Patent EP-0181585-A2 (EP)
Inventor: SPRINGER HARTMUT DR
IPC: D06P1/384
Filed: 1985-11-02
Abstract: 1. A monoazo compound of the formula (1)  see diagramm : EP0181585,P14,F1  in which K denotes a radical of the formula (2) or (3)  see diagramm : EP0181585,P14,F2   see diagramm : EP0181585,P14,F3  and the remaining formula radicals have the following meaning : Y is the vinyl group or a group of the formula (4) -CH2 -CH2 -X in which X denotes a substituent which is eliminatable by means of an alkali with formation of the vinyl group ; R**1 is a hydrogen atom, an alkyl group of 1 to 4 carbon atoms, an alkoxy group of 1 to 4 carbon atoms, a sulfo group (conforming to the formula -SO3 M, in which M is a hydrogen atom or an alkali metal or one equivalent of an alkaline earth metal), a carboxyl group (conforming to the formula -COOM where M has the abovementioned meaning) or a halogen atom ; R**2 is a hydrogen atom, an alkyl group of 1 to 4 carbon atoms, an alkoxy group of 1 to 4 carbon atoms, a halogen atom, the cyano group, a trifluoromethyl group, an alkanoylamino group of 2 to 5 carbon atoms, or an alkylsulfonylamino group of 1 to 4 carbon atoms, or R**2 is a sulfamoyl group which can be monosubstituted or disubstituted at the nitrogen atom by 1 or 2 substituents from the group consisting of alkyl of 1 to 4 carbon atoms, substituted alkyl of 1 to 4 carbon atoms, cycloalkyl, phenyl and substituted phenyl, or R**2 is the ureido group or a ureido group which can monosubstituted or disubstituted at the terminal nitrogen atom by 1 or 2 substituents from the group consisting of alkyl of 1 to 4 carbon atoms, substituted alkyl of 1 to 4 carbon atoms, cycloalkyl, phenyl and substituted phenyl ; R**3 is a hydrogen atom or an alkyl group of 1 to 6 carbon atoms, preferably of 1 to 4 carbon atoms, which can be substituted by one or two substituents selected from the group consisting of alkoxy of 1 to 4 carbon atoms, halogen, cyano, hydroxyl, carboxyl, sulfo, sulfato (conforming to the formula -OSO3 M where M has the abovementioned meaning), phosphato (conforming to the formula -OPO3 M2 where M has the abovementioned meaning), carbamoyl, sulfamoyl, N-(C1 -C4 -alkyl)carbamoyl having a sulfato, phosphato, hydroxyl or sulfo group as substituent in the alkyl radical, N-(C1 -C4 -alkyl)sulfamoyl having a sulfato, phosphato, hydroxyl or sulfo group as substituent in the alkyl radical, N,N-di(C1 -C4 -alkyl)sulfamoyl having a sulfato, phosphato, hydroxyl or sulfo group as substituent in either or both alkyl radicals and N,N-di(C1 -C4 -alkyl)carbamoyl having a sulfato, phosphato, hydroxyl or sulfo group as substituent in either or both alkyl radicals, or R**3 is an alkenyl group of 2 to 5 carbon atoms ; R**4 is an alkyl group of 1 to 6 carbon atoms, preferably of 1 to 4 carbon atoms, which can be substituted by one or two substituents selected from the group consisting of alkoxy of 1 to 4 carbon atoms, halogen, cyano, hydroxyl, carboxyl, sulfo, sulfato, phosphato, carbamoyl, sulfamoyl, N-(C1 -C4 -alkyl)-carbamoyl having a sulfato, phosphato, hydroxyl or sulfo group as substituent in the alkyl radical, N-(C1 -C4 -alkyl)sulfamoyl having a sulfato, phosphato, hydroxyl or sulfo group as substituent in the alkyl radical, N,N-di(C1 -C4 -alkyl)sulfamoyl having a sulfato, phosphato, hydroxyl or sulfo group as substituent in either or both alkyl radicals and N,N-di(C1 -C4 -alkyl)-carbamoyl having a sulfato, phosphato, hydroxyl or sulfo group as substituent in either or both alkyl radicals, or is an alkenyl group of 2 to 4 carbon atoms ; R is a methyl group, a carboxyl group, a carbalkoxy group of 2 to 5 carbon atoms, a carbamoyl group or an optionally sulfo-, carboxyl-, methyl-, ethyl-, methoxy-, ethoxy- and/or chlorine-substituted phenyl radical ; Q is a phenyl radical which can be substituted, or is a naphthyl radical which can be substituted by 1, 2 or 3 sulfo groups and if desired by an alkyl group of 1 to 4 carbon atoms, an alkoxy group of 1 to 4 carbon atoms, a chlorine atoms or an alkanoylamino group of 2 to 5 carbon atoms.