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 ^[2] ; SAMREEN AHTZAZ ^[2] ; MUHAMMAD ATHAR ABBASI ^[2] ; SABAHAT ZAHRA SIDDIQUI ^[2] ; SHAHID RASOOL ^[2] ; IRSHAD AHMAD ^[1]
  1. [1] Islamia University of Bahawalpur

     Islamia University of Bahawalpur

     Pakistán

     
  2. [2] Government College University Department of Chemistry
• Localización: Journal of the Chilean Chemical Society (Boletín de la Sociedad Chilena de Química), ISSN-e 0717-6309, ISSN 0366-1644, Vol. 62, Nº. 1, 2017, págs. 3370-3375
• Idioma: inglés
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• Resumen

  • 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.