DOI: https://doi.org/10.9767/bcrec.14.1.2222.9-16

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

Department of Chemistry, Faculty of Mathematics and Natural Sciences, Universitas Sebelas Maret, Jl. Ir. Sutami 36A, Surakarta 57126, Indonesia

Received: 14 Feb 2018; Revised: 7 Aug 2018; Accepted: 20 Aug 2018; Available online: 25 Jan 2019; Published: 15 Apr 2019.
Editor(s): Istadi Istadi
Open Access Copyright (c) 2019 by Authors, Published by BCREC Group under http://creativecommons.org/licenses/by-sa/4.0.

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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. 

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Keywords: 1,5-Benzodiazepine; Catalyst Reusability; Heterogenous Catalyst; Natural Zeolite; Solvent-Free

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Section: Original Research Articles
Language : EN
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