A Novel Method for the Preparation of 3-Amino-4-hydroxybenzenesulfonamide Precursors of "Acid Alizarin Violet N" Derivatives

A Novel Method for the Preparation of 3-Amino-4-hydroxybenzenesulfonamide Precursors of "Acid Alizarin Violet N" Derivatives

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...

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Veröffentlicht in:Synthetic communications 1993-02, Vol.23 (3), p.405-417
Hauptverfasser: Katritzky, Alan R., Wu, Jing, Rachwal, Stanislaw, Macomber, David, Smith, Terrance P.
Format: Artikel
Sprache:eng
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Zusammenfassung: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).
ISSN:0039-7911
1532-2432
DOI:10.1080/00397919308009795