structure was established by using elemental microanalysis, as well as UV/Vis, FTIR and 1H-NMR spectra. Synthesized compounds were tested for their antifungal activity against Candida albicans, Candida lipolytica and Sacharomyces cerevisiae.

Keywords

• Vanillin is most prominent as the principal flavor and aroma compound in vanilla. Vanillin has been used as a chemical intermediate in the production of pharmaceuticals and other fine chemicals.The two intermediates
• assigned as intermediates I and II
• were prepared by using vanillin and 1-butylbromide or 2-chloroacetic acid
• respectively. The condensation of intermediates with 2
• 3- -diaminopyridine gave azomethines. Their structure was established by using elemental microanalysis
• as well as UV/Vis
• FTIR and 1H-NMR spectra. Synthesized compounds were tested for their antifungal activity against Candida albicans
• Candida lipolytica and Sacharomyces cerevisiae