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US4888445A Expired / Lapsed US ⏱️ 0.0 years remaining

New 2,4-dinitro- or 2-amino-4-nitro- or 2-nitro-4-amino-6-hydroxyalkylanilines, the process for preparation thereof and their use in dyeing keratinous fibres, and especially human hair

Assignee: L'Oréal SA
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Filing: 1987-11-10
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Granted: 1989-12-19
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Expires: 2007-11-10
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Abstract

Abstract The invention relates to a compound of formula <IMAGE> (I) in which: X denotes a branched or unbranched alkylene radical containing 2 to 6 carbon atoms, optionally being able to be substituted with one or more hydroxyl radicals; R denotes a hydrogen atom, an alkyl or a mono- or polyhydroxyalkyl radical or an aminoalkyl radical in which the amine group can be mono- or disubstituted with an alkyl radical or with a mono- or polyhydroxyalkyl radical, the nitrogen atom also being able to form part of a heterocyclic system and the alkyl radicals containing 1 to 4 carbon atoms; R' denotes a hydrogen atom or a C1 to C4 alkyl radical; Y and Z denote a nitro and/or -NHR1 radical, R1 and R, which may be identical or different, having the meanings given above for R, with the proviso that when Y and Z are identical, they necessarily denote nitro radicals, and the cosmetically acceptable salts of the compounds containing a salifiable amine group, and also the process for preparing it and its use in dyeing keratinous fibres, and especially human hair.

Inventors

  • 👤 Alex Junino
  • 👤 Gerard Lang
  • 👤 Nicole Jehanno

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-30 22:12
CPC Classifications
A; A61; A61K; A61K8/00; A61K8/18; A61K8/30; A61K8/40; A61K8/41; A61K8/418; A61Q; A61Q5/00; A61Q5/06; A61Q5/065; A61Q5/10

Claims Analysis

Total Claims: 5
Claim 1
Independent Claim 164 words
Process for preparing a 2,4-dinitro-6-hydroxyalkylaniline having the formula (Ia): ##STR21## wherein: X denotes a branched or unbranched alkylene radical containing 2 to 6 carbon atoms, unsubstituted or substituted with one or more hydroxyl radicals; R denotes a hydrogen, an alkyl or a mono- or polyhydroxylalkyl radical or an aminoalkyl radical in which the amino group of said aminoalkyl radical may be mono- or disubstituted with an alkyl radical or with a mono- or polyhydroxyalkyl radical, said alkyl radicals containing 1 to 4 carbon atoms; and R' denotes a hydrogen atom or C 1 to C 4 alkyl radical; or the cosmetically acceptable salts of the compounds (Ia) containing a salifiable amine group, which consists in reacting an aqueous ammonia solution or a primary amine RNH 2 , R having the above meaning, with the heterocyclic compound of formula (II): ##STR22## in which R' and X have the above meanings, at a temperature between 20 and 120 degrees C, and at atmospheric or above pressure.
Claim 2
Dependent Claim 164 words
Process for preparing a 2,4-dinitro-6-hydroxyalkylaniline having the formula (Ia): ##STR21## wherein: X denotes a branched or unbranched alkylene radical containing 2 to 6 carbon atoms, unsubstituted or substituted with one or more hydroxyl radicals; R denotes a hydrogen, an alkyl or a mono- or polyhydroxylalkyl radical or an aminoalkyl radical in which the amino group of said aminoalkyl radical may be mono- or disubstituted with an alkyl radical or with a mono- or polyhydroxyalkyl radical, said alkyl radicals containing 1 to 4 carbon atoms; and R' denotes a hydrogen atom or C 1 to C 4 alkyl radical; or the cosmetically acceptable salts of the compounds (Ia) containing a salifiable amine group, which consists in reacting an aqueous ammonia solution or a primary amine RNH 2 , R having the above meaning, with the heterocyclic compound of formula (II): ##STR22## in which R' and X have the above meanings, at a temperature between 20 and 120 degrees C, and at atmospheric or above pressure.
Claim 3
Dependent Claim 28 words
Process according to claim 1, which is carried out in the presence of polar protic solvents selected from the group consisting of water, alcohols, glycols and glycol ethers.
Claim 4
Dependent Claim 27 words
Process according to claim 1, which is carried out in the presence of polar aprotic solvents selected from the group consisting of formamide, dimethylformamide, dioxane and tetrahydrofuran.
Claim 5
Dependent Claim 25 words
Process according to claim 1, wherein the heterocyclic compound of formula (II) is selected from the group consisting of: 5,7-dinitrocoumaran, 2-methyl-5,7-dinitrocoumaran, 2,2-dimethyl-5,7-dinitrocoumaran, 2,3-dimethyl-5,7-dinitrocoumaran and 2,2,3-trimethyl-5,7-dinitrocoumaran.

References Cited (Backward Citations)

US2186392A Cited
US2746959A Cited
FR1449648A Cited
US3446567A Cited
US3462492A Cited
FR1506350A Cited
US3665036A Cited
US3867456A Cited
US3794676A Cited
CA1128863A Cited
US4470826A Cited
JPS595147A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1992-12-18 1993-06-19 1993-12-19 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1996-12-18 1997-06-19 1997-12-19 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2000-12-18 2001-06-19 2001-12-19 $7700.00 Window Closed / Lapsed

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