Journal of the Serbian Chemical Society 2011 Volume 76, Issue 9, Pages: 1199-1206
https://doi.org/10.2298/JSC100817105C
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Synthesis and antimicrobial activities of novel n-substituted 8-(1-alkyl/alkylsulphonyl/alkoxycarbonyl-benzimidazol-2-ylmethoxy)-5-chloroquinolines
Chaudhari Raju B. (PG Department of Chemistry; New Arts, Commerce and Science College, Ahmednagar, Maharashtra, India)
Rindhe Sahebrao S. (PG Department of Chemistry; New Arts, Commerce and Science College, Ahmednagar, Maharashtra, India)
Herein the synthesis of a series of novel 8-(1-
alkyl/alkylsulphonyl/alkoxycarbonyl-benzimidazol-2-ylmethoxy)-5-
chloroquinoline derivatives is reported. These derivatives were prepared by
the condensation of o-phenylenediamine with [(5-chloroquinolin-8-
yl)oxy]acetic acid, followed by substitution at nitrogen with different
electrophilic reagents in presence of an appropriate base to give a series of
nitrogen heterocycles containing the benzimidazole and quinoline nuclei. The
structures of the compounds were confirmed based on 1H-NMR, 13CNMR, IR and
mass spectral data. Almost all the compounds exhibited promising
antibacterial activity against Salmonella typhimurium and Staphylococcus
aureus. Some of the compounds showed good antifungal activities against
Aspergillus niger but the antifungal activities against Candida albicans were
disappointing.
Keywords: Heterocyclic, benzimidazole, quinoline, antibacterial, antifungal