Acta Scientific Medical Sciences (ASMS)(ISSN: 2582-0931)

Research Article Volume 4 Issue 9

Synthesis of Some Oxazine Compounds Derived from TDI and Schiff Bases

Ghufran T Sadeek, Mohammad S Al-Ajely* and Neam H Saleem

Chemistry Department, College of Education for Girls, College of Education for Pure Science, Mosul, Iraq

*Corresponding Author: Mohamed S AL-Ajely, Chemistry Department, College of Education for Girls, College of Education for Pure Science, Mosul, Iraq.

Received: August 05, 2020; Published: August 31, 2020



  It is known from ongoing research on heterocyclic compounds that these compounds are used as drug and drug carriers, According to FDI reports that these compounds forms 90% drug for cancer and 75% drugs for different diseases. It was also known from our studies on oxazine compounds that this type of heterocyclic compounds had versatile application in medicine. In this study, new 3,1-Benzoxazine compounds (S7-12) were prepared by cyclization reaction of some 2-(benzylidene-amino) benzoic acids (S1-6) with 2, 4- diisocyano1-methylbenzene (TDI) under reflex conditions in chloroform. The structure of the synthesized compounds were confirmed by IR, 1HNMR spectral studies.

Keywords: Oxazine Compounds; Insects; Fungi; 1HNMR



  1. MKML Rai., et al. “Synthesis of new series of 5, 6-dihydro-4H-1, 2-oxazines via hetero Diels–Alder reaction and evaluation of antimicrobial activity”. European Journal of Medicinal Chemistry 44 (2009): 280-288.
  2. MJ Elarfi and HA Al-Difar. “Synthesis of some heterocyclic compounds derived from chalcones”. Scientific Review and Chemical Communications 2 (2012): 103-104.
  3. V Tiwari., et al. “Novel oxazine skeletons as potential antiplasmodial active ingredients: Synthesis, in vitro and in vivo biology of some oxazine entities produced via cyclization of novel chalcone intermediates”. Medicinal Chemistry 4 (2009): 4204-4206.
  4. BC Das., et al. “Design, synthesis and biological evaluation of 2H-benzo [b][1, 4] oxazine derivatives as hypoxia targeted compounds for cancer therapeutics”. Bioorganic and Medicinal Chemistry Letters15 (2009): 4204-4206.
  5. D Zhou., et al. “Studies toward the discovery of the next generation of antidepressants. Part 5: 3,4-Dihydro-2H-benzo[1,4] oxazine derivatives with dual 5-HT1A receptor and serotonin transporter affinity”. Bioorganic and Medicinal Chemistry Letters5 (2006): 1338-1341.
  6. S Wang., et al. “Novel hexacyclic camptothecin derivatives. Part 1: synthesis and cytotoxicity of camptothecin with A-ring fused 1,3-oxazine rin”. Bioorganic and Medicinal Chemistry Letters 14 (2008): 4095-4097.
  7. L Seal., et al. “An in vitro assessment of the antineoplastic potential of 2H-1, 3-Oxazine-2, 6 (3H)-dione (3-oxauracil) a novel pyrimidine”. Investigational New Drugs 4 (1997): 289-293.
  8. , et al. “Condensation products of aldehydes and ketones with o-aminobenzyl alcohol and o-hydroxybenzylamine”. Journal of the American Chemical Society 66 (1994): 1875.
  9. BP Mathew., et al. “An eco-friendly synthesis and antimicrobial activities of dihydro-2H-benzo- and naphtho-1,3-oxazine derivative”. European Medicinal Chemistry 45 (2010): 1502-1507.
  10. AK Verma., et al. “Silver-Catalyzed Domino Approach for the Synthesis of Benzoxazine/Oxazine-Fused Isoquinolines and Naphthyridines from o-Alkynyl Aldehydes”. Journal of Organic Chemistry 13 (2013): 6657-6669.
  11. SP Sakthinathan., et al. “Spectral correlations and antimicrobial activities of some (E)-N-Benzylidenepyridin-2-amines”. International LETTERS OF Chemistry, Physics and Astronomy 6 (2013): 77-90.
  12. MK Manjula., et al. “Synthesis of new series of 5,6-dihydro-4H-1,2-oxazines via hetero Diels–Alder reaction and evaluation of antimicrobial activity”. European Journal of Medicinal Chemistry 44 (2009): 280-288.
  13. X Wang., et al. “Influence of electronic effects from bridging groups on synthetic reaction and thermally activated polymerization of bisphenol‐based benzoxazines”. Journal of Polymer Science Part A: Polymer Chemistry 49 (2011): 1443-1452.
  14. Z Brunovska., et al. “1, 3, 5‐Triphenylhexahydro‐1, 3, 5‐triazine–active intermediate and precursor in the novel synthesis of benzoxazine monomers and oligomers”. Macromolecular Chemistry and Physics 200 (1999): 1745-1752.
  15. J Liu., et al. “Synthesis and surface properties of low surface free energy silane-functional polybenzoxazine films”. Langmuir 29 (2013): 411-416.
  16. WJ Burke., et al. “Condensation of Naphthols with Formaldehyde and Primary Amines”. Journal of the American Chemical Society 74 (1952): 3601-3605.
  17. WJ Burke., et al. “Bis-m-oxazines from Hydroquinon”. Journal of Organic Chemistry 26 (1961): 4403-4407.
  18. D Sicker and M Schulz. “Benzoxazinones in plants: occurrence, synthetic access, and biological activity”. Studies in Natural Products Chemistry 27 (2002): 185-232.
  19. P Zhang., et al. “Potent nonsteroidal progesterone receptor agonists: synthesis and SAR study of 6-aryl benzoxazines”. Bioorganic and Medicinal Chemistry Letters 12 (2002): 787-790.
  20. Hammet IP. Physical organic chemistry’Mc Graw-Hill Bokk Co. Ink. New York (1940).
  21. S Irani and F Nikpour. “An Efficient Approach for the synthesis of N-Phenyl carboxmaido-2-aryl-1,2-dihydro (4H)-3,1-benzoxazine-4-one”. Journal of the Iranian Chemical Society 4 (2010): 859-863.


Citation: Mohamed S AL-Ajely., et al. “Synthesis of Some Oxazine Compounds Derived from TDI and Schiff Bases". Acta Scientific Medical Sciences 4.9 (2020): 120-128.


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