CH196350A - Process for the preparation of a carbazole derivative. - Google Patents

Process for the preparation of a carbazole derivative.

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Publication number
CH196350A
CH196350A CH196350DA CH196350A CH 196350 A CH196350 A CH 196350A CH 196350D A CH196350D A CH 196350DA CH 196350 A CH196350 A CH 196350A
Authority
CH
Switzerland
Prior art keywords
carbazole derivative
preparation
works
bromo
solvent
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 CH196350A publication Critical patent/CH196350A/en

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Description

  

  Verfahren zur Herstellung eines     Carbazolderivates.       Es     wurde    gefunden,     dass    man     Carbazol-          derivate    erhält, wenn man sekundäre Amine,  deren     Stickstoff        einerseits    an     einen        Arylrest,          anderseits    an ein     p-Chinon        eines        mindestens     zweikernigen     Ringsystems        :

  gebunden        ist,    wo  bei in     beiden        Fällen    in je einer     o"Stellung     zur     Iminoggr        uppe    Halogen enthalten ist, bei  höherer     Temperatur,        zweckmässig    in     @Gegen-          wart    von     Lösungsmitteln,    mit Kupfer be  handelt.  



  .     Gegenstand    vorliegenden Patentes     ist    nun  ein Verfahren zur     ,Herstellung    eines     Carba-          zolderivates    durch     Einwirken    von Kupfer  auf 1-     (1--Brom-ss-        naplhthylamino)    - 2     -brom-          anthraehinon    bei höherer Temperatur, zweck  mässig in Gegenwart     eines        Lösungsmittels     und in     Gegenwart    einer     tertiären    Base.

   Als       Lösungsmittel    hat sich     Nitrobenzol    als :ge  eignet     erwiesen.    Als     tertiäre        Base    kann eine       Pyridinfraktion    vom Siedepunkt 180   C     Ver-          wendung    finden.  



       Das        erhältliche        Carbazolderivat    ist bereits       bekannt.    Es     stellt        :braune    Nadeln :dar. Es  löst sich in     konzentrierter    Schwefelsäure     erst     mit     grünstichig        blauer,    bald     reiner    blau    werdender Farbe.

   Die     Verbindung        besitzt     an     sieh        Farbstoffeharakter    und     stellt    ein       wertvolles        Zwischenprodukt    dar zur     Daretel-          lung    von Farbstoffen.



  Process for the preparation of a carbazole derivative. It has been found that carbazole derivatives are obtained if secondary amines whose nitrogen is attached to an aryl radical on the one hand and to a p-quinone of an at least binuclear ring system on the other:

  is bound, where in both cases halogen is contained in an o "position to the imino group, treated with copper at a higher temperature, expediently in the presence of solvents.



  . The present patent now relates to a process for preparing a carbazole derivative by the action of copper on 1- (1-bromo-ss- naplhthylamino) -2-bromo-anthraehinone at a higher temperature, advantageously in the presence of a solvent and in the presence a tertiary base.

   Nitrobenzene has proven to be a suitable solvent. A pyridine fraction with a boiling point of 180 ° C. can be used as the tertiary base.



       The carbazole derivative available is already known. It represents: brown needles: represents. It only dissolves in concentrated sulfuric acid with a greenish blue color that soon becomes pure blue.

   The compound has the character of a dye and is a valuable intermediate for the preparation of dyes.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines Carba- zolderivates, dadurcb. :gekennzeichnet, @dass man 1-(1-Brom-ss-naphthylamino)-2-brom- amthrachinon, bei höherer 'Temperatur mit Kupfer behandelt. UNTERANSPRÜCHE: 1. Vevfahren nach Patentanspruch, :dadurch gekennzeichnet, flass man in Gegenwart eines Lösungsmittels arbeitet. 2. PATENT CLAIM: Process for the production of a carbazole derivative, dadurcb. : marked @that 1- (1-bromo-ss-naphthylamino) -2-bromo-amthraquinone is treated with copper at a higher temperature. SUBClaims: 1. Vevfahren according to patent claim: characterized in that one works in the presence of a solvent. 2. Verfahren nach Patentanspruch und Un- teransprnch 1, dadurch dass man in Gegenwart von Nitrobenzol a-13 Lösungsmittel arbeitet. 3. Verfahren nach Patentanspruch, dadurch gekennzeichnet, @dass man in Gegenwart einer tertiären Base arbeitet. Process according to patent claim and sub-claim 1, characterized in that one works in the presence of nitrobenzene a-13 solvent. 3. The method according to claim, characterized in that one works in the presence of a tertiary base.
CH196350D 1935-08-02 1936-07-21 Process for the preparation of a carbazole derivative. CH196350A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE196350X 1935-08-02

Publications (1)

Publication Number Publication Date
CH196350A true CH196350A (en) 1938-03-15

Family

ID=5754279

Family Applications (1)

Application Number Title Priority Date Filing Date
CH196350D CH196350A (en) 1935-08-02 1936-07-21 Process for the preparation of a carbazole derivative.

Country Status (1)

Country Link
CH (1) CH196350A (en)

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