CH176813A - Process for the preparation of an anthraquinone derivative. - Google Patents

Process for the preparation of an anthraquinone derivative.

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Publication number
CH176813A
CH176813A CH176813DA CH176813A CH 176813 A CH176813 A CH 176813A CH 176813D A CH176813D A CH 176813DA CH 176813 A CH176813 A CH 176813A
Authority
CH
Switzerland
Prior art keywords
anthraquinone derivative
preparation
ammonia
anthraquinonyl
oxazole
Prior art date
Application number
Other languages
German (de)
Inventor
Aktiengesellsc Farbenindustrie
Original Assignee
Ig Farbenindustrie 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 Ig Farbenindustrie Ag filed Critical Ig Farbenindustrie Ag
Publication of CH176813A publication Critical patent/CH176813A/en

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  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Description

  

  Verfahren zur Darstellung eines     Anthrachinonderivates.       In dem Hauptpatent ist ein Verfahren  zur Darstellung eines     Anthrachinonderivates     angegeben, bei dem     1-Nitroanthrachinori-2-          cai-bonylainino-1'-anthrachinon        mitAinmoniak     behandelt wird.  



  Es wurde nun gefunden, dass man ein  wertvolles     Anthrachinonderivat    in ebenfalls  sehr vorteilhafter Weise erhalten kann, wenn  man     ss-(1-Nitro-2-anthi@achirioriyl)-3'(0)-2'(N)-          6'-cliloranthracliinonoxazol    mit Ammoniak be  handelt.  



  Vorteilhaft verwendet man Ammoniak,  das aus     ammoniakabgebenden    Stoffen wie       Harnstoff,        Urethan,        carbaminsaures    Ammo  nium, im Reaktionsraum selbst erhalten  wurde. Die Reaktion vollzieht sich am glat  testen in Gegenwart von organischen     Lö-          sungs-    oder     Suspensionsmitteln,    wie     Nitro-          benzol,    doch kommt zum Beispiel auch Was  ser oder flüssiges Ammoniak in Betracht.  



  Das erhaltene neue     Anthrachinonderivat          ;st    ss-(1-Amino-2-anthrachitionyl)-3'(0)-2'(N)-         6'-clilorarithrachinonogazol,    löst sich in kon  zentrierter Schwefelsäure mit gelbroter Farbe  und färbt Baumwolle aus     olivestichig    vio  letter     Küpe    in klaren     gelbstichig    roten Tönen.  Es soll aus Farbstoff Verwendung finden.

    <I>Beispiel</I>  40 Teile     ,u-(1-Nitro-2-anthrachinonyl)-3'          (0)-2'(N)-6'-chloranthrachinonoxazol,    erhält  lich durch     Ringschluss    von     1-Nitroanthrachi-          rion-2-carbonylamino-2'.        3'oxy-6'-chlor-anthra-          chinon    in Nitrobenzol mit     p-Toluosulfonsäure     bei     180-190'    C, werden in 800 Teilen  Nitrobenzol suspendiert, darauf wird bei       180-190'    C solange Ammoniak eingeleitet,  bis kein Ausgangsmaterial mehr nachweis  bar ist. Man saugt bei 100-1200 C ab und  befreit wie üblich vom Nitrobenzol.



  Process for the preparation of an anthraquinone derivative. The main patent specifies a process for the preparation of an anthraquinone derivative in which 1-nitroanthraquinori-2-cai-bonylainino-1'-anthraquinone is treated with ammonia.



  It has now been found that a valuable anthraquinone derivative can also be obtained in a very advantageous manner if ss- (1-nitro-2-anthi @ achirioriyl) -3 '(0) -2' (N) -6'-cliloranthracliinonoxazole treated with ammonia.



  It is advantageous to use ammonia obtained from ammonia-releasing substances such as urea, urethane, carbamic acid Ammo in the reaction chamber itself. The reaction takes place smoothly in the presence of organic solvents or suspending agents such as nitrobenzene, but water or liquid ammonia can also be used, for example.



  The new anthraquinone derivative obtained; sts- (1-amino-2-anthraquinoneyl) -3 '(0) -2' (N) - 6'-clilorarithraquinonogazole, dissolves in concentrated sulfuric acid with a yellow-red color and dyes cotton from olive-tinged vio letter vat in clear yellowish red tones. It is said to be used from dye.

    <I> Example </I> 40 parts, u- (1-nitro-2-anthraquinonyl) -3 '(0) -2' (N) -6'-chloroanthraquinone oxazole, obtainable by ring closure of 1-nitroanthraquinone -2-carbonylamino-2 '. 3'oxy-6'-chloro-anthraquinone in nitrobenzene with p-toluenesulfonic acid at 180-190 ° C. are suspended in 800 parts of nitrobenzene, then ammonia is passed in at 180-190 ° C. until no more starting material can be detected is. It is suctioned off at 100-1200 C and freed from nitrobenzene as usual.

Claims (1)

PATENTANSPRUCH: Verfahren zur Darstellung eines Antbra- chinonderivates, dadurch gekennzeichnet, dass man ss-(1-Nitro-2-anthrachinonyl)-3'(0)-2'(N)- 6'-chloranthrachinonoxazol mit Ammoniak behandelt. Das erhaltene Anthrachinonderivat ist ss-(1-Amino-2-anthrachinonyl)-3'(0)-2'(N)- 6' chloranthrachinonoxazol, löst sich in konzen- trierter Schwefelsäure mit gelbroter Farbe und färbt Baumwolle aus olivestichig vio letter güpe in klaren gelbstichig roten Tönen. Claim: Process for the preparation of an anthraquinone derivative, characterized in that ss- (1-nitro-2-anthraquinonyl) -3 '(0) -2' (N) - 6'-chloranthraquinone oxazole is treated with ammonia. The anthraquinone derivative obtained is ss- (1-amino-2-anthraquinonyl) -3 '(0) -2' (N) - 6 'chloranthraquinone oxazole, dissolves in concentrated sulfuric acid with a yellow-red color and dyes cotton with an olive-tinged violet güpe in clear yellowish red tones.
CH176813D 1932-09-23 1933-09-20 Process for the preparation of an anthraquinone derivative. CH176813A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE176813X 1932-09-23
CH171715T 1933-09-20

Publications (1)

Publication Number Publication Date
CH176813A true CH176813A (en) 1935-04-30

Family

ID=25719089

Family Applications (1)

Application Number Title Priority Date Filing Date
CH176813D CH176813A (en) 1932-09-23 1933-09-20 Process for the preparation of an anthraquinone derivative.

Country Status (1)

Country Link
CH (1) CH176813A (en)

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