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

By: Bhirud, Jayashri D.
Contributor(s): More, Yogesh B.
Publisher: New Delhi CSIR 2021Edition: Vol.(B), Aug.Description: 1097-1102p.Subject(s): GENERAL CHEMISTRYOnline resources: Click here In: Indian journal of chemistry (Section B)Summary: 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 ofanhydrous K2CO3 to afford 7-(2-chloroethoxy)-4-methyl-2H-chromen-2-one, which has been condensed with triazole to yield4-methyl coumarin triazole derivative by optimising solvent/base pair. 4-Methyl group of coumarin triazole derivative has beencondensed 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.
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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 ofanhydrous K2CO3 to afford 7-(2-chloroethoxy)-4-methyl-2H-chromen-2-one, which has been condensed with triazole to yield4-methyl coumarin triazole derivative by optimising solvent/base pair. 4-Methyl group of coumarin triazole derivative has beencondensed 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.

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