JOURNAL OF CHILEAN CHEMICAL SOCIETY

Vol 62 No 1 (2017): Journal of the Chilean Chemical Society
Original Research Papers

SYNTHESIS, SPECTRAL ANALYSIS AND ANTIBACTERIAL EVALUATION OF 5-SUBSTITUTED-1,3,4- OXADIAZOL-2-YL 4-(4-METHYLPIPERIDIN-1-YLSULFONYL)BENZYL SULFIDES

Aziz Ur Rehman
Department of Chemistry, Government College University
Samreen Ahtzaz
Department of Chemistry, Government College University
Muhammad Athar Abbasi
Department of Chemistry, Government College University
Sabahat Zahra Siddiqui
Department of Chemistry, Government College University
Shahid Rasool
Department of Chemistry, Government College University
Irshad Ahmad
Department of Pharmacy, The Islamia University of Bahawalpur
Published June 5, 2017
Keywords
  • 1,
  • 3,
  • 4-oxadiazole,
  • 4-methylpiperidine,
  • Antibacterial activity,
  • Sulfonamide,
  • 1H-NMR,
  • EI-MS
  • ...More
    Less
How to Cite
Rehman, A. U., Ahtzaz, S., Abbasi, M. A., Siddiqui, S. Z., Rasool, S., & Ahmad, I. (2017). SYNTHESIS, SPECTRAL ANALYSIS AND ANTIBACTERIAL EVALUATION OF 5-SUBSTITUTED-1,3,4- OXADIAZOL-2-YL 4-(4-METHYLPIPERIDIN-1-YLSULFONYL)BENZYL SULFIDES. Journal of the Chilean Chemical Society, 62(1). Retrieved from https://jcchems.com/index.php/JCCHEMS/article/view/151

Abstract

Owing to valuable biological activities of 1,3,4-oxadiazole, sulfamoyl and piperidine functionalities, some new 1-(4-{[(5-substituted-1,3,4-oxadiazol-2-yl) thio]methyl}benzene sulfonyl)-4-methylpiperidine (6a-o) derivatives have been introduced. The target molecules were synthesized from different aralkyl/aryl carboxylic acids, 1a-o, through a series of steps. First the compounds, 1a-o, were converted to heterocyclic 1,3,4-oxadiazole nucleophiles, 4a-o. Second an electrophile as 1-(4-bromomethylbenzenesulfonyl)-4-methylpiperidine (5) was synthesized from 4-methylpiperidine. Finally the target compounds, 6a-o, were prepared by reacting 4a-o with 5 in DMF and LiH. The final compounds were structurally elucidated by spectral data of IR, 1H-NMR and EI-MS. All the compounds were screened for their antibacterial evaluation and found to exhibit valuable results. 

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