Disubstituted isothiazole azo dyes containing tetrahydroquinoline type couplers

Claim 1

A compound of the formula ##STR35## wherein R 1 and R 2 are each selected from cyano, bromo, chloro, formyl, lower alkoxycarbonyl, lower alkyl, lower alkylsulfonyl, thiocyanato, carbamoyl, lower alkylcarbamoyl, hydroxy substituted lower alkylcarbamoyl, and lower alkanoyl; R 3 and R 4 are each selected from hydrogen, fluorine, chlorine, bromine, lower alkyl, cycloalkyl, lower alkoxy, phenoxy, lower alkylthio, arylthio, and radicals having the formula --NH--X--R 10 in which X is --CO--, --COO--, or --SO 2 and R 10 is selected from lower alkyl and lower alkyl substituted with halogen, hydroxy, phenoxy, aryl, cyano, cycloalkyl, lower alkylsulfonyl, lower alkylthio, lower alkanoyloxy, or lower alkoxy, and when X is --CO--, R 10 also can be hydrogen, amino, lower alkylamino, lower dialkylamino, arylamino, aryl, or furyl; R 5 is selected from hydrogen; cycloalkyl; cycloalkyl substituted with one or two groups selected from lower alkyl, --OH, lower alkoxy, halogen and hydroxy substituted lower alkyl; phenyl; phenyl substituted with lower alkyl, lower alkoxy, halogen, lower alkanoylamino, cyano or lower alkoxycarbonyl; straight or branched lower alkenyl; straight or branched alkyl of 1-8 carbons; and straight or branched alkyl of 1-8 carbons substituted with the following: hydroxy; halogen; cyano; succinimido; glutarimido; phthalimido; 2-pyrrolidono; cyclohexyl; phenyl; phenyl substituted with lower alkyl, lower alkoxy, halogen, lower alkanoylamino, cyano or lower alkoxycarbonyl; lower alkanoylamino; vinylsulfonyl; acrylamido; phthalimidinyl; benzoylsulfonicimidyl; lower alkylsulfonamido; phenylsulfonamido; lower alkoxycarbonylamino; lower alkylcarbamoyloxy; lower alkoxycarbonyl; lower alkoxycarbonyloxy; groups of the formula ##STR36## wherein Y is --NH--, --NH--lower alkylene, --O--, --S--, or --CH 2 O--; --S--R 11 wherein R 11 is lower alkyl, phenyl, phenyl substituted with halogen, lower alkyl, lower alkoxy, lower alkanoylamino, cyano, or lower alkoxycarbonyl, pyridyl, pyrimidinyl, benzoxazolyl, benzimidazolyl, benzothiazolyl, or ##STR37## --OXR 10 ; --NH--X--R 10 ; --X--R 10 ; --CONR 12 R 12 ; --SO 2 NR 12 R 12 ; wherein R 10 and X are as defined as above and each R 12 is selected from H and R 10 ; lower alkoxy; lower alkoxy substituted with hydroxy, cyano, lower alkanoyloxy, or lower alkoxy; phenoxy; or phenoxy substituted with one or more of lower alkyl, lower alkoxy or halogen; R 6 , R 7 , and R 8 are each selected from hydrogen and lower alkyl; and R 9 is selected from H, --OH, --Cl, --CONH 2 , --CONH--lower alkyl, lower alkoxy, phenoxy, --SR 11 , and --OXR 10 wherein R 10 and R 11 are as defined above.