Telescopic Synthesis of Azo Compounds via Stable Arenediazonium Tosylates by Using n-Butyl Nitrite as Diazotization Reagent

Khaligh, Nader Ghaffari and Hamid, Sharifah Bee Abd and Johari, Suzaimi (2019) Telescopic Synthesis of Azo Compounds via Stable Arenediazonium Tosylates by Using n-Butyl Nitrite as Diazotization Reagent. Polycyclic Aromatic Compounds, 39 (4). pp. 346-352. ISSN 1040-6638, DOI https://doi.org/10.1080/10406638.2017.1326951.

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Official URL: https://doi.org/10.1080/10406638.2017.1326951

Abstract

A multi-step catalyst-free synthesis of azo compounds by using n-butyl nitrite as a diazotization reagent and p-toluene sulfonic acid as a mild acidic agent in ethanol/water mixed solvent was investigated. In the combined one-pot synthesis process, no nitrous acid was produced during the diazotization. By controlling the conditions in a continuous process, a 62–88% yield was obtained. The current method has the following advantages: reduce waste by avoiding solvent for the purification of products in the diazotization step; save energy, time, and cost; work under environmentally benign conditions, and produce a good amount of products with potential use as azo-dyes, pigments, and therapeutic agents. © 2017, © 2017 Taylor & Francis Group, LLC.

Item Type: Article
Funders: High Impact Research Grant (No. H-21001-F0032) for Scientific Research from University of Malaya, Malaysia
Uncontrolled Keywords: Azo coupling reaction; enviromentally benign; Knoevenagel's method; stable arenediazonium salt; telescopic reaction
Subjects: Q Science > QD Chemistry
Divisions: Deputy Vice Chancellor (Research & Innovation) Office > Nanotechnology & Catalysis Research Centre
Depositing User: Ms. Juhaida Abd Rahim
Date Deposited: 23 Apr 2020 14:33
Last Modified: 23 Apr 2020 14:33
URI: http://eprints.um.edu.my/id/eprint/24229

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