Sulfonated quinolone compound and method of preparation

Organic compounds -- part of the class 532-570 series – Organic compounds – Azo

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534642, 534771, 546155, C09B 62006, C09B 62085, C09B 6251, C07D215227

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active

056962410

ABSTRACT:
Novel sulfonated quinolone compounds used in the preparation of fiber reactive dyes having the formula: ##STR1## being N-alkyl substituted-4-hydroxy-6-sulfo-2-quinolone. The alkyl group bonded to the nitrogen in the quinolone has from 1 to 4 carbon atoms which may be further substituted by an hydroxy, amino, or sulfo group. The compounds of the invention may be prepared by the sulfonation of an N-alkyl substituted-4-hydroxy-2-quinolones, ##STR2## followed by selective desulfonation to yield the compounds of interest. New monoazo fiber reactive dyes having the formulas: ##STR3## and their metal complexes, may be prepared from these sulfonated compounds by the diazotization of an amine component, selected from an unsubstituted, or a substituted benzene or naphthalene compound, containing a fiber reactive group, and coupling the diazo component to the compounds of the invention. These dyes are suitable for the dyeing and printing of native and synthetic carbonamide containing fibers, and native or regenerated or synthetic hydroxy containing fibers, especially on cellulose fibrous materials, in the presence of an alkaline agent.

REFERENCES:
patent: 1893646 (1933-01-01), Holzach et al.
patent: 2231705 (1941-02-01), Dickey
patent: 2529924 (1950-11-01), Dickey
Cipolli et al., Chemical Abstracts, 89:36856e (1982).
Stefaniak, Chemical Abstracts, 77:7281r (1972).
Sueda et al., Chemical Abstracts, 82:172594f (1975).
Hawley's Condensed Chemical Dictionary, 11th ed., sulfuric acid, fuming (oleum), p. 1108, 1987.

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