Preparation and Identification of Novel 1, 3-Oxazepine Derivatives by Cycloaddition Reactions [2+5] of Selected Carboxylic Acid Anhydrides with Imines Derived from 4-methyl aniline
DOI:
https://doi.org/10.23851/mjs.v29i2.331Abstract
Novel 1,3-oxazepine derivatives have been synthesis via (2+5) cycloaddition reaction of imines and selected cyclic carboxylic acid anhydrides by refluxing in dry benzene. Imines have been prepared by thermal condensation of 4-methyl aniline and para substituted benzaldehyde in absolute ethanol under reflux conditions. The structure of the target compounds were Identified by some physical properties and spectral data of FT-IR and 1H-NMR.Downloads
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Katarzyna, B., and Elżbieta, Ł.-C., Schiff bases-interesting range of applications in various fields of science, CHEMK, 2104, 68 (2), pp. 129-134.
Abirami, M., and Nadaraj,V., Synthesis of Schiff Base under Solvent-free Condition: As a Green Approach, IJ of Chem Tech Research, 2104, 6 (4), pp. 2534-2538.
Williamson, K. S., Michaelis, D. J., and Yoon, T. P., Advances in the Chemistry of Oxaziridines, Chem. Rev., 2014, 114, pp. 8016-8036. DOI: https://doi.org/10.1021/cr400611n
Kapadiya, K. M., Namera, D. H., Kavadia, K. M., and Khunt, R. C., Synthesis of benzthiazole derivatives grouping with substituted azetidinone ring and its functional behavior, ILCPA, 2014, 30, pp. 223-232. DOI: https://doi.org/10.18052/www.scipress.com/ILCPA.30.223
Al-Sultani, K. T. A., Synthesis, Identification and Evaluation The Biological Activity For Some New Heterocyclic Compounds Derived From Schiff Bases, IOSR-JAC, 2016, 9 (5), pp. 01-11.
Rasheed, M. K., AL-Hiti, W. F., and Rabei S. M., Synthesis and Characterization of Some 1,3-Oxazine -6-One , 1,3-Oxazine -6,6-Dione and N-Bromo Amines Derivatives, Journal of Applicable Chemistry, 2015, 4 (6), pp. 1725-1731.
Anila, K. A., Lincy, J., and Mathew, G., Synthesis of Novel 5, 6-Benz 1, 3 -Oxazepine 4, 7-Dione Derivatives and Screeninc For AntibacterialL, Antixidant and Anti-inflammatory Activities, European Journal of Pharmaceutical and Medical Reserch, 2016, 3 (7), pp. 330-336.
Al-Shemary, R. K., Al-khazraji, A. M. A., Niseaf, A. N., Preparation, spectroscopic study of Schiff base ligand complexes with some metal ions and Evaluation of antibacterial activity, The Pharma Innovation Journal, 2016, 5 (1), pp. 81-86.
Mohammed, Q. M., Synthesis and characterization of new Schiff bases and evaluation as Corrosion inhibitors, Journal of Basrah Researches, 2011, 37 (4A), pp. 116-130.
Cimerman, Z., Miljani, S., and Gali, N., Schiff Bases Derived from Aminopyridines as Spectrofluorimetric Analytical Reagents, CCACAA, 2000, 73 (1), pp. 81-95.
Ye, X., Chen, Z., Zhang, A., and Zhang, L., Synthesis and Biological Evaluation of Some Novel Schiff’s Bases from 1,2,4-Triazole, Molecules, 2007, 12, 1202-1209. DOI: https://doi.org/10.3390/12061202
Arulmurugan, S., Kavitha, H. P., and Venkatraman, B.R., Biological Activities of Schiff Base and its Complexes: A Review, RJC, 2010, 3 (3), pp. 385-410.
Zainab, H., Zeyad, F., Hadeel, A., Majid, K., Bashar, A., and Emad, Y., Schiff's Bases Containing Sulphamethoxazole Nucleus, RJPBCS, 2016, 7 (3), pp. 1500-1510.
Aseel, F. K., and Hasan, T. G., Synthesis and Identification some of 1,3-Oxazepine Derivatives , JAPBR, 2015, 5 (1), pp. 45-56.
Ruaa, W. A., Ezzat, H. Z., Synthesis, Characterization and Study Biological activity of some New 1,3-Oxazepine and 1,3-Diazepine derivatives, Kerbala Journal of Pharmaceutical Sciens Number, 2014, 7, pp. 195-217.
Nihad, I. T., Synthesis of substituted 1,3- oxazepine-4,7-dione from hydrazone by using microwave radiation, Kirkuk University Journal /Scientific Studies, 2015, 10 (4), pp. 1-13. DOI: https://doi.org/10.32894/kujss.2015.124184
Hussein, F. A, and Abid, O. H, Synthesis and Characterization of 2-Aryl-3-(p-methoxyphenyl)-2,3-Dihydro-1,3-Oxazepine-4,7-Dione Via Schiff Bases (1), Iraqi J. of Chem., 2001, 27 (2), pp. 381-392.
Dhanya, S., Ranjitha, C., Rama, M., KSR, and P., Oxazepine Derivative as an Antitumor Agent and Snail1 Inhibitor against Human Colorectal Adenocarcinoma, International Journal of Innovative Research in Science Engineering and Technology, 2014, 3 (8), pp. 15357-15363. DOI: https://doi.org/10.15680/IJIRSET.2014.0308040
Megha, S., Amit, G. N., Hemant, U.C., and Sanjay, D. S., In Silico Screening, Synthesis and Pharmacological Screening of Quinazolinones Containing Oxazepinone Ring as NMDA Receptor Antagonists for Anticonvulsant Activity, Journal of Young Pharmacists, 2015, 7 (1), pp. 21-27. DOI: https://doi.org/10.5530/jyp.2015.1.5
Ahmed, A., Sarah, M., Anwar, H., Ayad, H. and Emad, Y., Antibacterial Study of Some Oxazepine Derivatives, Journal of Al-Nahrain University, 2015, 18 (4), pp. 22-26. DOI: https://doi.org/10.22401/JNUS.18.4.03
Hamak, K., and Eissa, H., Synthesis, Characterization, Biological Evaluation and Anti Corrosion Activity of Some Heterocyclic Compounds Oxazepine Derivatives from Schiff Bases, Organic Chemistry Current Research, 2013, 2 (3), pp. 1-7. DOI: https://doi.org/10.4172/2161-0401.1000121
Mohammad,A. T., Yeap, G. Y., and Osman, H., Smectogenic and nematogenic liquid crystals of a new series of heterocyclic derivatives bearing an ester terminal chain: Synthesis, characterization, and theoretical study, Molecular Crystals and Liquid Crystals, 2016, 630, pp. 44-57. DOI: https://doi.org/10.1080/15421406.2016.1146865
Heba, H. S., Synthesis, spectroscopic characterization of schiff bases derived from 4,4'-methylen di aniline, Der Pharma Chemica, 2014, 6 (2), pp. 38-41.
Kshash, A. H., and Mokhlef,M. G., Synthesis, Characterization and DFT Study of 4,4′-Oxydianiline Imines as Precursors of Tetrahalo-1,3-oxazepine-1,5-dione, Indones. J. Chem., 2017, 17 (2), pp. 330-335. DOI: https://doi.org/10.22146/ijc.22437
Muzammil, K., Trivedi, P., and Khetani, D., Synthesis and Characterization of Schiff base m-nitro aniline and their complexes, Research Journal of Chemical Sciences, 2015, 5(5), pp. 52-55.
Younus, A.A.Q., and Jber, N.R., Synthesis and Characterization a New 1,3 Oxazepine Compounds from New Bis-4-Amino-3-mercapto-1,2,4-triazole Derivatives, OCAIJ, 2016, 12 (2), pp. 1-12. DOI: https://doi.org/10.22401/JNUS.20.2.01
Silverstein, R.M., Spectroscopic Identification of Organic Compounds, 4th Ed., John Wiley &Sons, New York, 1981, pp. 97-98.
Abdullah, H.K., and Bushra, T.M., Synthesis and characterization of oxazepine and pyrrolidides from reaction of N,Ń,Ň-tris-(4 dimethylamino benzylidene)-[1,3,5]triazene-2,4,6-triamine withmaleic, succinic anhydride and 1H pyrrolidene, JUAPS, 2007, 1 (2), pp. 27-46.
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