Synthesis and Characterization of a Series of 1-Aryl-4-[aryldiazenyl]- piperazines. Part I. Isomers of N-(2,3-Dimethylphenyl)-N’-(Aryldiazenyl)- Piperazines



Chenguang Fan, Keith Vaughan*
Department of Chemistry, Saint Mary’s University, Halifax, Nova Scotia, B3H 3C3, Canada


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© Fan and Vaughan; Licensee Bentham Open.

open-access license: This is an open access article licensed under the terms of the (https://creativecommons.org/licenses/by/4.0/legalcode), which permits unrestricted, noncommercial use, distribution and reproduction in any medium, provided the work is properly cited.

* Address correspondence to this author at the Department of Chemistry, Saint Mary’s University, Halifax, Nova Scotia, B3H 3C3, Canada; Tel: 902-420-5650; E-mail: keith.vaughan@smu.ca


Abstract

This paper describes the synthesis of several new series of 1-(2-aryldiazen-1-yl-) 4-arylpiperazines and 1-(2- aryldiazen-1-yl-)4-arylalkylpiperazines by using diazonium coupling between arenediazonium ions with the appropriate 1-arylpiperazine or the 1-arylalkylpiperazine. The new compounds have a common thread in that they are isomers of the series of N-(2,3-dimethylphenyl)- N’-(aryldiazenyl)-piperazines. The new triazenes have been characterized by IR and NMR spectroscopy and mass spectrometry.

Keywords: Arylpiperazine; diazonium ion, 1-(2,3-dimethylphenyl-)piperazine, IR spectroscopy, Mass spectrometry, 1-(2- methylphenylmethyl-)piperazine, 1-(3-methylphenylmethyl-)piperazine, 1-(4-methylphenylmethyl-)piperazine, NMR spectroscopy, piperazine, triazene.