CH160950A - Process for the preparation of a water-soluble red dye of the anthraquinone series. - Google Patents

Process for the preparation of a water-soluble red dye of the anthraquinone series.

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Publication number
CH160950A
CH160950A CH160950DA CH160950A CH 160950 A CH160950 A CH 160950A CH 160950D A CH160950D A CH 160950DA CH 160950 A CH160950 A CH 160950A
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CH
Switzerland
Prior art keywords
water
red
dye
preparation
anthraquinone series
Prior art date
Application number
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German (de)
Inventor
Sandoz Chemische Fabri Vormals
Original Assignee
Chem Fab Vormals Sandoz
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 Chem Fab Vormals Sandoz filed Critical Chem Fab Vormals Sandoz
Publication of CH160950A publication Critical patent/CH160950A/en

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  Verfahren zur Darstellung eines wasserlöslichen roten     Farbstoffes     der     Anthrachinonreihe.       Das vorliegende Verfahren     betrifft    die  Darstellung eines roten Farbstoffes der     Anthra-          chinonreihe    und ist dadurch gekennzeichnet,  dass man     Car-bäthoxy    - 2 -     methyl    - 4 -     halogen-          anthrapyridon    mit     p-Chloranilin    kondensiert,  die erhaltene Base mit schwachem     Oleum     behandelt und die     Monosulfosäure    aus dem  Reaktionsgemisch isoliert.  



  <I>Beispiel 1:</I>  40 Teile     Carbäthoxy    - 2 -     methyl    - 4 -     brom-          anthrapyridon,    40 Teile     p-Chloranilin,    16 Teile       Kaliumacetat    und 2 Teile Kupferoxyd werden  unter gutem Rühren auf 150-160   erhitzt,  bis im Bodensatz einer Probe in Benzol unter  dem Mikroskop kein     Brompyridon    mehr zu  sehen ist. Man verdünnt nun mit etwas  Nitrobenzol, dann mit Alkohol und gewinnt  das Kondensationsprodukt durch Absaugen,  Waschen und Trocknen.  



  Die so erhaltene Base wird durch     Sul-          fieren    mit schwachem     Oleum    bei 40-50   in  einen wasserlöslichen Farbstoff übergeführt.    Der Farbstoff stellt in trockenem Zu  stande ein dunkelrotes Pulver dar; er löst  sich blaurot in Wasser und blaustichig rot  in Schwefelsäure. Die     Schwefelsäurelösung     wird beim Erwärmen mit Borsäure violett.  Der Farbstoff färbt Wolle und Seide in echten  blaustichig roten Tönen von grosser Leb  haftigkeit an.  



  <I>Beispiel 2:</I>  40 Teile     p-Chloranilin,    10 Teile     Carb-          äthoxy-2-methyl-4-chloranthrapyridon,    3,5  Teile     Naliumacetat    und 0,05 Teile Kupfer  sulfat werden wie im Beispiel 1 bis zur Bil  dung der Base erhitzt. Die aus dem Kon  densationsgemisch isolierte Base ist mit der  jenigen des Beispiels 1 identisch und wird  in gleicher Weise in den sauren Farbstoff  übergeführt.



  Process for the preparation of a water-soluble red dye of the anthraquinone series. The present process relates to the preparation of a red dye of the anthrachinone series and is characterized in that car-ethoxy-2-methyl-4-halo-anthrapyridone is condensed with p-chloroaniline, the base obtained is treated with weak oleum and the monosulfonic acid is removed isolated from the reaction mixture.



  <I> Example 1: </I> 40 parts of carbethoxy - 2 - methyl - 4 - bromo anthrapyridone, 40 parts of p-chloroaniline, 16 parts of potassium acetate and 2 parts of copper oxide are heated to 150-160 with thorough stirring until the sediment is in place no bromopyridone can be seen under the microscope in a sample in benzene. It is now diluted with a little nitrobenzene and then with alcohol, and the condensation product is obtained by filtering off with suction, washing and drying.



  The base obtained in this way is converted into a water-soluble dye by sulphuring with weak oleum at 40-50. When dry, the dye is a dark red powder; it dissolves bluish red in water and bluish red in sulfuric acid. The sulfuric acid solution turns purple when heated with boric acid. The dye stains wool and silk in real blue-tinged red tones that are extremely vivid.



  <I> Example 2: </I> 40 parts of p-chloroaniline, 10 parts of carbethoxy-2-methyl-4-chloranthrapyridone, 3.5 parts of sodium acetate and 0.05 part of copper sulfate are as in Example 1 up to bil heating of the base. The base isolated from the condensation mixture is identical to that of Example 1 and is converted into the acidic dye in the same way.

Claims (1)

PATENTANSPRUCH: Verfahren zur Darstellung eines wasser löslichen roten Farbstoffes der Anthrachinon- reihe, dadurch gekennzeichnet, dass man Carb- äthoxy-2-methyl-4-halogenanthrapyridon mit p-Chloranilin kondensiert, die erhaltene Base mit schwachem Oleum behandelt und die Monosulfosäure aus dem Reaktionsgemisch isoliert. Der Farbstoff stellt in trockenem Zu stande ein dunkelrotes Pulver dar; er löst sich blaurot in Wasser und blaustichig rot in Schwefelsäure. Die Schwefelsäurelösung wird beim Erwärmen mit Borsäure violett. Claim: Process for the preparation of a water-soluble red dye of the anthraquinone series, characterized in that carbethoxy-2-methyl-4-halogenanthrapyridone is condensed with p-chloroaniline, the base obtained is treated with weak oleum and the monosulfonic acid is removed from the reaction mixture isolated. When dry, the dye is a dark red powder; it dissolves bluish red in water and bluish red in sulfuric acid. The sulfuric acid solution turns purple when heated with boric acid. Der Farbstoff färbt Wolle und Seide in echten blaustichig roten Tönen von grosser Leb haftigkeit an. The dye stains wool and silk in real blue-tinged red tones that are extremely vivid.
CH160950D 1931-04-29 1932-04-21 Process for the preparation of a water-soluble red dye of the anthraquinone series. CH160950A (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
DE160950X 1931-04-29
DE50631X 1931-06-05
CH156452T 1931-11-08

Publications (1)

Publication Number Publication Date
CH160950A true CH160950A (en) 1933-03-31

Family

ID=27177377

Family Applications (1)

Application Number Title Priority Date Filing Date
CH160950D CH160950A (en) 1931-04-29 1932-04-21 Process for the preparation of a water-soluble red dye of the anthraquinone series.

Country Status (1)

Country Link
CH (1) CH160950A (en)

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