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

Research Article Volume 6 Issue 9

Energy Efficient Synthesis of Various Pharmaceutically Important Benzodiazepin-2-ones Using Microwave Synthesizer

Jasmin K Khatri1*, Suhas R Pednekar2, Ramesh S Chaughule1

1Organic Chemistry Research Laboratory, Ramnarain Ruia Autonomous College, Mumbai, India
2Vice-chancellor, University of Mumbai, Kalina Campus, Mumbai, India

*Corresponding Author: Jasmin K Khatri, Organic Chemistry Research Laboratory, Ramnarain Ruia Autonomous College, Mumbai, India.

Received: July 14, 2022; Published: August 01, 2022

Abstract

Benzodiazepine-2-one moiety consists of a seven-member heterocyclic ring, a derivative of benzodiazepine group, which is a class of medications that works in the central nervous system and used for a variety of medical conditions, such as anxiety, seizures, and alcohol withdrawal. Microwave-assisted synthesis of certain medically important benzodiazepin-2-ones was carried out using hexamine and ammonium chloride starting from 2-aminobenzophenones. Feasibility and optimization of the reaction conditions under closed vessel CEM microwave synthesizer provide the desired product with excellent yields (~90%), within minutes of focused microwave irradiation, without the use of catalyst, thereby, revealing the benefit of saving energy and time.

Keywords: Microwave Synthesizer; Cyclization, Benzodiazepin-2-one; Hexamine; Focused Microwave Irradiation; Pharmacologica

References

  1. Lisowski V., et al. “Synthesis of New Aromatic Pyrrolo[2,1- c] [1,4]benzodiazepines and Pyrrolo[1,2- a] thieno[3,2- e] [1,4]diazepines as Anti-tumoral Agents”. Journal of Enzyme Inhibition and Medicinal Chemistry 17 (2002): 403-407.
  2. Sharp J T. “Comprehensive Heterocyclic Chemistry”, Katritzky, A. R., Rees, C. W., Lawski, W., Eds. Pergemon Press, 7 (1984): 593-651.
  3. Mohiuddin C., et al. Heterocycles 12 (1986): 3489-3530.
  4. Vida J A. “Medicinal Chemistry Part-III”. Wolf, M. W.; Burger, A., eds. John Wiley and Sons, New York, (1981): 787.
  5. Mitchell E and Moore JA. “Heterocyclic Compounds”. Elderfield, R. C., ed. Willey, New York 9 (1967): 224.
  6. Kim K., et al. “Synthesis of 3-Substituted 1,4-Benzodiazepin-2-ones”. Journal of the Brazilian Chemical Society 9 (1998): 375.
  7. A Barthel., et al. Archiv der Pharmazie8 (2009): 445-452.
  8. G Laconde., et al. European Journal of Organic Chemistry 1 (2019): 85-90.
  9. Fier PS and Whittaker AM. “An Atom-Economical Method To Prepare Enantiopure Benzodiazepines with N-Carboxyanhydrides”. Organic Letter6 (2017): 1454-1457.
  10. Campbell M W., et al. “Three-Component Olefin Dicarbofunctionalization Enabled by Nickel/Photoredox Dual Catalysis”. Journal of the American Chemical Society 51 (2019): 20069-20078.
  11. Mwande-Maguene G., et al. “Correction: Exploring the optimal ratio of elemental components of the Cu/SSZ-13 framework: the reformation of NH3-SCR properties”. New Journal of Chemistry 11 (2011): 2412-2415.
  12. Lattmann E., et al. Drug Design and Discovery1 (2002): 9-21.
  13. Keating T A and Armstrong RW. “Postcondensation Modifications of Ugi Four-Component Condensation Products:  1-Isocyanocyclohexene as a Convertible Isocyanide. Mechanism of Conversion, Synthesis of Diverse Structures, and Demonstration of Resin Capture”. Journal of the American Chemical Society 118 (1996): 2574.
  14. Mohd R., et al. Chemical Sciences Journal 5 (2010): 1.
  15. Majumdar K C., et al. Synthesis 858 (2010).
  16. Sakai N., et al. Tetrahedron 66 (2010): 8837.
  17. Lecinska P., et al. Tetrahedron 66 (2010): 6783.

Citation

Citation: Jasmin K Khatri., et al. “Energy Efficient Synthesis of Various Pharmaceutically Important Benzodiazepin-2-ones Using Microwave Synthesizer”.Acta Scientific Medical Sciences 6.9 (2022): 03-08.

Copyright

Copyright: © 2022 Jasmin K Khatri., et al. This is an open-access article distributed under the terms of the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original author and source are credited.




Metrics

Acceptance rate30%
Acceptance to publication20-30 days
Impact Factor1.403

Indexed In





Contact US