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Synfacts 2008(1): 0035-0035  
DOI: 10.1055/s-2007-992406
Synthesis of Materials and Unnatural Products
© Georg Thieme Verlag Stuttgart · New York

A Highly Selective Fluorescent Probe for Thiophenols

Contributor(s): Timothy M. Swager, Koushik Venkatesan
W. Jiang, Q. Fu, H. Fan, J. Ho, W. Wang*
University of New Mexico and Sandia National Laboratories, Albuquerque, USA
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Publication History

Publication Date:
18 December 2007 (online)

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Significance

The authors report the design and synthesis of a highly selective probe for thiophenols. The probe was synthesized by a straightforward way in two steps. Reaction of NBD-Cl with ammonium hydroxide in methanol gave 4-amino-7-nitro-2,1,3-benzoxadiazole (2) in 60% yield. Introduction of the sulfonyl moiety into the amino group was achieved by reacting 2 with 2,4-di­nitrobenzenesulfonyl chloride in the presence of NaH in THF to afford the target molecule Probe 1 in 62% yield.