1-Amino-2-sulfo-(4'-pyrazolonyl-phenyl)-aminoanthraquinone compo

Details 1-Amino-2-sulfo-(4'-pyrazolonyl-phenyl)-aminoanthraquinone compo 1-Amino-2-sulfo-(4'-pyrazolonyl-phenyl)-aminoanthraquinone compo

1980-10-31

1983-07-19

Higel, Floyd D.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

260141, 260153, 260154, 260157, 260158, 260163, 260193, C09B 6245, C09B 62503, C09B 62505, D06P 1384

Patent

active

043943101

ABSTRACT:
New water-soluble anthraquinone-azo compounds of the general formula ##STR1## and their salts; in this formula the R.sub.1 s both are sulfo groups, or one of the two is a hydrogen atom and the other is a sulfo group, R is hydrogen or lower alkyl and D, as the radical of a diazo component, is the benzene or naphthalene nucleus, which is monosubstituted or disubstituted by a fiber-reactive group Z, corresponding to the index n being 1 or 2, and which furthermore can be substituted by 1 to 3 substituents selected from lower alkyl, lower alkoxy, halogen, nitro and sulfo. The new azo compounds are very suitable as dyestuffs for dyeing fiber materials containing hydroxy groups or carbonamide groups, such as natural or synthetic polyamide fibers or polyurethane fibers and cellulose fibers, yielding deep dyeing and prints with very good fastness properties to wet processing and very good fastness properties to light.
The new compounds of the above formula are obtained by diazotizing a 1-amino-2-sulfo-4-(4'-aminophenyl)-aminoanthraquinone compound, which is substituted by sulfo in the 2'- and/or 5'-position, by means of an equivalent amount of sodium nitrite in the presence of a mineral acid, coupling this diazonium salt with an acetylsuccinic acid ester of a lower alkanol, cyclizing this radical of the coupling component to the pyrazolone ring and coupling the pyrazolono-phenylamino-anthraquinone compound, thus obtained, with a diazonium compound of an amine of the formula

REFERENCES:
patent: 2459226 (1949-01-01), Kendall et al.
patent: 2824093 (1958-02-01), Benz et al.
patent: 2938024 (1960-05-01), Brassel et al.
patent: 3252990 (1966-05-01), Green et al.
patent: 3717624 (1973-02-01), Buehler et al.

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