CH170688A - Process for the preparation of 1,4-diaminoanthraquinone-2,3-disulfonic acid. - Google Patents

Process for the preparation of 1,4-diaminoanthraquinone-2,3-disulfonic acid.

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Publication number
CH170688A
CH170688A CH170688DA CH170688A CH 170688 A CH170688 A CH 170688A CH 170688D A CH170688D A CH 170688DA CH 170688 A CH170688 A CH 170688A
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CH
Switzerland
Prior art keywords
preparation
boric acid
diaminoanthraquinone
weight
parts
Prior art date
Application number
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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.)
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Publication date
Application filed by Ig Farbenindustrie Ag filed Critical Ig Farbenindustrie Ag
Publication of CH170688A publication Critical patent/CH170688A/en

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Description

  

  Verfahren zur Darstellung von     1.4-Diaminoanthrachinon-2.3-disulfosäure.            Gegenstand    des Hauptpatentes ist ein  Verfahren zur Darstellung von     1.4-Diamino-          anthraohinon-2.3-disulfosäure    durch Umset  zung des     Boressigesters    eines 1. 4 -     Diamino-          2.3-dihalogenanthrachinons    mit einem neu  tralen     Sulfit.     



  Es wurde nun gefunden, dass auch durch  Umsetzung des     Borsäureesters    des 1 . 4 -     Di-          amino-2.3-dihalogenanthrachinons    mit einem  neutralen     Sulfit    sehr leicht und glatt die       1.4-Diaminoanthrachinon-2.3-sulfosäure    er  halten werden kann. Der erwähnte Borsäure  ester entsteht beispielsweise aus     1.4-Diamino-          2    . 3 -     dihalogenanthrachinon    in     Borschwefel-          säure.     



  Der Austausch der beiden Halogenatome  ist meistens schon nach kurzem Aufkochen  der wässerigen Lösung beendet; die Reaktion  kann jedoch auch bei niederer Temperatur  durchgeführt werden. Es empfiehlt sich, die  Umsetzung mit dem     Borsäureester    im statu         nascendi    vorzunehmen, zum Beispiel in der  Art, dass man     1.4-Diamino-2.3-dihalogen-          anthrachinon,    Borsäure und ein     Sulfit    zum  Beispiel in Gegenwart von Phenol aufeinan  der einwirken lässt.  



  <I>Beispiel Z:</I>  16 Gewichtsteile Borsäure werden durch  schwaches Erwärmen in so viel 20      /oigem          Oleum    gelöst, dass nach erfolgter Lösung der  Borsäure     monohydratische    Schwefelsäure ent  standen ist. Alsdann trägt man bei 5060   C  30,7 Gewichtsteile     1.4-Diamino-2.3-dichlor-          anthrachinon    ein und verrührt die violette  Lösung, bis sich die Bildung des     Borsäure-          esters    vollzogen hat. Die abgekühlte Schmelze  giesst man nun vorsichtig auf Eis, saugt ab  und wäscht neutral.

   Die neutrale Paste wird  bei 90   in eine Lösung eingetragen, bestehend  aus 1500 Gewichtsteilen Wasser und 120 Ge  wichtsteilen kristallisiertem     Natriumsulfit.         <I>Beispiel 2:</I>       "5    Gewichtsteile     1.4-Diämino-2.3-dichlor-          anthrachinon,    30 Gewichtsteile Phenol wer  den zusammen mit 2,5 Gewichtsteilen Bor  säure auf     150/160      erhitzt, bis der in     Ppridin     blau lösliche     Borsäureester    entstanden ist.

   Zu  der auf<B>100'</B> abgekühlten     Phenolschmelze     fügt man 15 Gewichtsteile kristallisiertes       Natriumsulfit,    in 100 Gewichtsteilen Wasser  gelöst, und rührt noch einige Zeit bei 100120  .  Nach beendeter Reaktion wird das Phenol mit  Wasserdampf abgetrieben und die eventuell  vom unveränderten Ausgangsmaterial     abfil-          trierte    Lösung mit Kochsalz     'ausgesalzen.  



  Process for the preparation of 1,4-diaminoanthraquinone-2,3-disulfonic acid. The subject of the main patent is a process for the preparation of 1,4-diamino-anthraohinone-2,3-disulfonic acid by reacting the boracetic ester of a 1,4-diamino-2,3-dihalogenanthraquinone with a neutral sulfite.



  It has now been found that by reacting the boric acid ester of the 1st 4 - Di-amino-2,3-dihalogenanthraquinones with a neutral sulfite very easily and smoothly the 1,4-diaminoanthraquinone-2,3-sulfonic acid can be obtained. The boric acid ester mentioned is formed from 1,4-diamino-2, for example. 3 - dihaloanthraquinone in borosulfuric acid.



  The exchange of the two halogen atoms usually ends after the aqueous solution has boiled for a short time; however, the reaction can also be carried out at a low temperature. It is advisable to carry out the reaction with the boric acid ester in statu nascendi, for example in such a way that 1,4-diamino-2,3-dihalogeno-anthraquinone, boric acid and a sulfite, for example in the presence of phenol, are allowed to act on one another.



  <I> Example Z: </I> 16 parts by weight of boric acid are dissolved in so much 20% oleum by gentle heating that monohydric sulfuric acid is formed after the boric acid has been dissolved. 30.7 parts by weight of 1,4-diamino-2,3-dichloroanthraquinone are then introduced at 5060 ° C. and the violet solution is stirred until the boric acid ester has formed. The cooled melt is then carefully poured onto ice, filtered off with suction and washed neutral.

   The neutral paste is entered at 90 in a solution consisting of 1500 parts by weight of water and 120 parts by weight of crystallized sodium sulfite. <I> Example 2: </I> "5 parts by weight of 1,4-diämino-2,3-dichloro-anthraquinone, 30 parts by weight of phenol are heated to 150/160 together with 2.5 parts by weight of boric acid until the boric acid ester, which is blue-soluble in ppridine, is formed is.

   15 parts by weight of crystallized sodium sulfite, dissolved in 100 parts by weight of water, are added to the phenol melt, which has cooled to <B> 100 '</B>, and the mixture is stirred at 100-120 for some time. After the reaction has ended, the phenol is driven off with steam and the solution which may have been filtered off from the unchanged starting material is salted out with common salt.

 

Claims (1)

PATENTANSPRUCH: Verfahren- zur Darstellung von<B>1.</B> 4-Di- äminoanthrachinon -<B>2.3</B> - sulfosäure, dadurch gekennzeichnet, dass man den Borsäureester eines 1.4-Diamino-2.3-dihalogenanthrachinons mit einem neutralen Stilfit behandelt. UNTERANSPRUCH: Verfahren nach Patentanspruch, dadurch gekennzeichnet, dass der Borsäureester im statu-nascendi angewandt wird. PATENT CLAIM: Process for the preparation of <B> 1. </B> 4-di-aeminoanthraquinone - <B> 2.3 </B> - sulfonic acid, characterized in that the boric acid ester of a 1,4-diamino-2,3-dihalogenanthraquinone with a treated in a neutral style fit. SUBSTANTIAL CLAIM: Process according to patent claim, characterized in that the boric acid ester is used in the statu-nascendi.
CH170688D 1932-03-26 1933-03-21 Process for the preparation of 1,4-diaminoanthraquinone-2,3-disulfonic acid. CH170688A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE170688X 1932-03-26
CH167807T 1933-03-21

Publications (1)

Publication Number Publication Date
CH170688A true CH170688A (en) 1934-07-15

Family

ID=25718468

Family Applications (1)

Application Number Title Priority Date Filing Date
CH170688D CH170688A (en) 1932-03-26 1933-03-21 Process for the preparation of 1,4-diaminoanthraquinone-2,3-disulfonic acid.

Country Status (1)

Country Link
CH (1) CH170688A (en)

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