Process for the production of 2,5-diamino-6-nitro-pyridine derivatives, their use in hair dye compositions and new 2,5-diamino-6-nitropyridine derivatives

Claim 2

A 2,5-diamino-6-nitropyridine derivative having the general formula (V) ##STR20## or a physiologically compatible water soluble salt thereof, wherein, independently of each other, R 1 , R 2 , R 3 and R 4 , are each selected from a group consisting of hydrogen, alkyl radicals, hydroxyalkyl radicals, dihydroxyalkyl radicals, aminoalkyl radicals including alkyl-substituted aminoalkyl radicals and hydroxyalkyl-substituted aminoalkyI radicals and hydroxyalkyl-substituted aminoalkyl radicals, radicals in which a heterocyclic nonaromatic five-membered ring is formed by R 1 and R 2 and radicals in which a heterocyclic nonaromatic six-membered ring is formed by R 1 and R 2 , each of said alkyl radicals containing one to four carbon atoms and said rings additionally can contain an oxygroup, provided that R 1 to R 4 do not exclusively represent hydrogen and when R 1 or R 2 or R 1 and R 2 represent alkyl, or, when R 1 and R 2 combined form a heterocyclic nonaromatic ring of five or six members, then R 3 and R 4 differ from hydrogen.

Claim 3

The 2,5-diamino-6-nitropyridine derivative according to claim 1 comprising 2,5-bis((2,-hydroxyethyl)-amino-6-nitropyridine.

Claim 4

The 2,5-diamino-6-nitropyridine derivative according to claim 1 comprising 2-ethylamino-5-((2'-hydroxyethyl)-amino)-6-nitropyridine.

Claim 5

The 2,5-diamino-6-nitropyridine derivative according to claim 1 comprising 2,5-bis((2 -hydroxyethyl)-amino-2-N-ethyl-6-nitropyridine

Claim 6

The 2,5-diamino-6-nitropyridine derivative according to claim 1 comprising 5-amino-2-((2'-hydroxyethyl)-amino-6-nitropyridine.

Claim 7

The 2,5-diamino-6-nitropyridine derivative according to claim 1 comprising 2,5-bis(1',3'-oxazolidine-3'-yl-2'-one)-6-nitropyridine.

Claim 8

An agent for dyeing hair comprising a dye and additives conventionally used therein with said dye, containing a 2,5-diamino-6-nitropyridine derivative having the formula (VI): ##STR21## or a physiologically compatible water soluble salt thereof, wherein, independently of each other, R 6 , R 7 and R 8 are each selected from a group consisting of hydrogen, alkyl radicals hydroxyalkyl radicals, dihyroxyalkyl radicals, alkoxyalkyl radicals, aminoalkyl radicals including alkyl-substituted aminoalkyl radicals and hydroxyalkyl-substituted aminoalkyl radicals, radicals in which a heterocyclic nonaromatic five-membered ring is formed by R 6 and R 7 and radicals in which a heterocyclic nonaromatic six-membered ring is formed by R 6 and R 7 , each of said alkyl radicals containing one to four carbon atoms and said rings additionally can contain an oxygroup, provided that R 6 to R 8 do not exclusively represent hydrogen and when R 6 or R 7 or R 6 and R 7 represent alkyl or, when R 6 and R 7 combined form a heterocyclic nonaromatic ring of five or six members, then R 8 differs from hydrogen.

Claim 9

An agent for dyeing hair comprising a dye and additives conventionally used therein with said dye, containing a 2,5-diamino-6-nitropyridine derivative having the formula (VI): ##STR21## or a physiologically compatible water soluble salt thereof, wherein, independently of each other, R 6 , R 7 and R 8 are each selected from a group consisting of hydrogen, alkyl radicals hydroxyalkyl radicals, dihyroxyalkyl radicals, alkoxyalkyl radicals, aminoalkyl radicals including alkyl-substituted aminoalkyl radicals and hydroxyalkyl-substituted aminoalkyl radicals, radicals in which a heterocyclic nonaromatic five-membered ring is formed by R 6 and R 7 and radicals in which a heterocyclic nonaromatic six-membered ring is formed by R 6 and R 7 , each of said alkyl radicals containing one to four carbon atoms and said rings additionally can contain an oxygroup, provided that R 6 to R 8 do not exclusively represent hydrogen and when R 6 or R 7 or R 6 and R 7 represent alkyl or, when R 6 and R 7 combined form a heterocyclic nonaromatic ring of five or six members, then R 8 differs from hydrogen.

Claim 10

An agent as in claim 7, wherein the 2,5-diamino-6-nitropyridine derivative having the formula (VI) is selected from the group consisting of 5-amino-2-,(2'-hydroxy-ethyl)-amino)-6-nitropyridine, 2,5-bis(2'-hydroxy-ethyl)-amino)-6-nitropyridine, and 2-ethylamino-5-((2'-hydroxyethyl)amino)-6-nitropyridine.

Claim 11

An agent as in claim 7, wherein said 2,5-diamino-6-nitropyridine derivative having said formula (VI) is contained in an amount of 0.01 to 2.0 percent by weight.

Claim 12

An agent as in claim 7, which contains at least one conventional direct hair dye.

Claim 13

An agent as in claim 10, wherein said conventional direct hair dye is selected from the group consisting of 2-amino-4-nitro-phenol, picramic acid, 1-((2'-hydroxy-ethyl)amino-2-amino-4-nitro-benzene, 2-nitro-4-((2'-hydroxy-ethoxy)-amino-aniline, 4-((2',3'-dihydroxy-propyl)amino)-3-nitro-trifluoromethyl benzene, 4-N,N'-bis((2'-hydroxy-ethyl)amino)-1-methyl-amino-2-nitro-benzene, 2,5-bis((2'-hydroxy-ethyl)amino)-nitro-benzene, 2-((2'-hydroxy-ethyl)- amino)-4,6-dinitro-phenol, 1-amino-4-((2',3'-dihydroxy- propyl)amino)-2-nitro-5-chloro-benzene, Basic Violet 1 (C.I. 42 535), Acid Brown 4 (C.I. 14 805), Disperse Violet 4 (C.I. 61 105), Disperse Blue 23 (C.I. 61 545), 1,4,5,8-tetraamino anthraquinone and 1,4-diamino anthraquinone.

Claim 14

An agent as in claim 10, in the form of a hair dye with additional hair fixture and contains at least one polymer conventionally used in cosmetics.

Claim 15

An agent as in claim 12, wherein the said polymer is selected from the group consisting of chitosan derivatives, polyvinyl alcohol, polyacrylic acid, polymethacrylic acid, polyacrylonitrile, polyvinyl lactam and copolymers of these compounds.

Claim 16

An agent as in claim 7 which contains at least one conventional oxidation hair dye.

Claim 17

An agent as in claim 14, wherein said conventional oxidation hair dye is selected from the group consisting of p-toluylene diamine, p-phenylene diamine, p-amino-phenol, m-phenylene diamine, resorcinol and m-amino-phenol.

Claim 18

An agent as in claim 7, which contains said 2,5-diamino-6-nitropyridine derivative having said general formula (VI), wherein independently of each other said R 6 , R 7 and R 8 is selected from the group consisting of hydrogen, methyl radical, ethyl radical, 2-hydroxy ethyl radical, a pyrrolidine ring formed by said R 6 and R 7 , a piperidine ring formed by said R 6 and R 7 and said morpholine ring formed by said R 6 and R 7 .