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GB465484A - Manufacture of diazoamino-compounds soluble in water - Google Patents

Manufacture of diazoamino-compounds soluble in water

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Publication number
GB465484A
GB465484A GB3084735A GB3084735A GB465484A GB 465484 A GB465484 A GB 465484A GB 3084735 A GB3084735 A GB 3084735A GB 3084735 A GB3084735 A GB 3084735A GB 465484 A GB465484 A GB 465484A
Authority
GB
United Kingdom
Prior art keywords
amino
acid
diazotized
methoxybenzene
methoxy
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired
Application number
GB3084735A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
IG Farbenindustrie AG
Original Assignee
IG Farbenindustrie AG
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by IG Farbenindustrie AG filed Critical IG Farbenindustrie AG
Priority to GB3084735A priority Critical patent/GB465484A/en
Publication of GB465484A publication Critical patent/GB465484A/en
Expired legal-status Critical Current

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  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

Diazoamino compounds of aminoazo compounds, of the general formula <FORM:0465484/IV/1> where R<111> is an aromatic or heterocyclic radicle, R<11> is the radicle of an amine capable of being coupled, R<1> is hydrogen, alkyl, oxyalkyl, aralkyl, aryl or hydroaryl, and R is an aliphatic, araliphatic, aromatic, hydroaromatic or heterocyclic radicle containing solubilizing groups, e.g. carboxylic, sulphonic or hydroxy groups, or R and R<1> jointly denote the radicle of a heterocyclic ring of which the nitrogen is the hetero-atom and which contains solubilizing groups, are manufactured by combining a diazo-compound with a diazoamino compound <FORM:0465484/IV/2> obtained from the diazo compound of an amine which, in its non-diazotized form is capable of being coupled with diazo compounds to form aminoazo compounds, and a nitrogen base soluble in water. The products are intermediates for the manufacture of dyestuffs. In examples: (1) 1-amino-2 : 5-dimethoxybenzene is diazotized and combined with sarcosine, and diazoamino compound is coupled with diazotized p-nitraniline; (2) 1-amino-3-methoxy-4-methylbenzene is diazotized and combined with methyltaurine, and the diazoamino compound is dispersed in water with the aid of the condensation product of octodecyl alcohol with ethylene oxide and is coupled with diazotized 1-amino-2-chloro-4-nitrobenzene; (3) the diazoamino compound from diazotized a -naphthylamine and 1-methylaminobenzene - 2 - carboxylic - 4-sulphonic acid is coupled with diazotized 1-amino - 2 - ethoxybenzene; (4) the diazo amino compound from diazotized 1-amino-2-methoxy-5-methylbenzene and sarcosine is coupled with diazotized 1-amino-2-nitro-4-methylbenzene. A table gives the properties of further diazoamino compounds, the following additional components being specified: diazo components R<111>NH2: 1-amino-2 : 6-dichloro-4-nitrobenzene, 1-amino-2-methyl-3, 4- and 5-chlorobenzene, 1-amino-4-chloronaphthalene, o- and m-nitraniline, 1-amino-2 : 5-dichlorobenzene, 1-amino-2-chloro-5-trifluoromethyl - benzene, 1-amino-2-nitro-4-methoxybenzene, 1-amino - 2 : 4 - dichloro - 6 - nitrobenzene, 1 - amino - 3 - trifluoromethylbenzene, 1-amino - 2 - nitro - 4 - trifluoromethylbenzene, 2 - amino - 1 - nitronaphthalene, 1 - amino-4-methoxybenzene, 1 - amino - 2 - methoxy - 4-and 5 - nitrobenzene, 1 - amino - 2 - methoxy-4- and 5-chlorobenzene, 1 - amino - 2 - and 3-chlorobenzene, 1 - amino - 5 - trifluoromethylphenyl - 2 - ethylsulphone, 1 - amino - 2-methyl - 4 - nitrobenzene, 1 - amino - 3 : 5-bis - trifluoromethylbenzene, 1 - amino - 2-methoxybenzene - 5 - sulphonic acid diethylamide, 1 - amino - 3 - methyl - 4 : 6 - dichlorobenzene, 1 - amino - 2 - trifluoromethyl - 5-chlorobenzene, 1 - amino - 3 - benzoylamino-4 : 6 - dimethylbenzene, 2 : 4 and 2 : 5-dichloraniline, 1 - amino - 2 - methyl - 4 : 5-dichlorobenzene, 2-amino-diphenyl sulphone, 1 - amino - 4 - benzoylamino - 2 - methoxy - 5-methylbenzene, 1 - amino - 2 - nitro - 4-methoxybenzene, 1 - amino - 4 - benzoylamino-2 - chloro - 5 - methoxybenzene, 1 - amino - 4-benzoylamino - 2 : 5 - dimethoxybenzene, 1 - amino - 4 - chloro - 2 - nitrobenzene, 1-amino - 2 : 4 - dinitrobenzene; amines R<11> NH2 : 1 - amino - 3 - methoxy - 4- and 6-chlorobenzene, 1 - amino - 3 - methoxy - 5-bromobenzene, 1 - amino - 3 : 4 - dimethoxybenzene, 1-amino-2- and 5-methoxynaphthalene, 1 - amino - 2 - methylnaphthalene, 1-amino - 2 - methyl - 5 - methoxybenzene, 1 - amino - 3 - methoxybenzene, 1 - amino-2 : 5 - diethoxybenzene, 1 - amino - 3 - ethoxy-4 - methylbenzene, 1 - amino - 4 - methyl-2 : 5 - dimethoxybenzene, 1 - amino - 4-chloro - 2 : 5 - dimethoxybenzene, 1 - amino-4 - bromo - 2 : 5 - diethoxybenzene, 1 - amino-2 : 4 : 5 - trimethoxybenzene, 2 - amino - 4-methoxynaphthalene, 1 - amino - 3 - ethoxybenzene, 1 - amino - 4 - benzoylamino - 2 : 5-dimethoxy- and diethoxybenzene; nitrogen bases NHRR<1>: proline, 1-methylamino and ethylamino - 2 - hydroxypropane - 3 - sulphonic acid, 1 - aminobenzene - 2 - carboxylic acid 4- and 5 - sulphonamide, hydroxyethylaminoacetic acid, pipecolinic acid, 1 - methylaminobenzene - 2 - carboxylic - 5 - sulphonic acid, cyanamide, piperidine - a - and b - sulphonic acid, n - butylaminoacetic acid, 1 - aminobenzene - 2 - carboxylic - 4- and 5 - sulphonic acid, aniline - 2 : 5 - disulphonic acid, methylglucamine, piperazinoacetic acid, hydroxyethyltaurine, pyrollidine - a - sulphonic acid, ethylenediaminediacetic acid, piperidine-b -carboxylic acid, phenyglycine-3 - sulphonamide, 5 - aminofurane - 2 - carboxylic acid, cyclohexylaminoacetic acid, 1-methylaminohexahydrobenzene - 3 - sulphonic acid, 1-aminonaphthalene - 2 : 4 - disulphonic acid, b -g -dihydroxypropylaminoacetic acid.
GB3084735A 1935-11-07 1935-11-07 Manufacture of diazoamino-compounds soluble in water Expired GB465484A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB3084735A GB465484A (en) 1935-11-07 1935-11-07 Manufacture of diazoamino-compounds soluble in water

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB3084735A GB465484A (en) 1935-11-07 1935-11-07 Manufacture of diazoamino-compounds soluble in water

Publications (1)

Publication Number Publication Date
GB465484A true GB465484A (en) 1937-05-07

Family

ID=10314066

Family Applications (1)

Application Number Title Priority Date Filing Date
GB3084735A Expired GB465484A (en) 1935-11-07 1935-11-07 Manufacture of diazoamino-compounds soluble in water

Country Status (1)

Country Link
GB (1) GB465484A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2002069920A1 (en) * 2001-03-08 2002-09-12 Ciba Specialty Chemicals Holding Inc. Method of colouring porous material

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2002069920A1 (en) * 2001-03-08 2002-09-12 Ciba Specialty Chemicals Holding Inc. Method of colouring porous material

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