L'oreal

Herve Borowiak

Jean J Vandenbossche

Gerard Lang

Alex M Junino

Alain Lagrange

Andree Bugaut

The present invention relates to a novel process for the preparation of indole compounds of the formula II: ##STR1## from N-protected indolines of the formula I. ##STR2##

Process for the preparation of indole compounds from N-protected

A topical process for lightening the skin or treating pigmental blemishes consisting in applying to the part of the skin to be treated a composition containing, as active compounds, 4-thioresorcin derivatives corresponding to the following formula: ##STR1## wherein: R represents a C.sub.1 -C.sub.6 alkyl radical, a C.sub.1 -C.sub.6 haloalkyl radical, an aryl radical, an aralkyl radical which is unsubstituted or substituted by a lower alkyl or lower alkoxy radical or a halogen atom, the radical --C.sub.n H.sub.2n --COOR' where n is an integer between 1 and 5 and R' represents a C.sub.1 -C.sub.6 alkyl radical, a morpholinoalkyl or piperidinoalkyl radical in which the alkyl radical is C.sub.1 -C.sub.6, or the radical ##STR2##

Topical process for lightening the skin or treating pigmental blemishes

There are described dyeing compositions for keratin fibres, and in particular for human hair, containing a dyestuff of the formula: ##STR1## in which A denotes an alkylene group, an alkylene group substituted by one or more OH groups, or an alkylene group interrupted by a hetero-atom such as oxygen or by an --NH-- group, R.sub.1 and R.sub.2, which are identical or different, denote hydrogen, alkyl, monohydroxyalkyl or polyhydroxyalkyl, or R.sub.1 and R.sub.2 can together form a heterocyclic ring chosen from among piperidino or morpholino groups, Y denotes alkoxy or NO.sub.2, R denotes hydrogen or lower alkyl, and if Y denotes alkoxy, Z denotes NO.sub.2 and is located in the para-position to the amine group, and if Y denotes NO.sub.2, (a) Z denotes alkoxy or OH and is located in the para-position to the NO.sub.2 group, or alternatively (b) Z denotes OH and is located in the para-position to the amine group, and also their cosmetically acceptable salts. Many of these dyestuff are novel.

Dyeing compositions for kerating fibres based on nitroanilines and

The invention relates to the compounds of the formula: ##STR1## in which R.sub.1 and R.sub.2 denote, independently of one another, a hydrogen atom, a C.sub.1 -C.sub.4 alkyl radical or a C.sub.2 -C.sub.3 mono- or polyhydroxyalkyl radical, Z and Z' denote, independently of one another, a C.sub.1 -C.sub.4 alkyl or C.sub.2 -C.sub.4 hydroxyalkyl radical, with the proviso that, when R.sub.1 and R.sub.2 simultaneously denote a hydrogen atom, Z and Z' do not simultaneously denote a methyl radical, and to their addition salts with an acid, to a process for preparation thereof and also to their use, by way of couplers, in an aqueous vehicle, in combination with at least one oxidation dye percursor of the para type, for the dyeing of human hair. The invention also relates to the intermediate compounds of the formula: ##STR2## in which R' denotes a hydrogen atom, a C.sub.1 -C.sub.4 alkyl radical, a C.sub.2 or C.sub.3 mono- or polyhydroxyalkyl radical, or an acetyl or .beta.-chloethoxycarbonyl radical, and z and z' denote, independently of one another, a C.sub.1 -C.sub.4 alkyl radical.

Meta-phenylenediamines, process for preparation thereof, intermediate

Trialkoxy-substituted meta-phenylenediamines, a process for their preparation, and their use as couplers for oxidation dying of keratinous fibres and in particulate of human hair. 1,3,5-trialkoxy-meta-phenylenediamine of formula: ##STR1## in which: R.sub.1 and R.sub.2 denote, independently of each other, a hydrogen atom, an alkyl radical containing 1 to 4 carbon atoms or a mono- or polyhydroxyalkyl radical containing 2 or 3 carbon atoms,

Trialkoxy-substituted meta-phenylenediamines, a process for their

New meta-phenylenediamines, process for preparation thereof, intermediate compounds and use of these metaphenylenediamines as couplers for the oxidation dyeing of keratinous fibres and especially human hair. The invention relates to the compounds of the formula: ##STR1## in which R.sub.1 and R.sub.2 denote, independently of one another, a hydrogen atom, a C.sub.1 -C.sub.4 alkyl radical or a C.sub.2 -C.sub.3 mono- or polyhydroxyalkyl radical,

The invention relates to 2,4-diamino-1,3,5-trimethoxybenzene, a process for its preparation by catalytic reduction of 2,4-dinitro-1,3,5-trimethoxybenzene, and to its use, as a coupler, in combination with at least one oxidation dye precursor of the para type, for dyeing keratinous fibres and particularly human hair. The hair dyeing compositions according to the invention contain, in a cosmetically acceptable aqueous substrate, 0.05 to 3.5% by weight of 2,4-diamino-1,3,5-trimethoxybenzene or one of its salts, which imparts strong blue colors to hair when it is combined with p-phenylenediamines, or red colors when it is combined with p-aminophenols, in an alkaline oxidizing medium.

2,4-Diamino-1,3,5-trimethoxybenzene, process for its preparation and its

New chloro-meta-phenylenediamines, their use as couplers in the oxidation dyeing of keratinous fibres, dyeing compositions for hair containing these compounds and dyeing process using the said compositions. The invention relates to the compounds of formula: ##STR1## in which Z and Z' denote, independently of one another, an alkyl radical having from 1 to 4 carbon atoms or a hydroxyalkyl radical having from 2 to 4 carbon atoms, and R.sub.1 and R.sub.2 denote, independently of one another, a hydrogen atom, an alkyl radical having from 1 to 4 carbon atoms or a mono- or polyhydroxyalkyl radical having 2 or 3 carbon atoms, to their addition salts with an acid, and to their use by way of couplers for the oxidation dyeing of keratinous fibres, especially human hair. These compounds, when they are combined with paraphenylenediamines, surprisingly give beige to light brown hues or purple hues of greater or lesser redness, depending on the substitution of the 5-amino group of the chlorobenzene.

New chloro-meta-phenylenediamines, their use as couplers in the

The invention relates to the use, by way of a coupler, of 2,4-diamino-1,3-dimethoxybenzene or one of its addition salts with an acid, in combination with at least one oxidation dye precursor of the para type, for dyeing keratinous fibres and especially human hair. The hair dyeing compositions according to the invention contain, in a cosmetically acceptable aqueous vehicle, 0.05 to 3.5% by weight of 2,4-diamino-1,3-dimethoxybenzene or one of its salts, which imparts to the hair strong blue colorations when it is combined with p-phenylenediamines or red colorations when it is combined with p-aminophenols, in an oxidizing alkaline medium.

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Tremblay-les-Gonesse, France

Herve Borowiak