Facile one-pot synthesis of N-acyl-1H-1,2,3-benzotriazoles from internal and terminal olefinic fatty acids and their antimicrobial screening.
N-acyl-1H-1,2,3-benzotriazoles were prepared in good yields by the reaction of benzotriazole and thionyl chloride with olefinic fatty acids under mild reaction conditions. The new compounds 1-(undec-10-enoyl)-1H-1,2,3-benzotriazole (5a),1-[(Z)-octadec-9-enoyl]-1H-1,2,3-benzotriazole (5b), 1-[(9Z,12R)-12-hydroxyoctadec-9-enoyl]-1H-1,2,3-benzotriazole (5c), 1-[(9R,12Z)-9-hydroxyoctadec-12-enoyl]-1H-1,2,3-benzotriazole (5d) formed were characterized on the basis of elemental analysis and spectral data. All the newly synthesized compounds (5a-5d) were screened for their antimicrobial activity and showed good antifungal activity.
Rauf
Abdul
A
Department of Chemistry, Aligarh Muslim University, Aligarh, India. abduloafchem@gmail.com <abduloafchem@gmail.com>
Gangal
Saloni
S
D000890:Anti-Infective Agents / Q000138:chemical synthesis / Q000494:pharmacology*; D001419:Bacteria / Q000187:drug effects*; D005231:Fatty Acids, Unsaturated / Q000737:chemistry*; D005658:Fungi / Q000187:drug effects*; D008826:Microbial Sensitivity Tests; D013329:Structure-Activity Relationship; D013461:Sulfur Oxides / Q000737:chemistry*; D014230:Triazoles / Q000138:chemical synthesis* / Q000494:pharmacology*
D000890:Anti-Infective Agents; D005231:Fatty Acids, Unsaturated; D013461:Sulfur Oxides; D014230:Triazoles; C023589:thionyl chloride