CH298391A - Process for the preparation of an α- (oxyphenylamino) anthraquinone. - Google Patents

Process for the preparation of an α- (oxyphenylamino) anthraquinone.

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Publication number
CH298391A
CH298391A CH298391DA CH298391A CH 298391 A CH298391 A CH 298391A CH 298391D A CH298391D A CH 298391DA CH 298391 A CH298391 A CH 298391A
Authority
CH
Switzerland
Prior art keywords
oxyphenylamino
anthraquinone
methyl
anthrapyridone
preparation
Prior art date
Application number
Other languages
German (de)
Inventor
Aktiengesel Anilin-Soda-Fabrik
Original Assignee
Basf 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 Basf Ag filed Critical Basf Ag
Publication of CH298391A publication Critical patent/CH298391A/en

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Description

  

  Verfahren zur Herstellung eines     a-(Oxyphenylamino)-anthrachigons.       Gegenstand des Hauptpatentes ist ein Ver  fahren zur Herstellung eines     a-(Oxyphenyl-          amino)-anthrachinons    durch Behandeln von       1-Methylamino-4-        (4'-methoxyphenylamino)-          anthrachinon    mit sauren Mitteln bei niedri  geren Temperaturen, als bei welchen ringför  mige Verbindungen, wie     Coeramidonine    oder       Carbazole,    entstehen, wobei das     1-Methyl-          amino-4-        (4'-oxyphenylamino)    -     anthrachinon     entsteht.

    



  Es wurde nun gefunden, dass man eben  falls ein wertvolles a-     (Oxyphenylamino)-          anthrachinon    erhält,     wenn    man     4-(4'-Methoxy-          phenylamino)-N-methyl-1,9-anthrapyridon    mit  sauren Mitteln bei niedrigeren Temperaturen  behandelt, als bei welchen ringförmige Ver  bindungen, wie     Coeramidonine    oder     Carbazole,     entstehen.  



  Geeignete saure Mittel sind beispielsweise  die im Hauptpatent ,genannten.  



  Das erhaltene     4-(4'-Oxyphenylamino)-N-          methyl    -1,9 -     anthrapyridon    ist ein schwarz  violettes Pulver, das sich in konzentrierter  Schwefelsäure und in Aceton mit     blaustichig-          roter    Farbe löst.  



  Die im folgenden Beispiel angegebenen  Teile sind Gewichtsteile.    <I>Beispiel:</I>  In ein 'flüssiges Gemisch aus 5 Teilen  Aluminiumchlorid in 5 Teilen flüssigem       Sehwefeldioxyd,    das noch etwa 10 % seines    Gewichtes an     Natriumehlorid    enthalten kann,  trägt man unter Rühren 1 Teil     4-(4'-Methoxy-          phenylamino)-N-methyl-1,9-anthrapyridon    (er  halten durch Umsetzen von     4-Brom-N-methyl-          1,9-anthrapyridon    mit     1-Amino-4-methoxy-          benzol)    bei gewöhnlicher Temperatur     ein        und     rührt so lange weiter,

   bis kein Ausgangsstoff  mehr vorhanden ist. Dann giesst man das Ge  misch in Wasser und arbeitet es in der übli  chen Weise auf. Man erhält so das     4-(4'-Oxy-          phenylamino)-N-methyl-1,9-anthrapyridon    als  schwarzviolettes Pulver, das sich in konzen  trierter Schwefelsäure und in Aceton mit       blaustichigroter    Farbe löst.



  Process for the preparation of an α- (oxyphenylamino) -anthraquinone The main patent is a process for the production of a- (Oxyphenyl- amino) -anthraquinone by treating 1-methylamino-4- (4'-methoxyphenylamino) - anthraquinone with acidic agents at lower temperatures than in which ring-shaped compounds , such as Coeramidonine or Carbazole, arise, whereby the 1-methyl-amino-4- (4'-oxyphenylamino) - anthraquinone is formed.

    



  It has now been found that a valuable a- (oxyphenylamino) - anthraquinone is also obtained if 4- (4'-methoxyphenylamino) -N-methyl-1,9-anthrapyridone is treated with acidic agents at lower temperatures, than where ring-shaped compounds such as coeramidonines or carbazoles arise.



  Suitable acidic agents are, for example, those mentioned in the main patent.



  The 4- (4'-oxyphenylamino) -N-methyl -1,9-anthrapyridone obtained is a black-violet powder which dissolves in concentrated sulfuric acid and in acetone with a bluish-red color.



  The parts given in the following example are parts by weight. <I> Example: </I> In a 'liquid mixture of 5 parts of aluminum chloride in 5 parts of liquid sulfur dioxide, which can still contain about 10% of its weight in sodium chloride, 1 part of 4- (4'-methoxy- phenylamino) -N-methyl-1,9-anthrapyridone (obtained by reacting 4-bromo-N-methyl-1,9-anthrapyridone with 1-amino-4-methoxy-benzene) at ordinary temperature and stir for so long continue,

   until there is no more starting material. Then you pour the mixture into water and work it up in the usual way. The 4- (4'-oxyphenylamino) -N-methyl-1,9-anthrapyridone is obtained as a black-violet powder which dissolves in concentrated sulfuric acid and in acetone with a bluish-tinted red color.

 

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines a-(Oxy- phenylamino)-anthrachinons, dadurch gekenn zeichnet, dass man 4-(4'-Methoxyphenylamino)- N-methyl-1,9-anthrapyridon mit sauren Mit teln bei niedrigeren Temperaturen behandelt, als bei welchen ringförmige Verbindungen entstehen. . Das erhaltene 4-(4'-Oxyphenylamino)-N- methyl-1,9-anthrapyridon ist ein schwarzvio lettes Pulver, das sich in konzentrierter Sch-we- felsäure und in Aceton mit blaustichig roter Farbe löst. PATENT CLAIM: Process for the production of a- (oxyphenylamino) -anthraquinone, characterized in that 4- (4'-methoxyphenylamino) - N-methyl-1,9-anthrapyridone is treated with acidic agents at lower temperatures than in which ring-shaped connections arise. . The 4- (4'-oxyphenylamino) -N-methyl-1,9-anthrapyridone obtained is a black-violet powder which dissolves in concentrated sulfuric acid and in acetone with a bluish red color.
CH298391D 1942-05-12 1943-08-02 Process for the preparation of an α- (oxyphenylamino) anthraquinone. CH298391A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE298391X 1942-05-12
CH294699T 1943-08-02

Publications (1)

Publication Number Publication Date
CH298391A true CH298391A (en) 1954-04-30

Family

ID=25733534

Family Applications (1)

Application Number Title Priority Date Filing Date
CH298391D CH298391A (en) 1942-05-12 1943-08-02 Process for the preparation of an α- (oxyphenylamino) anthraquinone.

Country Status (1)

Country Link
CH (1) CH298391A (en)

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