A novel method for the preparation of 3-amino-4-hydroxybenzenesulfonamide percursors of 'acid alizarin violet N' derivatives

Article abstract of DOI:10.1080/00397919308009795

Chlorosulfonation of 2-nitroanisole gave 4-methoxy-3-nitrobenzenesulfonyl chloride (7) which was converted with N-butyl(3-phenylpropyl)amine into benzenesulfonamide (8). Hydrolysis of the ether and reduction of the nitro group of 8 followed by diazotization and coupling with 2-naphthol gave N-butyl-N-(3-phenylpropyl)-4-hydroxy-3-(2-hydroxy-1- naphthyl)azobenzenesulfonamide (1d).

Full text of DOI:10.1080/00397919308009795

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Synthetic Communications: An
International Journal for Rapid
Communication of Synthetic
Organic Chemistry
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A Novel Method for the
Preparation of 3-Amino-4-
hydroxybenzenesulfonamide
Precursors of “Acid Alizarin
Violet N” Derivatives
Alan R. Katritzky a , Jing Wu a , Stanislaw Rachwal a
, David Macomber b & Terrance P. Smith a
a Center for Heterocyclic Compounds, Department
of Chemistry , University of Florida , Gainesville, FL
32611-2046
b 3M Company, Graphics Sector Laboratory 3M
Center , Hudson Road, St. Paul, MN 55144-1000
Published online: 23 Sep 2006.
To cite this article: Alan R. Katritzky , Jing Wu , Stanislaw Rachwal , David Macomber
& Terrance P. Smith (1993) A Novel Method for the Preparation of 3-Amino-4-
hydroxybenzenesulfonamide Precursors of “Acid Alizarin Violet N” Derivatives,
Synthetic Communications: An International Journal for Rapid Communication of
Synthetic Organic Chemistry, 23:3, 405-417, DOI: 10.1080/00397919308009795
To link to this article: http://dx.doi.org/10.1080/00397919308009795
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