GB790952A - Improvements in or relating to a process for the production of compounds of the anthraquinone series - Google Patents

Improvements in or relating to a process for the production of compounds of the anthraquinone series

Info

Publication number
GB790952A
GB790952A GB253/56A GB25356A GB790952A GB 790952 A GB790952 A GB 790952A GB 253/56 A GB253/56 A GB 253/56A GB 25356 A GB25356 A GB 25356A GB 790952 A GB790952 A GB 790952A
Authority
GB
United Kingdom
Prior art keywords
sulphonamide
amino
isopentyl
bromo
condensed
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
GB253/56A
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 GB790952A publication Critical patent/GB790952A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B1/00—Dyes with anthracene nucleus not condensed with any other ring
    • C09B1/16—Amino-anthraquinones
    • C09B1/20—Preparation from starting materials already containing the anthracene nucleus
    • C09B1/36—Dyes with acylated amino groups
    • C09B1/473—Dyes with acylated amino groups the acyl groups being residues of a sulfonic acid

Landscapes

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

Abstract

The invention comprises compounds of the formula <FORM:0790952/IV (b)/1> wherein R is alkyl, alkoxyalkyl, or aralkyl and ring A may be substituted in 6- and/or 7-position by halogen. They are prepared by (a) condensation of a 1-amino-4-halogenanthraquinone-2-sulphonic acid with an alkyl, alkoxyalkyl or aralkyl-sulphonamide (e.g. in aqueous medium in presence of an acid-binding agent and a copper compound), or (b) by reaction of the corresponding 2-halogen body with alkali metal sulphite (e.g. in aqueous medium, under pressure, in presence of phenol). The products dye or print polyacrylonitrile, cellulose acetate, and polyester fibres. In examples, sodium 1-amino - 4 - bromanthraquinone - 2 - sulphonate is condensed with (1) isopentyl sulphonamide, (2) n-octyl sulphonamide, (3) benzyl sulphonamide, and also (4) methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl-, 3-methoxybutyl, n-pentyl, 1-methylbutyl, lauryl and tetradecyl sulphonamides; (5) 1 - amino - 4 - bromo - 6 - chloro - anthraquinone - 2 sulphonic acid is condensed with n-propyl or isopentyl sulphonamide, (6) 1 - amino - 4 - bromo - 6,7 - dichloroanthraquinone - 2 - sulphoni acid is condensed with n-butyl or isopentyl sulphonamide, (7) 1-amino-4,6-dibromo (or 4-bromo-6-fluoro) - anthraquinone - 2 - sulphonic acid is condensed with isopentyl sulphonamide. Also in examples, (8) 1-amino-2-bromo- or chloro-4-isopentylsulphonylamino - anthraquinone is reacted with aqueous sodium sulphite. A dyeing example with polyacrylonitrile fibres by the cuprous ion process is given. Specification 784,668 is referred to.
GB253/56A 1955-01-05 1956-01-04 Improvements in or relating to a process for the production of compounds of the anthraquinone series Expired GB790952A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH333179T 1955-01-05

Publications (1)

Publication Number Publication Date
GB790952A true GB790952A (en) 1958-02-19

Family

ID=4536983

Family Applications (1)

Application Number Title Priority Date Filing Date
GB253/56A Expired GB790952A (en) 1955-01-05 1956-01-04 Improvements in or relating to a process for the production of compounds of the anthraquinone series

Country Status (4)

Country Link
CH (1) CH333179A (en)
DE (1) DE1061465B (en)
FR (2) FR1140532A (en)
GB (1) GB790952A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3324150A (en) * 1965-06-28 1967-06-06 Eastman Kodak Co 1-amino-2-aryloxy-4-sulfonamidoanthraquinones

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2938914A (en) * 1957-09-25 1960-05-31 American Cyanamid Co Alkyl trialkylammonium salts as disperse dyes for acrylic fibers
US5034547A (en) * 1989-07-21 1991-07-23 Minnesota Mining And Manufacturing Company Anthraquinone dyes having alkylsulfonylamino substituents

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE623883C (en) * 1934-05-19 1936-01-09 I G Farbenindustrie Akt Ges Process for the preparation of acidic wool dyes

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3324150A (en) * 1965-06-28 1967-06-06 Eastman Kodak Co 1-amino-2-aryloxy-4-sulfonamidoanthraquinones

Also Published As

Publication number Publication date
CH333179A (en) 1958-10-15
DE1061465B (en) 1959-07-16
FR1140531A (en) 1957-07-24
FR1140532A (en) 1957-07-24

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