Patent FR-2873369-A1 (FR)
Title: New phenylazonaphthalenol derivatives useful for coloring keratinous fibers
Inventor: GREAVES ANDREW
IPC: C07D251/50
Filed: 2004-07-23
Abstract: Phenylazonaphthalenol derivatives (A) are new. Phenylazonaphthalenol derivatives (A) of formulae (I and II) are new. J : H, halo (preferably Cl or F), OH, NO 2, CN, 1-4C alkyl radical (optionally substituted by OH, 1-4C alkoxy radical and/or amino (substituted by 1-4C alkyl radicals), 1-4C alkoxy radical, amino substituted by 1-4C alkyl radical (optionally substituted by OH or amino (substituted by 1-4C alkyl radical or 1-4C hydroxyalkyl)), amino substituted by optionally 5-6 membered heterocycle (optionally substituted by O or N); R 1-R 3 = 1-4C alkyl radical (optionally substituted by OH, 1-4C alkoxy or amino substituted by one or two radicals (1-4C alkyl or 1-4C hydroxyalkyl), where the two radicals are optionally substituted by 5-6 membered heterocycle (optionally substituted by O or N)); R4, Ra 4, R 5J, OH, N, CN or -SO 2NHR; R : 1-4C alkyl radical (optionally substituted by OH, amino (substituted by 1-4C alkyl or 1-4C hydroxyalkyl) or H, where the two radicals in R 5 having two adjacent carbon atoms are optionally substituted by aromatic ring; either R 6, Ra 6, R 7H, 1-8C alkyl (optionally substituted by OH, 1-4C alkoxy, amino substituted by 1-4C alkyl or 1-4C hydroxyalkyl (optionally interrupted by heteroatoms such as O, N, CO or SO 2); or Ra 6, Ra 7optionally 5-6 membered heterocycle (optionally substituted by O or N); R 7substituted pyrimidine of formula (a) or substituted aminophenylazonaphthalenol of formula (b); R 8substituted aminophenylazonaphthalenol of formula (c); R 9, R 10H, halo (Cl or F), NO 2, CN, 1-4C alkyl radical (optionally substituted by OH, 1-4C alkoxy radical, amino and/or amino substituted by 1-4C alkyl radical), OH, 1-4C alkoxy, amino, amino substituted by 1-6C alkyl radical (optionally substituted by amino, OH, ammonium or 1-4C alkyl ammonium, imidazolium, pyrazolium or pyridinium), amino substituted by 1-4C alkyl radical or 1-4C alkoxy radical, amino substituted by optionally 5-6 membered heterocycle (optionally substituted by O or N); X : N or -CR 11; R 11J; T : optionally cationic or 2-20C hydrocarbon (optionally interrupted or terminated by heteroatoms) (optionally interrupted by (hetero)cycles) and (optionally aromatic and substituted); L 1, L 3T; L 2optionally cationic, 1-20C hydrocarbon (optionally interrupted or terminated by heteroatoms) (optionally interrupted by (hetero)cycles) and (optionally aromatic and substituted) or (hetero)cyclic (optionally aromatic and attached to N by a heteroatom (preferably CO, SO 2)); n : lower or equal to 2; n 1lower or equal to 3; m : lower or equal to 4; r : 0 or 1; s : 0 or 1; and An : counter-ions, which ensure the electroneutrality of (I) and (II) or their salts. Provided that R 9, R 10 is not a fluorine or chlorine atom. Independent claims are also included for: (1) the preparation of (I) and (II); (2) tinctorial composition comprising at least a direct dye (I) in a medium for dyeing the keratinous fiber; and (3) process for coloring keratinous fiber comprising applying the tinctorial composition to the dry or wet fibers without final rinsing. [Image] [Image] [Image].