Abstract
2‐Acetyl benzofuran (1) was synthesized by refluxing salicylaldehyde and dry chloroacetone in presence of potassium carbonate. The product formed was reacted with 2‐aminobenzothiazole with catalyst p‐toluene sulphonic acid to form N‐[(1Z)‐1‐(benzofuran‐2‐yl)ethylidene]1,3‐benzothiazol‐2‐amine (2). In cold condition, Staudinger reaction was carried out for compound (2) with various acid chlorides in presence of triethylamine to synthesize 4‐[1‐benzofuran‐2‐yl]‐1‐[1, 3‐benzothiazol‐2‐yl]‐4‐methylazetidin‐2‐one (3a-3j). All the synthesized compounds were characterized on the basis of analytical data. The compounds were screened for their antimicrobial activities. Compound 3b,3cand 3d exhibited moderate activity.
Highlights
Benzofuran derivatives posses a wide range of biological activities
Azetidinones with heterocyclic molecule has created an excellent drug for antimicrobial[11,12,13] activity. Based on these findings and in continuation of our research work, we report synthesis of a tri-heterocyclic molecule containing benzofuran, benzothiazole and azetidinone for enhanced activity
The scheme of synthesis of titled compounds is depicted in the (Scheme 1)
Summary
Benzofuran derivatives posses a wide range of biological activities. They have been reported to possess antimicrobial[1,2,3,4], antitumour[5, 6], anti-inflammatory[7] activity etc. Based on these findings and in continuation of our research work, we report synthesis of a tri-heterocyclic molecule containing benzofuran, benzothiazole and azetidinone for enhanced activity. A mixture of 2- acetyl benzofuran and 2-aminobenzothiazole and a small pinch of p-toluene sulphonic acid were gently refluxed in ethanol (30 mL) for 6 h.
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