Nouveaux derives thiazoles et utilisation de ces derives pour la teinture des fibres keratiniques

New thiazole derivatives and their addition salts used as couplers in hair dye compositions

Abstract

New thiazole derivatives and their addition salts with an acid or a base. The thiazole derivatives are of formula (I). [Image] R1, R2H, phenyl optionally substituted with one or more of halogen or hydroxy or 1-4C alkoxy, carboxy, mono- or dialkyl(1-4C)carboxamido or 1-4C thioether or alkyl(1- 4C)sulfonyl or sulfonic or alkylsulfoxide, alkylsulfonamido or NR13R14 or 1-4C alkyl optionally substituted with one or more hydroxy or 1-4C alkoxy or carboxy or mono- or dialkyl(1-4C)carboxamido or alkyl(1-4C)sulfonyl or sulfonic or alkylsulfoxide or alkylsulfonamido or NR13R14, 1-8C alkyl optionally substituted with one or more hydroxy or 1-2C alkoxy or carboxy or mono- or dialkyl(1-4C)carboxamido or alkyl(1- 4C)sulfonyl or sulfonic or alkylsulfoxide or alkylsulfonamido or NR13R14, together with the nitrogen to which they are attached a 5-8 link heterocycle not comprising a peroxide nor diazo nor nitroso radical of which one or more carbon atoms of the carbon cycle can be replaced by O or N or S or SO2 or substituted with R4; R4halogen, 1-4C alkyl optionally substituted with one or more hydroxy or carboxy or 1-4C alkoxycarbonyl or 1-4C alkoxy or NR5R6, carboxy, mono- or dialkyl(1-4C)carboxamido, alkyl(1-4C)sulfonyl, alkylsulfonamido, hydroxy, 1-4C alkoxy, 2-4C hydroxyalkoxy, aminosulfonyl, 1-4C thioether, alkyl(1-4C)sulfoxide, alkyl(1-4C)sulfonyl, NR7R8; R3R9SO2NH-, R10C(O)NH- ; R9, R10phenyl or 5-6 link aromatic heterocycle optionally substituted with one or more of halogen or hydroxy or 1-4C alkoxy or carboxy or 1-4C alkoxycarbonyl or mono- or dialkyl(1-4C)carboxamido or alkyl(1-4C)sulfonyl or sulfonic or alkyl(1-4C)sulfoxide or 1-4C thioether or alkylsulfonamido or NR11R12 or 1-4C alkyl optionally substituted with one or more hydroxy or 1-4C alkoxy or carboxy or mono- or dialkyl(1-4C)carboxamido or alkyl(1-4C)sulfonyl or sulfonic or alkyl(1-4C)sulfoxide or alkylsulfonamido or NR13R14, 1-8C alkyl optionally substituted with one or more hydroxy or OR15 or carboxy or 1-4C alkoxycarbonyl or mono- or dialkyl(1-4C)carboxamido or alkyl(1-4C)sulfonyl or alkyl(1- 4C)sulfoxide or alkylsulfonamido or NR16R17; R5-R17H, alkyl(1-4C)sulfonyl, alkyl(1-4C)-CO, mono- or dialkylcarboxamido, 1-4C alkyl optionally substituted with one or more hydroxy or 1-4C alkoxy or alkyl(1-4C)sulfonyl or alkyl(1-4C)sulfonamido or carboxy or mono- or dialkylcarboxamido or alkyl(1-4C)sulfoxide or amino or (di)(1-4C)alkylamino or 2-4C (poly)hydroxyalkylamino; and X : H, halogen, 1-4C alkoxy, phenoxy optionally substituted by one or more halogen or hydroxy or 1-4C alkoxy or carboxy or 1-4C alkoxycarbonyl or mono- or dialkyl(1-4C)carboxamido or alkyl(1-4C)sulfonyl or sulfonic or alkylsulfoxide or 1-4C thioether or alkylsulfonamido or NR13R14, 1-4C alkyl, 1-4C thioether optionally substituted with hydroxy or 1-2C alkoxy or carboxy or sulfonic or amino. R7 and R8 may form, together with the nitrogen to which they are attached a 5-8 link heterocycle optionally substituted with one or more halogen, hydroxy, 1-2C alkoxy, alkylsulfonamido, NR13R14, 1-4C alkyl optionally substituted with one or more hydroxy or 1-4C alkoxy or carboxy or mono- or dialkyl(1-4C)carboxamido or NR13R14. Independent claims are included for: (1) a composition for dyeing keratinic fibers comprising, in a medium appropriate for dyeing, one or more oxidation bases and the claimed thiazole derivative; (2) a method of oxidation dyeing of keratinic fibers comprising application of the claimed composition in the presence of an oxidant agent for sufficient time to achieve the desired color; and (3) a device with several compartments, one containing the claimed composition and another and oxidant composition.
<P>L'invention a pour objet de nouveaux dérivés thiazoles utiles comme coupleurs pour la teinture par oxydation des fibres kératiniques.L'invention a aussi pour objet une composition tinctoriale contenant au moins une base d'oxydation et au moins un dérivé de thiazole en tant que coupleur, l'utilisation de cette composition pour la teinture des fibres kératiniques ainsi que le procédé de teinture mettant en oeuvre cette composition.</P>

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Cited By (1)

    Publication numberPublication dateAssigneeTitle
    US-7297168-B2November 20, 2007The Procter & Gamble CompanyKeratin dyeing compounds, keratin dyeing compositions containing them, and use thereof