Etidronic Acid Catalyzed Efficient Synthesis of 1H-imidazo[1,2-b] pyrazole via Sequential One-pot Strategy

Authors

  • Dr. Jayesh Babariya  Shree H.N.Shukla College of Science, Rajkot, Gujarat, India
  • Dr. Yogesh T. Naliapara  Department of Chemistry, Saurashtra University, Rajkot, Gujarat, India

Keywords:

1H-imidazo[1,2-b]pyrazole

Abstract

In present work we report a convenient and efficient synthesis of 1H-imidazo[1,2-b]pyrazole library by multicomponent reaction of 2-cyano-N-cyclohexyl-3,3-bis(methylthio)acrylamide, hydrazine hydrate, aldehyde and tert-butyl isocyanides. Here 2-cyano-N-cyclohexyl-3,3-bis(methylthio)acrylamide was synthesized by condensation reaction of ethylcyanoacetate and cyclohexylamine in toluene at reflux temperature and followed by reaction with CS2 in DMF in presence of potassium carbonate at room temperature. The newly synthesized compounds were characterized by IR, Mass, 1H NMR, 13C NMR spectroscopy and elemental analysis. All the synthesized compounds were evaluated for their antimicrobial activity. The investigation of antimicrobial and antifungal screening data revealed that all the tested compounds showed moderate to significant activity.

References

  1. Vanotti, E.; Fiorentini, F.; Villa, M. J.; Heterocyclic Chem. 1994, 31, 737.
  2. Kinnamon, K. E.; Poon, B. T.; Hanson, W. L.; Wait, V. B.; Am. J. Trop. Med.  Hyg. 1998, 56,  804.
  3. Kinnamon, K. E.; Engle, R. R.; Poon, B. T.; Ellis, W. Y.; McCall, J. W.; Pzimianski, M. T.; Proc. Soc. Exp. Biol. Med. 2000, 224, 45.
  4. Keshi, O.; Bahar, I.; Jernigan, R. L.; Beutler, J. A.; Shoemaker, R. H.;  Sausville, E. A.; Covell, D.  G.; Anti-Cancer Drug Des. 2000, 15, 79.
  5. Fong, K.-L. L.; Ho, D. H.; Yap, B. S.; Stewart, D.; Brown, Nita S.; Benjamin, Robort, S.;  Freireich, E. J.; Bodery, G. P.; Cancer Treat. Rep. 1980, 64, 1253.
  6. Terada, A.; Wachi, K.; Miyazawa, H.; Iizuka, Y.; Tabata, K.; Hasegawa, K.; EP 353,047, July 26,  1988.
  7. Terada, A.; Wachi, K.; Myazawa, H.; Iizuka, Y.; Hasegawa, K.; Tabata, K.; JP  07,278,148,  November 18, 1994.
  8. Vicentini, C. B.; Veronese, A.; Guarneri, M.; Patent EP 190457A1. Aug. 13, 1986; Chem. Abstr., 1986,  105, 226578.
  9. Beck, J. P.; Gilligan, P. J.; Patent US 6714912B1. Jan. 16, 2001; Chem. Abstr., 1999, 130,  223271.

International Journal of Scientific Research in Science, Engineering and Technology

Downloads

Published

2017-10-31

Issue

Volume 3, Issue 6, September-October-2017

Section

Research Articles

License

Copyright (c) IJSRSET

Creative Commons License

This work is licensed under a Creative Commons Attribution 4.0 International License.

How to Cite

[1]
Dr. Jayesh Babariya, Dr. Yogesh T. Naliapara "Etidronic Acid Catalyzed Efficient Synthesis of 1H-imidazo[1,2-b] pyrazole via Sequential One-pot Strategy" International Journal of Scientific Research in Science, Engineering and Technology (IJSRSET), Print ISSN : 2395-1990, Online ISSN : 2394-4099, Volume 3, Issue 6, pp.664-671, September-October-2017.