Synthesis Of 5-Imidazolones From 2-Methyl-4-(4-Substituted Benzylidene)-5-Oxazolones

Authors

  • R. M. Kedar   P.G Department of Chemistry Shri Shivaji Science College Amravati, Maharashtra, India
  • S. A. Deshmukh  P.G Department of Chemistry Shri Shivaji Science College Amravati, Maharashtra, India

Keywords:

N-Acetyl glycine, Aromatic aldehydes, acetic anhydride,5-oxazolones, aromatic amines Zeolite catalyst, 5-imidazolones.

Abstract

In the proposed work 2-methyl-4-(4-substituted benzylidene)-5-oxazolones were prepared as starting materials in the synthesis of 5-imidazolones. 5-Oxazolones were obtained from acetyl glycine and substituted aromatic aldehydes in acetic anhydride and anhydrous sodium acetate. In the second step, each of above mentioned oxazolones was subjected to condensation reaction with variedly substituted aromatic amines in presence of Zeolite as a catalyst in ethanolic medium to form 1-(substituted phenyl)-2-phenyl-4-(substituted benzylidene)-5-imidazolones. The characterisation of synthesized compounds was made on the basis of chemical properties, elemental and spectral analysis. The use of Zeolite as a catalyst enabled us to reduce reflux time substantially and to improve percent yield of the products.

References

  1. Bhavish B Patel, Der Pharmacia Lettre, 3(3), 2011, 280-285.
  2. Sexena.A, Desia.N.C, Awasthi.K.K, Indian J.chem, 40, 2001, 201-208.
  3. Snehal Lokhandwala and Nikhil M. Parekh, Der Pharma Chemica,6(6), 2014, 139-142.
  4. Osman M. O. Habib , Hussein M. Hassan , Evelin B. Moawad , Ahmed El- Mekabaty, American Journal of Organic Chemistry,2(4),2012,79-86 .
  5. Anjani Solankee, Sejal Solankee and Ghanshyam Patel, Rasayan J. Chem,1(2), 2008,228-231.
  6. Ali R. Siamaki, Daniel A. Black, and Bruce A. Arndtsen J. Org. Chem.,73, 2008, 1135-11.
  7. Joo Hi Kang,Jong Taik Moon, Jungahn Kim,Dong Jun Joo, and Jae Yeol Lee,Bull.Korean Chem. Soc, 28(6), 2007,913-914.
  8. Jure Benzensek, Uros Groselj, Katarina Stare, Jurij svete, Branko Stanovnik, Tetrahedron, 68, 2012, 516-522.
  9. Jie-Fei Cheng, Christopher Kaiho, Mi Chen,Thomas Arrhenius and Alex Nadzan, Tetrahedron ,43,2002,4571-4573.
  10. V. K. Srivastava, B. R. Pandey, R. C. Gupta, J. P. Bharthwal and K. Kishore, J. Indian Chem. Soc., 56, 1979, 1024; Chem. Abstr., 93, 1980, 46521u.
  11. Anitha Sadula and Subhashini N J P Indo American Journal of Pharmaceutical Research, Vol 4(06), 2014, 3067-3075.
  12. Bishnoi A., Srivastava K. and Tripathi K.M.; Ind. J. Chem., 45B, 2006,2136.
  13. Greenshaw R. R. and George L.M., Chem. Abstr., 18, 1983, 16649p.
  14. S. Fozooni, H. Khoshdast, H. Hassani and H. Hamidian Journal of Sciences, Islamic Republic of Iran 28(3): 2017, 221-230.
  15. B. C. Revanasiddappa, M. Vijay Kumar, Prashanth Nayak,  Ajmal Roshan Ali, Jasmine Kalsi, Research J. Pharm. and Tech, 10(6), 2017, 1726-1729.

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Published

2018-01-30

Issue

Section

Research Articles

How to Cite

[1]
R. M. Kedar , S. A. Deshmukh, " Synthesis Of 5-Imidazolones From 2-Methyl-4-(4-Substituted Benzylidene)-5-Oxazolones, International Journal of Scientific Research in Science and Technology(IJSRST), Online ISSN : 2395-602X, Print ISSN : 2395-6011, Volume 4, Issue 1, pp.243-246, January-February-2018.