2,6-Dihydroxy-3-cyano-4-methylpyridine containing azo dyes which contain a functional amino group

Claim 2

A basic azo dyestuff of the formula ##EQU7## in which A is unsubstituted or substituted phenylene, biphenylene or naphthylene which, when substituted, is substituted by one or more of halogen, alkyl, or alkoxy, or is mono-substituted by nitro, sulphonamide, phenyl, phenoxy, phenylazo, halogen alkyl, alkylsulphonyl, N-alkyl sulphonamide or carbalkoxy where in each case the alkyl radical contains at most 4 carbon atoms, Z is a direct bond, --O--, --S--, --NR'--, --CO--, --OCO--, --NR'CO--, --NR'SO 2 --, --SO 2 --, ##EQU8## --COOC 2 H 4 --O-- ##SPC16## where R' is hydrogen or lower alkyl, Y is C 1 -C 6 alkylene, C 1 -C 6 alkylene interrupted by --S--, --O--, or --NH--, or with N, R 1 and R 3 or with N and R 3 forms benztriazolyl, benzimidazolyl, triazolyl or pyridyl, R 1 and R 2 each is hydrogen, alkyl of 1 to 4 carbon atoms, phenyl, benzyl or cyclohexyl, R 3 is hydrogen, alkyl of 1 to 4 carbon atoms, benzyl, cyclohexyl, alkoxy of 1 to 4 carbon atoms or amino, or where one or more of R 1 , R 2 and R 3 together with N forms pyridyl, piperidyl, quinolyl, morpholinyl, pyrrolidyl or cyclohexylamine, X - is an anion and n is 1 or 2.

Claim 3

A basic azo dyestuff, according to claim 1, wherein A represents phenylene or substituted phenylene, Y represents C 1 -C 6 alkylene, and Z is --CO--.

Claim 4

A basic azo dyestuff according to claim 1 of the formula ##SPC17## in which V is nitro, alkylsulphonyl, sulphonamide or N-alkylsulphonamide, where, in each case, the alkyl radical contains at most 4 carbon atoms, W is --O--, --S--, a direct bond, ##SPC18## --SO 2 --, --SO 2 NR 4 --, --COO--, or --NHCO-- where R 4 is hydrogen or lower alkyl.

Claim 5

A basic azo dyestuff according to claim 1 in which Y is methylene or ethylene, and R 1 and R 2 each is methyl, ethyl, phenyl or hydrogen.

Claim 6

A basic azo dyestuff according to claim 1 in which R 1 , R 2 and R 3 is each methyl or ethyl or where one or more of R 1 , R 2 and R 3 with N forms pyridyl, piperidyl, quinolyl, morpholinyl, pyrrolidyl or cyclohexylamine.

Claim 7

A basic azo dyestuff according to claim 1 in which X is Cl - , Br - , I - , SO 4 =, alkyl--SO 3 -- where the alkyl group contains 1 to 7 carbon atoms, phenyl--SO 3 -- or C 1 -C 2 alkyl--SO 4 --.

Claim 8

A basic azo dyestuff as claimed in claim 1, wherein Z represents --O--, --S--, --NR'--, --CO--, --OCO--, --NR'CO-- or --NR'SO 2 --, wherein R' denotes hydrogen or lower alkyl.

Claim 9

Basic azo dyestuffs as claimed in claim 1 of the formula ##SPC19## in which W 1 denotes a direct bond or a --SO 2 --, --SO 2 NR 4 --, --CONR 4 -- or --COO-- bridge and R 1 , R 2 , R 3 , R 4 , X, Y and n have the above mentioned significance.

Claim 10

The dyestuff of claim 1 of the formula ##SPC20##

Claim 11

The dyestuff of claim 1 of the formula ##SPC21##

Claim 12

The dyestuff of claim 1 of the formula ##SPC22##

Claim 13

The dyestuff of claim 1 of the formula ##SPC23##

Claim 14

The dyestuff of claim 1 of the formula ##SPC24##

Claim 15

The dyestuff of claim 1 of the formula ##SPC25##

Claim 16

The dyestuff of claim 1 of the formula ##SPC26##

Claim 17

A basic azo dyestuff of the formula ##EQU9## wherein A 1 is pyridyl, pyrazolyl, imidazolyl, triazolyl, tetrazolyl, oxazolyl, thiazolyl, selenazolyl, oxadiazolyl, thiadiazolyl, pyrimidyl, triazinyl, quinolinyl, indazolyl, benzimidazolyl, naphthimidazolyl, benzoxazolyl, naphthoxazolyl, benzthiazolyl, naphthothiazolyl or benzoselenazolyl, benzimidazolyl substituted by chloro, 3-methylpyrazolyl bound to the azo group in 5-position or thiazolyl, thiadiazolyl or benzthiazolyl substituted by lower alkyl and wherein W denotes a direct bond, --SO 2 --NH--, --COO--, --NHCO--, --S--, --O--, or phenylene, Y is C 1 -C 6 alkylene, C 1 -C 6 alkylene interrupted by --S--, --O--, or --NH--, or with N, R 1 and R 3 or with N and R 3 forms benztriazolyl, benzimidazolyl, triazolyl or pyridyl, R 1 and R 2 each is hydrogen, alkyl of 1 to 4 carbon atoms, phenyl, benzyl or cyclohexyl, R 3 is hydrogen, alkyl of 1 to 4 carbon atoms, benzyl, cyclohexyl, alkoxy of 1 to 4 carbon atoms or amino or where one or more of R 1 , R 2 and R 3 together with N forms pyridyl, piperidyl, quinolyl, morpholinyl, pyrrolidyl or cyclohexylamine, X - is an anion and n is 1 or 2.

Claim 18

A basic azo dyestuff of the formula ##EQU9## wherein A 1 is pyridyl, pyrazolyl, imidazolyl, triazolyl, tetrazolyl, oxazolyl, thiazolyl, selenazolyl, oxadiazolyl, thiadiazolyl, pyrimidyl, triazinyl, quinolinyl, indazolyl, benzimidazolyl, naphthimidazolyl, benzoxazolyl, naphthoxazolyl, benzthiazolyl, naphthothiazolyl or benzoselenazolyl, benzimidazolyl substituted by chloro, 3-methylpyrazolyl bound to the azo group in 5-position or thiazolyl, thiadiazolyl or benzthiazolyl substituted by lower alkyl and wherein W denotes a direct bond, --SO 2 --NH--, --COO--, --NHCO--, --S--, --O--, or phenylene, Y is C 1 -C 6 alkylene, C 1 -C 6 alkylene interrupted by --S--, --O--, or --NH--, or with N, R 1 and R 3 or with N and R 3 forms benztriazolyl, benzimidazolyl, triazolyl or pyridyl, R 1 and R 2 each is hydrogen, alkyl of 1 to 4 carbon atoms, phenyl, benzyl or cyclohexyl, R 3 is hydrogen, alkyl of 1 to 4 carbon atoms, benzyl, cyclohexyl, alkoxy of 1 to 4 carbon atoms or amino or where one or more of R 1 , R 2 and R 3 together with N forms pyridyl, piperidyl, quinolyl, morpholinyl, pyrrolidyl or cyclohexylamine, X - is an anion and n is 1 or 2.

Claim 19

The dyestuff of claim 15 of the formula ##SPC27##

Claim 20

The dyestuff of claim 16 of the formula ##SPC28##

Claim 21

The dyestuff of claim 16 of the formula ##EQU10##