Experimental and Theoretical Studies on a Derivative of Tetrahydro-1H-Benzodiazepine

Document Type : Regular Article

Authors

1 Ph.D Student, Science and Research branch, Islamic Azad University, Tehran, Iran.

2 Payame Noor University of Tehran

3 Department of chemistry, Science and Research branch, Islamic Azad University, Tehran.

Abstract

N-Cyclohexyl-2,4,4-trimethyl-2,3,4,5-tetrahydro-1H-benzo[b][1,5]diazepine-2-carboxamide (5) was synthesized using an efficient, highly recyclable and eco-friendly catalyst heteropolyacid/triethoxysilyl)propyl]isonicotinamide (HPA/TPI-Fe3O4 nanoparticles) in one-pot. The compound 5 was characterized by FT-IR,1H NMR, 13C NMR, mass spectra, and elemental analysis. The theoretical calculations on 5 were carried out at the M062X and B3LYP methods with a 6-311++G(2d,p) basis set. The structural parameters and the IR data of 5 were analyzed and compared with the related experimental data. The results show fair correlation between the calculated 13C chemical shifts with B3LYP/6-311++G(2d,p) level and experimental data. Theoretical studies on the frontier molecular orbitals, mapped molecular electrostatic potential (MEP) and corresponding graphs and charge delocalization of 5 were also carried out.

Graphical Abstract

Experimental and Theoretical Studies on a Derivative of Tetrahydro-1H-Benzodiazepine

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Volume 6, Issue 3 - Serial Number 19
September 2018
Pages 505-519
  • Receive Date: 17 January 2018
  • Revise Date: 28 April 2018
  • Accept Date: 07 May 2018
  • First Publish Date: 01 September 2018