GB660056A - Process for the preparation of disazo acid dyestuffs - Google Patents

Process for the preparation of disazo acid dyestuffs

Info

Publication number
GB660056A
GB660056A GB4302/49A GB430249A GB660056A GB 660056 A GB660056 A GB 660056A GB 4302/49 A GB4302/49 A GB 4302/49A GB 430249 A GB430249 A GB 430249A GB 660056 A GB660056 A GB 660056A
Authority
GB
United Kingdom
Prior art keywords
amino
sulphonamide
phenyl
benzyl
benzene
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
GB4302/49A
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.)
Sandoz AG
Original Assignee
Sandoz 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 Sandoz AG filed Critical Sandoz AG
Publication of GB660056A publication Critical patent/GB660056A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B31/00Disazo and polyazo dyes of the type A->B->C, A->B->C->D, or the like, prepared by diazotising and coupling
    • C09B31/02Disazo dyes
    • C09B31/08Disazo dyes from a coupling component "C" containing directive hydroxyl and amino groups

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

Acid disazo dyestuffs are obtained by coupling in acid solution diazotized aminoazo dyestuffs of the formula <FORM:0660056/IV (c)/1> with 2-amino-8-naphthol-6-sulphonic acid or an N-alkyl or N-aryl derivative thereof; in the formula, Y is hydrogen, alkyl or halogen and X is -O-aryl, -O-aralkyl, <FORM:0660056/IV (c)/2> <FORM:0660056/IV (c)/3> an alkyl group of at least 5 carbon atoms. The products dye wool and silk in violet, blue or black shades. The monoazo dyestuffs of the above formula are obtained by diazotizing an amine <FORM:0660056/IV (c)/4> coupling the product with a 1-amino-3-aryl-sulphonylamino-benzene-6-sulphonic acid and treating the coupling product with an alkylating agent. Examples show the use of the following components: (1) amines of the second formula above: 2-amino-4-chlorodiphenyl ether, p-tert. amyl-aniline, p-aminodiphenyl ether, 2-benzyloxy-5-chloraniline, N-benzyl - N - (p - aminophenyl) - toluene p-sulphonamide, N - methyl - N - (31 - chloro - 41-aminophenyl) - toluene p - sulphonamide, N-ethyl - N - phenyl - 4 - amino - toluene - o-sulphonamide, N - benzyl - N - phenyl - 4-chloro - 3 - amino - benzenesulphonamide and N - benzyl - N - cyclohexyl - 2 - amino - benzene-sulphonamide; (2) middle components: 1-amino - 3 - arylsulphonylamino - benzene - 6-sulphonic acids where the aryl group is phenyl and p-tolyl, N-alkylated by treatment with dimethyl and diethyl sulphates; (3) end components: 2-amino-, 2-methylamino- and 2-o-tolylamino-8-naphthol-6-sulphonic acids. Samples have been furnished under Sect. 2 (5) of further dyestuffs prepared by the above process, derived from the following components (apart from those specified above): (1) amines of the second general formula: 2-amino-4-chloro - 41 - cyclohexyl - diphenyl ether, 2-benzyloxy - 5 - tert. - amyl - aniline, 2 - amino-21 - methyl - diphenyl ether, N - ethyl - N-phenyl - 2 - amino - benzene - sulphonamide, N - methyl - N - (ar - tetrahydro - 1 - naphthyl) 2 - amino - benzenesulphonamide, N - benzyl-N - phenyl - 2 - amino - benzenesulphonamide, N - ethyl - N - phenyl - 3 - amino - 4 - chlorobenzenesulphonamide, N - ethyl - N - phenyl6 - amino - toluene - m - sulphonamide and N-benzyl - N - cyclohexyl - 4 - amino - toluene - o - sulphonamide; (2) middle components: 1-amino - 3 - (N - methyl - o - toluenesulphonamido)- and 1-amino-3-(N-methyl-p-chlorobenzenesulphonamido) - benzene - 6 - sulphonic acids; (3) end components: 2-p-tolylamino-and 2 - mesidylamino - 8 - naphthol - 6 - sulphonic acids.
GB4302/49A 1948-02-17 1949-02-16 Process for the preparation of disazo acid dyestuffs Expired GB660056A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH660056X 1948-02-17

Publications (1)

Publication Number Publication Date
GB660056A true GB660056A (en) 1951-10-31

Family

ID=4526816

Family Applications (1)

Application Number Title Priority Date Filing Date
GB4302/49A Expired GB660056A (en) 1948-02-17 1949-02-16 Process for the preparation of disazo acid dyestuffs

Country Status (1)

Country Link
GB (1) GB660056A (en)

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