Patent ID: 6419711
Filing Date: 2002-07-16
Classification: A61K,A61Q,C07C,C07D

Abstract:
A composition for oxidation dyeing of keratin fibres comprising, in a medium suitable for dyeing, at least one coupler chosen from monobenzenic couplers of formula (I) and the acid addition salts thereof: wherein:R1, R2 and R3, which may be identical or different, are each chosen from hydrogen atoms, halogen atoms, groups Z as defined below, groups â€”COâ€”Z, group â€”COâ€”OZ, (C1-C6)alkylcarbonyl groups, amino(C1-C8)alkylcarbonyl groups, Nâ€”Z-amino(C1-C6)alkylcarbonyl groups, Nâ€”(C1-C6)alkylamino(C1-C6)alkylcarbonyl groups, N,N-di(C1-C6)alkylamino(C1-C6)alkylcarbonyl groups, amino(C1-C6)alkylcarbonyl(C1-C6)alkyl groups, Nâ€”Z-amino(C1-C6)alkylcarbonyl(C1-C6)alkyl groups, Nâ€”(C1-C6)alkylamino(C1-C6)alkylcarbonyl(C1-C6)alkyl groups, N,N-di(C1-C6)alkylamino(C1-C6)alkylcarbonyl(C1-C6)alkyl groups, carboxyl groups, (C1-C6)alkylcarboxyl groups, C1-C6 alkylsulphonyl groups, aminosulphonyl groups, Nâ€”Z-aminosulphonyl groups, C1-C6 N-alkylaminosulphonyl groups, N,N-di(C1-C6)alkylaminosulphonyl groups, C1-C6aminosulphonylalkyl groups, C1-C6 Nâ€”Z-aminosulphonylalkyl groups, Nâ€”(C1-C6)alkylaminosulphonyl(C1-C6)alkyl groups, N,N-di(C1-C6)alkylaminosulphonyl(C1-C6)alkyl groups, carbamyl groups, N-(C1-C6)alkylcarbamyl groups, N,N-di(C1-C6)alkylcarbamyl groups, carbamyl(C1-C6)alkyl groups, Nâ€”(C1-C6)alkylcarbamyl(C1-C6)alkyl groups, N,N-di(C1-C6)alkylcarbamyl(C1-C6)alkyl groups, C1-C6 alkyl groups, C1-C6 monohydroxyalkyl groups, C2-C6 polyhydroxyalkyl groups, (C1-C6)alkoxy(C1-C6)alkyl groups, C1-C6 trifluoroalkyl groups, cyano groups, groups OR6, groups R6 and amino groups protected with at least one group chosen from (C1-C6)alkylcarbonyl groups, (C1-C6)alkylcarboxyl groups, trifluoro(C1-C6)alkylcarbonyl groups, amino(C1-C6)alkylcarbonyl groups, Nâ€”Z-amino(C1-C6)alkylcarbonyl groups, Nâ€”(C1-C6)alkylamino(C1-C6)alkylcarbonyl groups, N,N-di(C1-C6)alkylamino(C1-C6)alkylcarbonyl groups, (C1-C6)alkylcarboxyl groups, carbamyl groups, Nâ€”(C1-C6)alkylcarbamyl groups, N,N-di(C1-C6)alkylcarbamyl groups, C1-C6 alkylsulphonyl groups, aminosulphonyl groups, Nâ€”Z-aminosulphonyl groups, C1-C6 N-alkylaminosulphonyl groups, N,N-di(C1-C6)alkylaminosulphonyl groups, thiocarbamyl groups, formyl groups, groups â€”COâ€”Z and groups â€”COâ€”OZ; wherein: R6, which may be identical or different, are each chosen from C1-C6 alkyl groups, C1-C6 monohydroxyalkyl groups, C2-C6 polyhydroxyalkyl groups, groups Z as defined below, (C1-C6)alkoxy(C1-C6)alkyl groups, aryl groups, benzyl groups, carboxy(C1-C6)alkyl groups, (C1-C6)alkylcarboxy(C1-C6)alkyl groups, cyano(C1-C6)alkyl groups, carbamyl(C1-C6)alkyl groups, Nâ€”(C1-6)alkylcarbamyl(C1-C6)alkyl groups, N,N-di(C1-C6)alkylcarbamyl(C1-C6)alkyl groups, C1-C6 trifluoroalkyl groups, C1-C6 aminosulphonylalkyl groups, C1-C6 Nâ€”Z-aminosulphonylalkyl groups, Nâ€”(C1-C6)alkylaminosulphonyl(C1-C6)alkyl groups, N,N-di(C1-C6)alkylaminosulphonyl(C1-C6)alkyl groups, (C1-C6)alkylsulphinyl(C1-C6)alkyl groups, (C1-C6)alkylsulphonyl(C1-C6)alkyl groups, (C1-C6)alkylcarbonyl(C1-C6)alkyl groups, C1-C6 aminoalkyl groups and C1-C6 aminoalkyl groups wherein said amino group is substituted with one or two groups, which may be identical or different, each chosen from C1-C6 alkyl groups, C1-C6 monohydroxyalkyl groups, C2-C6 polyhydroxyalkyl groups, (C1-C6)alkylcarbonyl groups, formyl groups, trifluoro-(C1-C6)alkylcarbonyl groups, (C1-C6)alkylcarboxyl groups, carbamyl groups, Nâ€”(C1-C6)alkylcarbamyl groups, N,N-di(C1-C6)alkylcarbamyl groups, thiocarbamyl groups, C1-C6 alkylsulphonyl groups, groups Z, groups â€”COâ€”Z and groups â€”COâ€”OZ; A1 is chosen from groups â€”NR4R5 and hydroxyl groups, wherein R4 and R5 are as defined below; and A2 is chosen from groups â€”NRâ€²4Râ€², and hydroxyl groups, wherein: R4, Râ€²4, R5 and Râ€²5, which may be identical or different, are each chosen from hydrogen atoms, groups Z as defined below, C1-C6 alkyl groups, C1-C6 monohydroxyalkyl groups, C2-C6 polyhydroxyalkyl groups, (C1-C6)alkoxy(C1-C6)alkyl groups, aryl groups, benzyl groups, cyano(C1-C6)alkyl groups, carbamyl(C1-C6)alkyl groups, Nâ€”(C1-C6)alkylcarbamyl(C1-C6)alkyl groups, N,N-di(C1-C6)alkylcarbamyl(C1-C6)alkyl groups, thiocarbamyl(C1-C6)alkyl groups, C1-C6 trifluoroalkyl groups, C1-C6 sulphoalkyl groups, (C1-C6)alkylcarboxy(C1-C6)alkyl groups, (C1-C6)alkylsulphinyl(C1-C6)alkyl groups, C1-C6 aminosulphonylalkyl groups, C1-C6 Nâ€”Z-aminosulphonylalkyl groups, Nâ€”(C1-C6)alkylaminosulphonyl(C1-C6)alkyl groups, N,N-di(C1-C6)alkylaminosulphonyl(C1-C6)alkyl groups, (C1-C6)alkylcarbonyl(C1-C6)alkyl groups, C1-C6 aminoalkyl groups, C1-C6 aminoalkyl groups wherein said amino group is substituted with one or two groups, which may be identical or different, each chosen from C1-C6 alkyl groups, C1-C6 monohydroxyalkyl groups, C2-C6 polyhydroxyalkyl groups, (C1-C6)alkylcarbonyl groups, carbamyl groups, Nâ€”(C1-C6)alkylcarbamyl groups, N,N-di(C1-C6)alkylcarbamyl groups, C1-C6 alkylsulphonyl groups, formyl groups, trifluoro(C1-C6)alkylcarbonyl groups, (C1-C6)alkylcarboxyl groups, thiocarbamyl groups, groups Z, groups â€”COâ€”Z and groups â€”COâ€”OZ, wherein: one of said R4, Râ€²4, R5 and Râ€²5, which may be identical or different, may optionally also be chosen from (C1-C6)alkylcarboxyl groups, (C1-C6)alkylcarbonyl groups, formyl groups, trifluoro(C1-C6)alkylcarbonyl groups, amino(C1-C6)alkylcarbonyl groups, Nâ€”Z-amino(C1-C6)alkylcarbonyl groups, Nâ€”(C1-C6)alkylamino(C1-C6)alkylcarbonyl groups, N,N-di(C1-C6)alkylamino(C1-C6)alkylcarbonyl groups, carbamyl groups, Nâ€”(C1-C6)alkylcarbamyl groups, N,N-di(C1-C6)alkylcarbamyl groups, thiocarbamyl groups, aminosulphonyl groups, Nâ€”Z-aminosulphonyl groups, Nâ€”(C1-C6)alkylaminosulphonyl groups, N,N-di(C1-C6)alkylaminosulphonyl groups, (C1-C6)alkylsulphonyl groups, groups â€”COâ€”Z and groups â€”COâ€”OZ; groups Z, which may be identical or different, are each chosen from groups of formula (II): â€ƒwherein: B is a linker arm chosen from linear and branched divalent alkyl groups, which are optionally interrupted by at least one heteroatom and which are optionally substituted with at least one group chosen from hydroxyl groups and C1-C6 alkoxy groups; R7, R8 and R9, which may be identical or different, are each chosen from C1-C6 alkyl groups, C1-C6 monohydroxyalkyl groups, C2-C6 polyhydroxyalkyl groups, (C1-C6)alkoxy(C1-C6)alkyl groups, cyano(C1-C6)alkyl groups, aryl groups, benzyl groups, carbamyl(C1-C6)alkyl groups, Nâ€”(C1-C6)alkylcarbamyl(C1-C6)alkyl groups, tri(C1-C6)alkylsilane(C1-C6)alkyl groups and C1-C6 aminoalkyl groups wherein said amino group is protected with at least one group chosen from (C1-C6)alkylcarbonyl groups, carbamyl groups and (C1-C6)alkylsulphonyl groups, wherein: two of said R7, said R8 and said R9 may optionally form, together with the nitrogen atom to which they are attached, at least one ring comprising at least one heteroatom chosen from 5-membered saturated rings and 6-membered saturated rings, wherein said at least one ring may optionally be substituted with at least one group chosen from halogen atoms, hydroxyl groups, C1-C6 alkyl groups, C1-C6 monohydroxyalkyl groups, C2-C6 polyhydroxyalkyl groups, nitro groups, cyano groups, cyano(C1-C6)alkyl groups, C1-C6 alkoxy groups, tri(C1-C6)alkylsilane(C1-C6)alkyl groups, amido groups, aldehydo groups, carboxyl groups, (C1-C6)alkylcarbonyl groups, thio groups, C1-C6 thioalkyl groups, (C1-C6)alkylthio groups, amino groups, amino groups protected with at least one group chosen from (C1-C6)alkylcarbonyl groups, carbamyl groups and (C1-C6)alkylsulphonyl groups; and one of said R7, said R8 and said R9 may optionally also be chosen from groups Z; Xâˆ’ is chosen from monovalent anions and divalent anions; R10, which may be identical or different, are each chosen from C1-C6 alkyl groups, C1-C6 monohydroxyalkyl groups, C2-C6 polyhydroxyalkyl groups, aryl groups, benzyl groups, C1-C6 aminoalkyl groups, C1-C6 aminoalkyl group wherein said amino group is protected with at least one group chosen from (C1-C6)alkylcarbonyl groups, carbamyl groups and C1-C6 alkylsulphonyl groups, carboxy(C1-C6)alkyl groups, cyano(C1-C6)alkyl groups, carbamyl(C1-C6)alkyl groups, C1-C6 trifluoroalkyl groups, tri(C1-C6)alkylsilane(C1-C6)alkyl groups, C1-C6 sulphonamidoalkyl groups, (C1-C6)alkylcarboxy(C1-C6)alkyl groups, (C1-C6)alkylsulphinyl(C1-C6)alkyl groups, (C1-C6)alkylsulphonyl(C1-C6)alkyl groups, (C1-C6)alkylketo(C1-C6)alkyl groups, Nâ€”(C1-C6)alkylcarbamyl(C1-C6)alkyl groups and Nâ€”(C1-C6)alkylsulphonamido(C1-C6)alkyl groups; x is 0 or 1, with the proviso that: when x=0, said linker arm B is directly bonded to at least one nitrogen atom substituted with R7, R8 and R9; when x=1, two of said R7, R8 and R9 form, together with the nitrogen atom to which they are attached, at least one ring comprising at least one heteroatom chosen from 5-membered saturated rings and 6-membered saturated rings, wherein said at least one ring may optionally be substituted with at least one group chosen from halogen atoms, hydroxyl groups, C1-C6 alkyl groups, C1-C6 monohydroxyalkyl groups, C2-C6 polyhydroxyalkyl groups, nitro groups, cyano groups, cyano(C1-C6)alkyl groups, C1-C6 alkoxy groups, tri(C1-C6)alkylsilane(C1-C6)alkyl groups, amido groups, aldehydo groups, carboxyl groups, (C1-C6)alkylcarbonyl groups, thio groups, C1-C6 thioalkyl groups, (C1-C6)alkylthio groups, amino groups, amino groups protected with at least one group chosen (C1-C6)alkylcarbonyl groups, carbamyl groups and (C1-C6)alkylsulphonyl groups; and said linker arm B is directly bonded to at least one carbon atom of said at least one ring; â€ƒwith the proviso that said monobenzenic couplers of formula (I) comprise at least one group Z; and with the further proviso that when: said monobenzenic couplers of formula (I) comprise only one group Z, A1 is chosen from groups â€”NR4R5 and A2 is chosen from groups â€”NRâ€²4Râ€²5 wherein: R4 and R5, which may be identical or different, are each chosen from hydrogen atoms, C1-C6 alkyl groups and C1-C6 hydroxyalkyl groups, and Râ€²4 and Râ€²5 are each chosen from hydrogen atoms; or R4 and R5 are each chosen from hydrogen atoms, and Râ€²4 and Râ€²5, which may be identical or different, are each chosen from hydrogen atoms, C1-C6 alkyl groups and C1-C6 hydroxyalkyl groups, and only one of said R1, R2 and R3 is chosen from groups OR6, wherein: R6 is chosen from groups Z, wherein: said linker arm B is chosen from divalent C3 alkyl groups monosubstituted in position 2 with a hydroxyl group, and said R7, R8 and R9, which may be identical or different, are each chosen from C1-C6 alkyl groups and C1-C6 hydroxyalkyl groups or together with the nitrogen atom to which they are attached, form a ring chosen from morpholine rings and piperidine rings, â€ƒthen the other two of said R1, R2 and R3 cannot simultaneously be chosen from hydrogen atoms.