Open Chemistry Journal

2016, 3 : 42-55
Published online 2016 May 31. DOI: 10.2174/1874842201603010042
Publisher ID: CHEM-3-42

RESEARCH ARTICLE
 Synthesis and Characterization of a Series of 1-Aryl-4-[Aryldiazenyl]-piperazines. Part II. 1-Aryl-4-(2-Aryl-1-Diazenyl)-piperazines with Fluoro-, chloro-, Methyl-, Cyano- and Acetyl Substituents in The 1-Aryl Group

Karen O’Malleya, * and Keith Vaughanb, *
a ALS Environmental, Calgary, AB Canada
bDepartment of Chemistry, Saint Mary’s University Halifax, Nova Scotia B3H 3C3, Canada

* Address correspondence to these authors at the Department of Chemistry, Saint Mary’s University Halifax, Nova Scotia B3H 3C3; Phone: (902)-420-5650; Fax: (902)-496-8104; E-mail: , keith.vaughan@smu.ca

ABSTRACT

This paper reports the synthesis and characterization of eight series of 1-aryl-4-(2-aryl-1-diazenyl)-piperazines (12 to 19). Several series of these triazenes have been synthesized by the diazotization of a primary arylamine followed by diazonium coupling with a secondary arylpiperazine . The arylpiperazines used in this study are: 1-phenylpiperazine, 1-(4-fluorophenyl-)piperazine, 1-(4-chlorophenyl-)piperazine, 1-(3,4-dichlorophenyl-)piperazine, 1-(2-methylphenyl-)-piperazine, 1-(4-acetophenyl-)-piperazine, 1-(2-pyridyl-)piperazine and 2-cyanophenylpiperazine. These new triazenes (series 12-19) have been identified with a cocktail of contemporary spectroscopic techniques, notably infra-red and nuclear magnetic spectroscopy, supported by high resolution electron ionization mass spectrometry.

Keywords:

1-Arylpiperazine, Aryldiazenylpiperazines, Diazonium Coupling, IR spectroscopy, Mass Spectrometry, NMR, Triazene.