Preparation, Characterization and Antibacterial Study of Novel 2-[5-(4-Chlorophenyl)-4, 5-dihydro-1, 2-oxazol-3-yl] Compounds
Article Sidebar
Main Article Content
Abstract
This research paper describes a study about synthesis, structure determination and antibacterial activity evaluation of some novel heterocyclic compounds having 2-[5-(4-chlorophenyl)-4,5-dihydro-1,2-oxazol-3-yl] fragment. To prepare this kind of compounds, 3-(4-chlorophenyl)-1-(2-hydroxyphenyl)prop-2-en-1-one was prepared. Its coupling reaction was carried out with diazonium salt of 1o aromatic amine. The coupled product was separated and reacted with hydroxylamine hydrochloride. The final product containing 2-[5-(4-chlorophenyl)-4,5-dihydro-1,2-oxazol-3-yl] fragment was characterized with the help of melting point determination and elemental analysis of carbon, hydrogen, nitrogen and chlorine elements. Further characterization was performed with the help of IR, 1H NMR and Mass spectroscopic methods. The characterization study supports the projected structures of heterocyclic derivatives. Antibacterial assay in vitro for these compounds was carried out for Pseudomonas aeruginosa, Bacillus subtilis, Erwinia carotovora and Escherichia coli. It showed good antibacterial activity.
Downloads
Article Details
References
Chopde, H. N., Meshram, J. S. Pagadala, R., and Mungole, A. J. (2010). Synthesis, characterization and antibacterial activity of some novel azo-azoimine dyes of 6-bromo-2-naphthol. Intenational Journal of Chemtech Research, 2(3): 1823-1830.
Dabholkar, V. V., and Syed, S. A. S. A. (2010). Synthesis of novel oxazoles and their hydrazones. Rasayan Journal of Chemistry, 3(4): 761-765.
Gantla, C. R. Suresh, Y., Harikrishna, S., and Shrivastava, S. P. (2009). Synthesis and antibacterial activity of some substituted isoxazolines and isothiazolines. Oriental Journal of Chemistry, 25(1): 153-157.
Ingle, A. V., Doshi, A. G., Raut, A. W., and Kadu, N.S.(2011). Synthesis of 3,5-disubstituted isoxazolines and isoxazoles. Oriental Journal of Chemistry, 27(4): 1815- 1818.
Narwade, S. K., Karale, B. K., Jagdhani, S., G., Chaudhari C. S., and Rindhe, S. S. (2008). Synthesis and antimicrobial screening of (1-(2,4-dichlorophenyl)-1H-pyrazol-4yl (2-hydroxyphenyl) methanone and 2-(1-2,4-dichlorophenyl)-1H-pyrazol-4yl) benzo [d] oxazole. Oriental Journal of Chemistry, 24(3): 1029-1034.
Reddy, A. B. Hymavathi, R. V., and Swamy, G. N. (2013) A new class of multi-substituted oxazole derivatives: synthesis and antimicrobial activity. Journal of Chemical Science, 125(3): 495–509.
Sadek, B. and Fahelelbom, K. M. S. (2011). Synthesis, characterization and antimicrobial evaluation of oxadiazole congeners. Molecules, 16(6): 4339-4347.
Shah, K. M. (1998). Handbook of synthetic dyes and pigments, Vol. 1: Synthetic dyes, 2nd ed., Multitech Publishing Company, Mumbai (India), pp. 35 - 40.
Silva, S., Silva, F. V. M., Justino, J., Rauter, A. P., Rollin, P., and Tatibouet, A. (2014). Synthesis and antimicrobial evaluation of oxazole-2(3H)-thione and 2-alkylsulfanyl-1,3 oxazole derivatives. Heterocycles, 88(2): 1013 - 1028.
Uno, H., Kurokawa, M., Masuda, Y., and Nishimuura, H. (1979). Synthesis and antimicrobial studies of some novel isoxazoline derivatives. Journal of Medicinal Chemistry, 22: 180.
Youn, H. S., Lee, E. J., Lee, J. E., Park, W. K., Baek, D. J., Cho, Y. S., Koh, H. Y., Choo, H., and Pae, A. N. (2009). Synthesis and biological evaluation of isoxazoline and isoxazole derivatives as 5-HT2A and 5-HT2C receptor ligands. Bulletin of the Korean Chemical Society, 30(8): 1873-1876.
Zwawiak, J., Olender, D. Zwolska, Z., Augustynowicz-Kopec, E., and Zaprutko, L. (2008). Synthesis of 2,3-dihydro-7-nitroimidazo[5,1-b]oxazoles as potential tuberculostatic agents. Acta Poloniae Pharmaceutica - Drug Research, 65(2): 229-233.