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Synthesis of Aminoacetylcoumarins and Aminoacetylnaphthocoumarins and their Antibacterial Activity Study


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1 Department of Chemistry, The M.S. University of Baroda, India
     

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Knoevenagel condensation of 2-hydroxy-1-naphthaldehyde with ethylacetoacetate gave 2-acetyl-benzo[f]chromen-3- one (1). Bromination of (1) with bromine in chloroform gave 2-(2-bromoacetyl)-benzo[f]chromen-3-one (2), which on condensation with different primary aromatic amines gave corresponding amino acetyl derivatives (3a-c). Similar series of reactions were carried out on salicylaldehyde and resorcaldehyde, which gave corresponding 3-aminoacetyl coumarin and 7-hydroxy-3-aminoacetyl coumarin derivatives. Screening of these compounds for antibacterial activity against Staphylococus aureus (Gram +ve), Micrococus leuteus (Gram +ve) and DH5-Escherichia coli (Gram -ve) show good antibacterial activity.


Keywords

Acetylcoumarins, Bromination, Synthesis, Antibacterial Activity.
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  • Synthesis of Aminoacetylcoumarins and Aminoacetylnaphthocoumarins and their Antibacterial Activity Study

Abstract Views: 228  |  PDF Views: 1

Authors

Shubhangi S. Soman
Department of Chemistry, The M.S. University of Baroda, India
Tirth H. Thaker
Department of Chemistry, The M.S. University of Baroda, India
Radhika D. Baloni
Department of Chemistry, The M.S. University of Baroda, India

Abstract


Knoevenagel condensation of 2-hydroxy-1-naphthaldehyde with ethylacetoacetate gave 2-acetyl-benzo[f]chromen-3- one (1). Bromination of (1) with bromine in chloroform gave 2-(2-bromoacetyl)-benzo[f]chromen-3-one (2), which on condensation with different primary aromatic amines gave corresponding amino acetyl derivatives (3a-c). Similar series of reactions were carried out on salicylaldehyde and resorcaldehyde, which gave corresponding 3-aminoacetyl coumarin and 7-hydroxy-3-aminoacetyl coumarin derivatives. Screening of these compounds for antibacterial activity against Staphylococus aureus (Gram +ve), Micrococus leuteus (Gram +ve) and DH5-Escherichia coli (Gram -ve) show good antibacterial activity.


Keywords


Acetylcoumarins, Bromination, Synthesis, Antibacterial Activity.