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Synthesis 2008(3): 459-463  
DOI: 10.1055/s-2008-1032036
PAPER
© Georg Thieme Verlag Stuttgart · New York

Synthesis of Deuterium-Labeled Azo Dyes of the Sudan Family

Antonio De Nino, Leonardo Di Donna, Loredana Maiuolo*, Fabio Mazzotti, Giovanni Sindona
Dipartimento di Chimica, Università della Calabria, Via P. Bucci, Cubo 12/C, 87030 Arcavacata di Rende (CS), Italy
Fax: +39(984)493307; e-Mail: maiuolo@unical.it;
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Publication History

Received 2 August 2007
Publication Date:
10 January 2008 (online)

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Abstract

Carcinogenic amines are formed in vivo during the metabolism of Sudan azo dyes. The identification and assay of these polluting agents requires the availability of deuterated analogues. Accordingly, two series of derivatives labeled on the phenylazo and naphthol moieties were synthesized. The new compounds were obtained in satisfactory chemical yields and with an excellent degree of labeling. The structures were confirmed by 1H NMR spectroscopy and high-resolution mass spectrometry.

Key words

labeled azo dyes - labeled amines - azo compounds - coupling - deuterium labeling

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