Imidazole compounds and their use for dyeing of keratinous fibres

摘要

Oxidation dye composition comprises one or more developers and an imidazole coupler (I). Oxidation dye composition comprises one or more developers and an imidazole coupler of formula (I) or a salt thereof. [Image] R 1, R 2H; phenyl optionally substituted with halo, OH, 1-4C alkoxy, COOH, CONH 2, 1-4C alkylsulfonyl, SO 3H, alkylsulfinyl, alkylsulfonamido, NR 1 3R 1 4 and Q; or 1-8C alkyl optionally substituted with OH, 1-4C alkoxy, COOH, CONH 2, 1-4C alkylsulfonyl, SO 3H, alkylsulfinyl, alkylsulfonamido or NR 1 3R 1 4; or NR 1R 2 is a 5- to 8-membered heterocycle in which C atoms can be replaced by O, N, S or SO 2 and C atoms can be substituted with R 5; Q : 1-4C alkyl optionally substituted with OH, 1-4C alkoxy, COOH, CONH 2, 1-4C alkylsulfonyl, SO 3H, alkylsulfinyl, alkylsulfonamido or NR 1 3R 1 4; R 4R 1, R 2, NR 2 2R 2 3 or 5- or 6-membered heteroaryl optionally substituted with OH, 1-2C alkoxy, NH 2, dimethylamino, 2-hydroxyethylamino, bis(2-hydroxyethyl)amino and Cl; R 2 2, R 3 3H, acyl or 1-2C alkyl optionally substituted with OH or 1-2C alkoxy; R 5halo; 1-4C alkyl optionally substituted with OH, COOH, 1-4C alkoxycarbonyl, 1-4C alkoxy or NR 6R 7; COOH; CONH 2; 1-4C alkylsulfonyl; alkylsulfonamido; OH; 1-4C alkoxy; 2-4C hydroxyalkoxy; SO 2NH 2; 1-4C alkylthio; 1-4C alkylsulfinyl; 1-4C alkylsulfonyl; or NR 8R 9; R 3H; 1-4C alkylsulfonyl; 1-8C alkyl optionally substituted with OH, OR 1 0, COOH, CONH 2, 1-4C alkylsulfonyl, SO 3H, 1-4C alkylsulfinyl, alkylsulfonamido or NR 1 1R 1 2; or phenyl or 5- or 6-membered heteroaryl optionally substituted with halo, OH, 1-4C alkoxy, COOH, CONH 2, 1-4C alkylsulfonyl, SO 3H, alkylsulfinyl, alkylsulfonamido, NR 1 3R 1 4 and Q; R 1 01-4C alkyl optionally substituted with OH, 1-2C alkoxy, NH 2, mono- or di(1-4C alkyl)amino or 2-4C (poly)hydroxyalkylamino; R 6-R 9, R 1 1-R 1 4H, acyl, CONH 2 or Q'; or NR 1 1R 1 2 is a 5- to 8-membered ring optionally substituted with halo, OH, 1-4C alkoxy, COOH, CONH 2, 1-4C alkylsulfonyl, SO 3H, alkylsulfinyl, 1-4C thioether, alkylsulfonamido, NR 1 3R 1 4 and Q; Q' : 1-4C alkyl optionally substituted with OH, 1-4C alkoxy, COOH, CONH 2, 1-4C alkylsulfonyl, SO 3H, alkylsulfinyl, alkylsulfonamido, NH 2, mono- or di(1-4C alkyl)amino or 2-4C (poly)hydroxyalkylamino; and X : H; halo; 1-4C alkoxy; phenoxy optionally substituted with halo, OH, 1-4C alkoxy, 1-4C alkoxycarbonyl, CONH 2, sulfino, 1-4C alkylsulfonyl, SO 3H, alkylsulfinyl, 1-4C thioether, alkylsulfonamido, NR 1 3R 1 4 and 1-4C alkyl; or 1-4C thioether optionally substituted with OH, 1-2C alkoxy, COOH, SO 3H and CONH 2. Independent claims are also included for: (1) oxidation dyeing of keratinic fibers by applying the due composition in the presence of an oxidizing agent; (2) kit comprising the dye composition in one compartment and an oxidizing agent in another compartment; (3) new compounds (I) with the definitions given below. X : H, Cl or Br; 1-4C alkoxy; or 1-4C thioether optionally substituted with OH, 1-2C alkoxy, COOH, SO 3H and CONH 2; R 1-R 4groups as defined above, except that R 3 must be 1-8C alkyl substituted with at least 2 of OH, 1-4C alkoxy, COOH, CONH 2, SO 3H or NR 1 1R 1 2, or phenyl optionally substituted with halo, OH, 1-4C alkoxy, COOH, CONH 2, NR 1 3R 1 4 and 1-4C alkyl, when X is H, Cl or Br.