Synthesis and biological activity of 7-(2-(1H-1,2,4-triazol-1-yl)ethoxy)-4-(styryl/4-substituted styryl)-2H-chromen-2-one

Abstract

Incorporation of other hetero-compounds to parent coumarin increases its effectiveness towards its bioactivity. In view of this finding we have synthesized coumarin triazole derivatives. The key synthon used for this reaction pathway are 7-hydroxy-4-methyl-2H-chromen-2-one. This substituted coumarin has been refluxed with 1-bromo-2-chloroethane in presence of anhydrous K₂CO₃ to afford 7-(2-chloroethoxy)-4-methyl-2H-chromen-2-one, which has been condensed with triazole to yield 4-methyl coumarin triazole derivative by optimising solvent/base pair. 4-Methyl group of coumarin triazole derivative has been condensed with aromatic aldehydes to afford 7-(2-(1H-1,2,4-triazol-1-yl) ethoxy)-4-(styryl/4-substituted styryl)-2H-chromen-2-one 7a-e. All the synthesized products are characterized using IR and, ¹H, ¹³C NMR, mass spectroscopy and elemental analysis. Final synthesized compounds 7a-e have been evaluated for their anti-bacterial and anti-fungal activity.