Synthesis of 2,2,4-Trimethyl-2,3-dihydro-1H-1,5-benzodiazepine using Treated Natural Zeolite Catalyst

Abstract

The cyclocondensation of 1,2-phenylenediamine and acetone in the presence of treated natural zeolite catalyst (TNZ) under solvent-free condition has been done. The research consisted of three steps. The first step was treatment of natural zeolite by mixing this material in hydrochloric acid solution at 50 °C for 1 hour to be followed by soaking the zeolite in ammonium chloride solution for 5 days. The second step was solvent-free condensation of 1,2-phenylenediamine and acetone using TNZ at 50 °C for 2 hours with weight ratio variation of catalyst, i.e. 15, 30, 45, and 60% (wt/wt). The third step was to study catalyst reusability for the condensation reaction. Based on TLC, FTIR, and 1H NMR analyses, the condensation afforded 2,2,4-trimethyl-2,3-dihydro-1H-1,5-benzodiazepine as the product in 73% yield with the optimum of catalyst loading at 30% (wt/wt). The reusability test showed that the catalyst can be reused for the cyclocondensation for four times. Copyright © 2019 BCREC Group. All rights reservedReceived: 14th February 2018; Revised: 7th August 2018; Accepted: 20th August 2018; Available online: 25th January 2019; Published regularly: April 2019How to Cite: Firdaus, M., Prameswari, M.D. (2019). Synthesis of 2,2,4-Trimethyl-2,3-dihydro-1H-1,5-benzodiazepine using Treated Natural Zeolite Catalyst. Bulletin of Chemical Reaction Engineering & Catalysis, 14 (1): 9-16 (doi:10.9767/bcrec.14.1.2222.9-16)Permalink/DOI: https://doi.org/10.9767/bcrec.14.1.2222.9-16