GB397693A - Manufacture of mono-azo-dyestuffs - Google Patents

Manufacture of mono-azo-dyestuffs

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Publication number
GB397693A
GB397693A GB2899032A GB2899032A GB397693A GB 397693 A GB397693 A GB 397693A GB 2899032 A GB2899032 A GB 2899032A GB 2899032 A GB2899032 A GB 2899032A GB 397693 A GB397693 A GB 397693A
Authority
GB
United Kingdom
Prior art keywords
nitrochlorobenzene
sulphonic acid
acid
aminodiphenylether
amino
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
GB2899032A
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.)
Novartis AG
Original Assignee
JR Geigy 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 JR Geigy AG filed Critical JR Geigy AG
Priority to GB2899032A priority Critical patent/GB397693A/en
Publication of GB397693A publication Critical patent/GB397693A/en
Expired legal-status Critical Current

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Abstract

Monoazo dyes are obtained by coupling a diazotized amine of the general formula-- <FORM:0397693/IV/1> in which R represents an aromatic residue and X1 and X2 represent hydrogen or the same or different aliphatic, araliphatic or aromatic residues, with an aryl-sulphon (N)- or a benzoyl (N)- derivative of a 1 : 8-aminonaphtholdisulphonic acid. The products give red dyeings of good fastness to fulling and light on wool and silk, the dyeings on wool being particularly fast to sea water and those on silk to water. In an example, the preparation of the dyestuff, 2-aminodiphenylether-4-sulphonic acid --N-ethylanilide --> p-toluenesulpho (N)-1-amino-8-naphthol-3 : 6-disulphonic acid, is described. The diazo component may be replaced by the corresponding sulphonamide, sulphonanilide or sulphon-o-toluidide of 2-aminodiphenylether or by 2-amino-2<1>-methyldiphenylether-4-sulphonanilide, and the coupling component by benzenesulphon (N)-1-amino-8-naphthol-3 : 6 or -4 : 6-disulphonic acid, p-toluenesulphon (N)-1-amino-8-naphthol-4 : 6-disulphonic acid or a 1-benzoylamino-8-naphtholdisulphonic acid. Specifications 17105/10, 337,577, [both in Class 2 (iii), Dyes &c.], and 364,609 are referred to. Samples have been furnished under Sec. 2 (5) of the Acts of the dyestuffs from the following diazo components and p-toluenesulphon (N)-1 : 8-aminonaphthol-3 : 6-disulphonic acid: (1) 2-amino-4<1>-chlorodiphenylether-4-sulphonic acid-N-ethylanilide; (2) 2-aminodiphenylether-4-sulphonic acid-N-methylbenzylamide; (3) 2-aminodiphenylether-4-sulphonic acid-N-benzylanilide. 2-Aminodiphenylether-4-sulphonic acid-amide, anilide, o-toluidide and N-ethylanilide are obtained by reducing the nitro group of the condensation products from sodium phenolate and the 2-nitrochlorobenzene-4-sulphonic acid amide, anilide, o-toluidide and N-ethylanilide obtainable by treating 2-nitrochlorobenzene-4-sulphochloride with ammonia, aniline, o-toluidine and monoethylaniline respectively. 2-Amino-2<1>-methyldiphenylether-4-sulphonanilide is obtained by reducing the nitro group of the condensation product from sodium o-cresolate and the 2-nitrochlorobenzene-4-sulphonanilide obtainable by treating 2-nitrochlorobenzene-4-sulphochloride with aniline. 2-Amino-4<1>-chlorodiphenylether-4-sulphonic acid-N-ethylanilide is obtained by reducing the nitro group of the condensation product from sodium 4-chlorophenolate and the 2-nitrochlorobenzene-4-sulphonic acid-N-ethylanilide obtainable by treating 2-nitrochlorobenzene-4-sulphochloride with monoethylaniline. 2-Aminodiphenylether-4-sulphonic acid-N-methylbenzylamide is obtained by reducing the nitro group of the condensation product from sodium phenolate and the 2-nitrochlorobenzene-4-sulphonic acid-N-methylbenzylamide obtainable by treating 2-nitrochlorobenzene-4-sulphochloride with monomethylamine and benzyl chloride. 2-Aminodiphenylether-4-sulphonic acid-N-benzylanilide is obtained by reducing the nitro group of the condensation product from sodium phenolate and the 2-nitrochlorobenzene-4-sulphonic acid-N-benzylanilide obtainable by treating 2-nitrochlorobenzene-4-sulphochloride with monobenzylaniline.
GB2899032A 1932-10-17 1932-10-17 Manufacture of mono-azo-dyestuffs Expired GB397693A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB2899032A GB397693A (en) 1932-10-17 1932-10-17 Manufacture of mono-azo-dyestuffs

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB2899032A GB397693A (en) 1932-10-17 1932-10-17 Manufacture of mono-azo-dyestuffs

Publications (1)

Publication Number Publication Date
GB397693A true GB397693A (en) 1933-08-31

Family

ID=10284484

Family Applications (1)

Application Number Title Priority Date Filing Date
GB2899032A Expired GB397693A (en) 1932-10-17 1932-10-17 Manufacture of mono-azo-dyestuffs

Country Status (1)

Country Link
GB (1) GB397693A (en)

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