CH200279A - 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
CH200279A
CH200279A CH200279DA CH200279A CH 200279 A CH200279 A CH 200279A CH 200279D A CH200279D A CH 200279DA CH 200279 A CH200279 A CH 200279A
Authority
CH
Switzerland
Prior art keywords
preparation
condensation product
anthraquinone series
phenyl
phthaloylquinazoline
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 CH200279A publication Critical patent/CH200279A/en

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

Description

  

      Verfahren    zur Darstellung eines Kondensationsproduktes der     Anthrachinonreihe.       Wie im Hauptpatent     angegeben    ist, kön  nen     KondensationsproduktederAnthrachinon-          reilhe    dadurch erhalten werden, dass     man          Phthaloylohinazoline,    welche in dem ange  gliederten     heterocyclischen    Ring     wenigstenis          ,ein    an     ein        Kohlenstoffatom    gebundenes  Halogenatom enthalten, mit Aminen umsetzt,

    welche     mindestens        nooh        ein    austauschbares       Wasserstoffatom        besitzen.     



       Gegenstand    vorliegenden     Patentes        ist    nun  ein Verfahren zur     Darstellung    eines     Konden-          sationsproduktes    der     Anthrachinonreihe.        Es     besteht darin,     dass,    man     2-Halogen-4-phenyl-          6    .     7-phthaloylahinazolin    mit     4-Aminoanthra-          chinon-2.1-(N)-1'    .

   -2'     (N)-5'-chlorbenzakridon     zur Umsetzung     bringt.    Vorzugsweise verwen  det man     als        Halogenverbindung    des     Chin-          azolins    das     entsprechende    Chlorderivat.     Das     Halogenatom ist leicht     beweglich,    so.  & ss die  Umsetzung     ohne        Sehwienigkeit    erfolgt. Man  arbeitet zweckmässig in     Gegenwart        eines.    in  differenten     Lösemittels    wie z. B.

   Nitrobenzol;         Triehlonbenzol    oder     Phenol    bei erhöhten       Temperaturen.     



       Dias        erhaltene        neue    Produkt stellt     oliv-          farbene        Kristalla        dlar,        die    durch Lösen     in          konzentrierter        Schwefelsäure    und Abscheiden  aus der     Lösung    durch     Verdünnen    mit Wasser       als        ,gut        kristallisiertes.    Sulfat     erhalten:    wenden.

    Der     Farbstoff    färbt     Baumwolle        aus        der        Kwpe          in        grünen    Tönen an.  



       Beispiel:     2 -     Ogy    -     4-phenyl-6    .     7-phthaloylchinazolin          wirdi    durch     Erwärmen        des,

          2.-Amiuo-3-benzoyl-          anthrachinons    in     Urethan        in    Gegenwart von       Chlorzink        dargestellt.        Die    schwach gelb ge  färbte     Ow-yverbinduug        liefert    beim     Erwärmen     mit     Phosphorpentachlorid    in     Trichlorbenzol     das, fast farblose     2-Chlor-4-phenyl-6.7-          phthaIoylohinazolin.     



  5 Gewichtsteile     2-Chlor-4-phenyl-,6.7-          phth@aloylehinazolin    werden mit 4 Gewichts  teilen     4-Aminoanthraehinon-2    .     1-(N)-1'    . 2'-           (N)-5'-chlorbenzakridon    in     120        Gewichtsteilen     Phenol zum     Sieden        erwärmt,

      bis kein     Chlor-          wasserstoff    mehr     entweicht.    Nach     beendeter          Reaktion    wird auf<B>110'</B> C     abgekühlt    und  mit 50     Gewichtsteilen        Pyridin        verdünnt,        bei     <B>80'</B> C     geputscht,

      mit     Pyridin        gewaschen    und       getrocknet.        Die        olivfarbenen        Kristalle        sind     in     organischen        Lösemitteln    sehr schwer       löslich.        Durch        Verdünnen        deT    schwefelsauren       Lösung    mit     Wasser    erhält man den     Farbstoff          rein        als    gut     

  kristallisiertes-Sulfat.    Er färbt  Baumwolle     aus    der     Küpe    in     grünen    Tönen     an.  



      Process for the preparation of a condensation product of the anthraquinone series. As stated in the main patent, condensation products of the anthraquinone series can be obtained by reacting phthaloylohinazolines, which contain at least one halogen atom bonded to a carbon atom in the attached heterocyclic ring, with amines,

    which have at least one exchangeable hydrogen atom.



       The subject of the present patent is a process for the preparation of a condensation product of the anthraquinone series. It consists in the fact that, one 2-halo-4-phenyl-6. 7-phthaloylahinazoline with 4-aminoanthraquinone-2.1- (N) -1 '.

   -2 '(N) -5'-chlorobenzakridone brings to implementation. The corresponding chlorine derivative is preferably used as the halogen compound of quinazoline. The halogen atom is easily mobile, so. & ss the implementation takes place without sight. One works expediently in the presence of one. in different solvents such as B.

   Nitrobenzene; Triehlon benzene or phenol at elevated temperatures.



       The new product obtained presents olive-colored crystals which, by dissolving them in concentrated sulfuric acid and separating them from the solution by diluting with water, crystallized as well. Get sulfate: turn.

    The dye stains cotton from the Kwpe in green tones.



       Example: 2 - Ogy - 4-phenyl-6. 7-phthaloylquinazoline is obtained by heating the

          2.-Amiuo-3-benzoyl-anthraquinones in urethane in the presence of zinc chloride. The pale yellow ow-y compound, when heated with phosphorus pentachloride in trichlorobenzene, yields the almost colorless 2-chloro-4-phenyl-6.7-phthalyloylohinazoline.



  5 parts by weight of 2-chloro-4-phenyl-, 6.7-phth @ aloylehinazolin with 4 parts by weight of 4-aminoanthraehinone-2. 1- (N) -1 '. 2'- (N) -5'-chlorobenzakridone in 120 parts by weight of phenol heated to boiling,

      until no more hydrogen chloride escapes. After the reaction has ended, it is cooled to <B> 110 '</B> C and diluted with 50 parts by weight of pyridine, at <B> 80' </B> C,

      washed with pyridine and dried. The olive-colored crystals are very sparingly soluble in organic solvents. By diluting the sulfuric acid solution with water, the dye is obtained pure as well

  crystallized sulfate. He dyes cotton from the vat in green tones.

Claims (1)

PATENTANSPRUCH: Verfahren zur Darstellung eines Konden- sationsproduktes der Anthrachinonreihe, da- durch gekennzeichnet, dass man 2-Halogen,-4- phenyl - 6 . 7 - phthaloylchinazolin mit 4 - Amino-anthTaohinon-2 . 1-(N)-1' . PATENT CLAIM: Process for the preparation of a condensation product of the anthraquinone series, characterized in that 2-halogen, -4-phenyl-6. 7 - phthaloylquinazoline with 4 - amino-anthTaohinon-2. 1- (N) -1 '. 2'-(N)-5'- chlorbenzakridon umsetzt. Das so erhaltene Produkt wird durch Lösen in konzentrierter Schwefelsäure und Verdünnen mit Wasser ale gut kristallisiertes Sulfat erhalten. Der Farbstoff färbt Baum wolle aus der Küpe in grünen, Tönen an. 2 '- (N) -5'-chlorobenzakridone converts. The product thus obtained is obtained by dissolving in concentrated sulfuric acid and diluting with water as a well-crystallized sulfate. The dye stains cotton from the vat in green tones. UNTERANSPRÜCHE: 1. Verfahren nach Patentaaspruoh, dadurch gekennzeichnet, d@aB, das 2-Chlor-4-phenyl- 6.7-phthaloylchinazolin verwendet wird. 2. SUBClaims: 1. Method according to Patentaaspruoh, characterized in that d @ aB, the 2-chloro-4-phenyl-6.7-phthaloylquinazoline is used. 2. Verfahren nach Patentanspruch, dadurch gekennzeichnet, dass die Reaktion in Ge genwart von Phenol durchgeführt, wird. Process according to claim, characterized in that the reaction is carried out in the presence of phenol.
CH200279D 1936-05-30 1937-04-20 Process for the preparation of a condensation product of the anthraquinone series. CH200279A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE200279X 1936-05-30
CH196974T 1937-04-20

Publications (1)

Publication Number Publication Date
CH200279A true CH200279A (en) 1938-09-30

Family

ID=25722936

Family Applications (1)

Application Number Title Priority Date Filing Date
CH200279D CH200279A (en) 1936-05-30 1937-04-20 Process for the preparation of a condensation product of the anthraquinone series.

Country Status (1)

Country Link
CH (1) CH200279A (en)

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