International Journal of Chemical and Biomolecular Science
Articles Information
International Journal of Chemical and Biomolecular Science, Vol.5, No.1, Mar. 2019, Pub. Date: Feb. 13, 2019
Synthesis and Chemical Reaction of 2-Oxazoline 5-Ones Derivatives
Pages: 7-18 Views: 1207 Downloads: 585
[01] Salha Ali Fatah, Chemistry Department, Sebha University, Taraghun, Libya.
[02] Wafa Khalleefah Amhimmid, Chemistry Department, Azzaytuna University, Tarhuna, Libya.
Owing the wide use of oxazoline compounds as starting materials for the preparation of heterocycles and their uses are still explored and some of wide application for industrial and biological fields, 2-oxazoline nucleus has formed a large number of potentially biologically active molecules on modifications. The synthesis, structures and biological activities of oxazoline derivatives have long been focused of research interest of organic chemists in the field of medicine, due to the potential biological activities exhibited by them. Looking into the medicinal importance of oxazoline moiety, it will be worthwhile to synthesize certain newer derivatives of oxazolines and evaluate them for their biological activities, in this research work we synthesize some new derivatives of oxazoline. Compound 4-benzyliden -2-(4-nitro- phenyl) 4H-oxazol-5-one (2a) was used as starting material which was prepared via the reaction of glycine with p- nitro benzoyl chloride in presence of NaOH followed by the reaction with benzaldehyde in the presence of acetic anhydride and fused sodium acetate the reaction was confirmed by further preparation via the reaction of compound (1) with N, N dimethyl benzaldehyde which yield compound 4-(4-N,N-dimethyl benzyliden) 2-(4-nitro-phenyl)- oxazol-5-one (2b) (scheme 1). Treatment of 4-benzyliden-2-(4-nitro-phenyl)4H-oxazol-5-one (2a) with p-amino phenol afforded 4-benzyliden -1-(4-hydroxy-phenyl-2-(4-nitro phenyl) imidazol-5 one (3).
Oxazoline, Heterocycle, Cyclization, Dehydrating Agents, Heat
[01] Rebuffat, Gazz. Chem. Ital, 19, 55 (1889).
[02] Erlenmeyer E, Ann, 275, I (1893).
[03] Carter H. E, Filler R and Melville D, B, J. Biol. Chem, 129, 359 (1939).
[04] Mohr E, and Geis T, Ber, 41, 798 (1908).
[05] Mohr E, and Stroschein F, Ber, 42, 2521 (1909).
[06] Erlenmeyer E, Ber, 33, 2036 (1900).
[07] Jiandeng Z, Jiming X and Hui Z, Huaxue Yanjiu Yu Yingyong, 13 (1), pp. 78-79 (Ch) (2001), C, A, 135, 303798P (2001).
[08] Kidwai M, Kumar R and Kumar P, Indian J. Chem, Sect. B, 35 (10), pp. 1004-1005 (1996), C. A, 125 (300870p) (1996).
[09] Kidwai M and Kumar R, Org. Prep. Proced. Int, 30 (4), pp. 451-453 (1998), C. A, 129, 260370z (1998).
[10] Steglich W, Gruber P, Hoefle G, and Koenig W, Angew Chem. Int, Ed. Engl, 10 (9), 655 (1971).
[11] Bansal and Halve, IJPSR, Vol. 5 (11): 4601-4616 (2014).
[12] Synthesis and evaluation of some new thiazole/oxazole derivatives for their biological activities, Rawat et al, Vol 5, Issue 8, (2016).
[13] Rawat BS, Shukla SK. Synthesis and Evaluation of some New Thiazole/Oxazole Derivatives for their Biological Activities. World Journal of Pharmacy and Pharmaceutical Sciences. (2016); 5: 1473-1482.
[14] Hu Y, Xin X, Wan B. Cyclization reactions of propargylic amides: mild access to N-heterocycles. Tetrahedron Letters. (2015) 56: 32-52.
[15] Singh RK, Bhatt A, Kant R, Chauhan PK. Design and Synthesis of some Novel Oxazole Derivatives and their Biomedicinal Efficacy. Journal of Chemistry and Biology Interface 6th edition. (2016); 4: 263-269.
MA 02210, USA
AIS is an academia-oriented and non-commercial institute aiming at providing users with a way to quickly and easily get the academic and scientific information.
Copyright © 2014 - American Institute of Science except certain content provided by third parties.