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
References
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
Downloads
Key Dates
Published
Issue
Section
License
(Starting May 5, 2024) Authors retain copyright and grant the journal right of first publication with the work simultaneously licensed under a Creative Commons Attribution (CC-BY) 4.0 License that allows others to share the work with an acknowledgement of the work’s authorship and initial publication in this journal.