CH141023A - Process for the preparation of an amino-anthrahydroquinone derivative. - Google Patents

Process for the preparation of an amino-anthrahydroquinone derivative.

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Publication number
CH141023A
CH141023A CH141023DA CH141023A CH 141023 A CH141023 A CH 141023A CH 141023D A CH141023D A CH 141023DA CH 141023 A CH141023 A CH 141023A
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CH
Switzerland
Prior art keywords
amino
preparation
yellow
added
product
Prior art date
Application number
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German (de)
Inventor
Limited Scottish Dyes
Original Assignee
Limited Scottish Dyes
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 Limited Scottish Dyes filed Critical Limited Scottish Dyes
Publication of CH141023A publication Critical patent/CH141023A/en

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Description

  

  Verfahren zur     Darstellung    eines     Amino-Anthrahydrochinonderivates.       Gegenstand vorliegender Erfindung ist ein  Verfahren zur Darstellung eines     Aminoanthra-          hydrochinonderivates,    dadurch gekennzeichnet,  dass man     2-Acetylamino-3-Chloranthrachinon     mit     Pyridin-Schwefeltrioxyd    in Gegenwart  eines     Metalles    und einer tertiären organischen  Base behandelt und im entstandenen Produkt  die     Acetylgruppe    verseift.  



       Beispiel:     13,5 Teile     2-Acetylamino-3-chloranthra-          chinon    werden mit 50 Teilen trockenem     Py-          rydin    und 25 Teilen von     Pyridin-Schwefel-          säureanhydrid    gemischt und hierauf die  Temperatur unter Umrühren auf 90   erhöht.  Es werden sodann 8 Teile gepulvertes Kupfer  zugesetzt, wonach die Schmelze während  einer Stunde bei 90   umgerührt wird. Hierauf  werden 13 Teile     Ätznatron    und ungefähr  250 Teile Wasser zugesetzt und das     Pyridin     alsdann durch Dampfdestillation entfernt.

    Zu der durch Filtration gewonnenen Lösung  werden nun 10 Teile     Natriumhydroxyd    zu-    gegeben, wonach die Lösung während einer  Stunde gekocht wird, wodurch die     Acetyl-          gruppe    offenbar verseift wird. Das Endprodukt  ist     offenbar    der     Dischwefelsäureester    des 2  Amino-S-chloranthrahydrochinons. Der neue  Körper bildet eine gelbbraune Lösung in  Natronlauge, die beim Verdünnen gelb wird  und eine - hellgrüne Fluoreszenz zeigt.

   Auf  Zusatz von     Kaliumchlorid    wird das Kalisalz  in gelblichen Blättchen     ausgesalzen.    Das       Natriumsalz    bildet Blättchen von gleicher       Beschaffenheit,    die jedoch bedeutend leichter  löslich sind. Der Körper soll als Zwischen  produkt bei der Herstellung von     Küpenfarb-          stoffen    Verwendung finden.



  Process for the preparation of an amino-anthrahydroquinone derivative. The present invention relates to a process for the preparation of an aminoanthra- hydroquinone derivative, characterized in that 2-acetylamino-3-chloroanthraquinone is treated with pyridine-sulfur trioxide in the presence of a metal and a tertiary organic base and the acetyl group is saponified in the product formed.



       Example: 13.5 parts of 2-acetylamino-3-chloroanthraquinone are mixed with 50 parts of dry pyrydine and 25 parts of pyridine-sulfuric anhydride, and the temperature is then increased to 90 with stirring. 8 parts of powdered copper are then added and the melt is stirred at 90 ° for one hour. Then 13 parts of caustic soda and about 250 parts of water are added and the pyridine is then removed by steam distillation.

    10 parts of sodium hydroxide are then added to the solution obtained by filtration, after which the solution is boiled for one hour, as a result of which the acetyl group is apparently saponified. The end product is apparently the disulfuric acid ester of 2 amino-S-chloranthrahydroquinone. The new body forms a yellow-brown solution in sodium hydroxide solution, which turns yellow when diluted and shows a - light green fluorescence.

   When potassium chloride is added, the potassium salt is salted out in yellowish leaves. The sodium salt forms leaflets of the same nature, but which are much more easily soluble. The body should be used as an intermediate product in the manufacture of vat dyes.

Claims (1)

PATENTANSPRUCH: Verfahren zur Darstellung eines Amino- anthrahydrochinonderivates, dadurch gekenn zeichnet, dass man 2-Acetylamino-3-chlor- anthrachinon mit Pyridin-Schwefeltrioxyd in Gegenwart eines Metalles und einer tertiären organischen Base behandelt und im ent- standenen Produkt die Acetylgruppe verseift. Der neue Körper bildet eine gelbbraune Lösung in Natronlauge, die beim Verdünnen gelb wird und eine hellgrüne Fluoreszenz zeigt. PATENT CLAIM: Process for the preparation of an amino anthrahydroquinone derivative, characterized in that 2-acetylamino-3-chloroanthraquinone is treated with pyridine-sulfur trioxide in the presence of a metal and a tertiary organic base and the acetyl group is saponified in the product formed. The new body forms a yellow-brown solution in caustic soda which, when diluted, turns yellow and shows light green fluorescence. Auf Zusatz von Kaliumchlorid wird das Kalisalz in gelblichen Blättchen ausge- salzen. Das Natriumsalz bildet Blättchen von gleicher Beschaffenheit, die jedoch bedeutend leichter löslich sind. Das Produkt soll als Zwischenprodukt bei der Herstellung von Küpenfarbstoffen Verwendung finden. When potassium chloride is added, the potassium salt is salted out in yellowish leaves. The sodium salt forms leaflets of the same nature, but which are much more easily soluble. The product is intended to be used as an intermediate in the manufacture of vat dyes.
CH141023D 1927-11-18 1928-11-14 Process for the preparation of an amino-anthrahydroquinone derivative. CH141023A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB141023X 1927-11-18

Publications (1)

Publication Number Publication Date
CH141023A true CH141023A (en) 1930-07-15

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ID=10035008

Family Applications (1)

Application Number Title Priority Date Filing Date
CH141023D CH141023A (en) 1927-11-18 1928-11-14 Process for the preparation of an amino-anthrahydroquinone derivative.

Country Status (1)

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CH (1) CH141023A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2581016A (en) * 1947-12-24 1952-01-01 Ciba Ltd Process for sulfonating 1-amino-anthraquinones

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2581016A (en) * 1947-12-24 1952-01-01 Ciba Ltd Process for sulfonating 1-amino-anthraquinones

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