CH154706A - Process for the preparation of a condensation product of the anthraquinone series. - Google Patents

Process for the preparation of a condensation product of the anthraquinone series.

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Publication number
CH154706A
CH154706A CH154706DA CH154706A CH 154706 A CH154706 A CH 154706A CH 154706D A CH154706D A CH 154706DA CH 154706 A CH154706 A CH 154706A
Authority
CH
Switzerland
Prior art keywords
preparation
condensation product
anthraquinone series
amino
dianthrimide
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 CH154706A publication Critical patent/CH154706A/en

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

Description

  

  Verfahren zur Darstellung eines Kondensationsproduktes der     Anthrachinonreihe.       In dem     Hauptpatent    ist ein Verfahren  zur Darstellung eines wertvollen Konden  sationsproduktes der     Anthrachinonreihe    be  schrieben, welches dadurch gekennzeichnet  ist, dass man     1-Phtaloylamino-2-halogenanthra-          chinon    mit     1-Aniinoanthrachinon    unter     Ha-          logenwassersto:Habspaltung    zu einem     2.1.'-          Dianthrimid    kondensiert.

      Es wurde nun gefunden, dass man eben  falls ein 2 .     1'-Dianthrimid    erhält, wenn man       1-Phtaloylamino-2-halogenanthrachinon    mit       1-Amino-3-berizoylanthrachinon    unter Ab  spaltung von Halogenwasserstoff     kondensiert.     



  Das entstandene neue Produkt von der  Formel  
EMI0001.0015     
      bildet rote Kristalle, die sich in konzentrier  ter Schwefelsäure blau lösen und ist ein  wertvolles Ausgangsmaterial zur Herstellung  von Farbstoffen.  



  <I>Beispiel:</I>  220 Gewichtsteile     1-Phtaloylamirio-2-brom-          anthrachinon    werden mit 165 Gewichtsteilen       1-Amino-3-benzoylanthrachinon    (dargestellt  aus     1-Amino-4-bromanthr-achinon-2-carbon-          säure    durch Eliminieren der     Aminogruppe     auf die übliche Weise, Überführen in das       Karbonsäurechlorid    mittelst     Thionylchlorid,     Kondensation mit Benzol     reit    Hilfe von Alu  miniumchlorid und anschliessenden Ersatz des  Broms durch die     Aminogruppe    durch Er  hitzen mit Ammoniak unter Druck),

   sowie  75     (äewichtsteilen        Natriumacetat    und 3 Ge  wichtsteilen Kupferacetat und 1000 Gewichts  teilen Nitrobenzol einige Stunden lang zum  Sieden erhitzt. Man saugt dann ab und be  freit in der üblichen Weise vom Lösungs-    mittel und von anorganischen Bestandteilen.  Das erhaltene     1-Phtaloylamino-3'-benzoyl-          2    .     1'-dianthrimid    fällt in schönen, völlig ein  heitlichen roten Kristallen an. Sie lösen sich  in konzentrierter Schwefelsäure tiefblau; beim  Stehen wird die Farbe der Lösung rein gelb.



  Process for the preparation of a condensation product of the anthraquinone series. In the main patent, a process for the preparation of a valuable condensation product of the anthraquinone series is described, which is characterized in that 1-phtaloylamino-2-halogenanthraquinone with 1-aniinoanthraquinone with halogen hydrogen: cleavage to a 2.1 .'-dianthrimide condensed.

      It has now been found that a second 1'-Dianthrimide is obtained when 1-phtaloylamino-2-halogenanthraquinone is condensed with 1-amino-3-berizoylanthraquinone with elimination of hydrogen halide.



  The resulting new product from the formula
EMI0001.0015
      forms red crystals that dissolve blue in concentrated sulfuric acid and is a valuable starting material for the production of dyes.



  <I> Example: </I> 220 parts by weight of 1-phtaloylamirio-2-bromo-anthraquinone are mixed with 165 parts by weight of 1-amino-3-benzoylanthraquinone (prepared from 1-amino-4-bromanthr-aquinone-2-carboxylic acid by Elimination of the amino group in the usual way, conversion into the carboxylic acid chloride by means of thionyl chloride, condensation with benzene with the help of aluminum chloride and subsequent replacement of the bromine with the amino group by heating with ammonia under pressure),

   and 75 parts by weight of sodium acetate and 3 parts by weight of copper acetate and 1000 parts by weight of nitrobenzene are heated to the boil for a few hours. It is then filtered off with suction and freed in the usual way of solvent and inorganic constituents. Benzoyl-2, 1'-dianthrimide is obtained in beautiful, completely uniform red crystals. They dissolve in concentrated sulfuric acid deep blue; the color of the solution becomes pure yellow on standing.

Claims (1)

PATENTANSPRUCH: Verfahren zur Darstellung eines wertvollen Kondensationsproduktes der Anthrachinon- reihe, dadurch gekennzeichnet, dass man 1-Phtaloylamino-2-halogenanthrachinon mit 1-Amino-3-benzoylanthrachinon zu einem Derivat des 2.1'-Dianthrimids kondensiert. Das neue Produkt bildet rote Kristalle, die sich in konzentrierter Schwefelsäure mit blauer Farbe lösen und ist ein wertvolles Ausgangsmaterial zur Herstellung von Farb- stoffen. Claim: Process for the preparation of a valuable condensation product of the anthraquinone series, characterized in that 1-phtaloylamino-2-halogenanthraquinone is condensed with 1-amino-3-benzoylanthraquinone to form a derivative of 2.1'-dianthrimide. The new product forms red crystals that dissolve in concentrated sulfuric acid with a blue color and is a valuable starting material for the manufacture of dyes.
CH154706D 1930-02-26 1931-01-27 Process for the preparation of a condensation product of the anthraquinone series. CH154706A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE154706X 1930-02-26
CH152879T 1931-01-27

Publications (1)

Publication Number Publication Date
CH154706A true CH154706A (en) 1932-05-15

Family

ID=25716044

Family Applications (1)

Application Number Title Priority Date Filing Date
CH154706D CH154706A (en) 1930-02-26 1931-01-27 Process for the preparation of a condensation product of the anthraquinone series.

Country Status (1)

Country Link
CH (1) CH154706A (en)

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