CH132613A - Process for the preparation of a thioether of the anthraquinone series. - Google Patents

Process for the preparation of a thioether of the anthraquinone series.

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Publication number
CH132613A
CH132613A CH132613DA CH132613A CH 132613 A CH132613 A CH 132613A CH 132613D A CH132613D A CH 132613DA CH 132613 A CH132613 A CH 132613A
Authority
CH
Switzerland
Prior art keywords
thioether
preparation
anthraquinone series
carboxylic acid
anthraquinone
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 CH132613A publication Critical patent/CH132613A/en

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Description

  

  Verfahren zur Darstellung eines     Thioäthers    der     Anthrachinonreihe.       Es wurde gefunden, dass man einen     Thio-          äther    der     Anthrachinönreihe    erhält, wenn  man auf die     1-Diazoanthrachinon-2-carbon-          säure    2     #        5-Dichlorthiophenol    einwirken lässt.  Man kann die     1-Diazoantbrachinon-2-carbon-          säure    unmittelbar in der stark mineralsauren  Lösung anwenden, die man bei ihrer Dar  stellung erhält.

   Der     Thioäther    wird in vor  züglicher Ausbeute erhalten und dient als  wertvolles Zwischenprodukt für die Herstel  lung von Farbstoffen.  



       Beispiel:     In eine stark schwefelsaure Lösung von       1-Diazoanthrachinon-2-carbonsäure,    beispiels  weise erhalten durch Überführen von 25 Teilen       1-Nitro-2-methylanthrachinon    nach dem Ver  fahren des D. R.

   P. 360422, Beispiel 1, in  1     #        2-Anthrachinonisogazol    und Weiterverarbei  ten nach dem Verfahren der schweizerischen  Patentschrift 124351 in die     1-Diazoanthra-          chinon-2-carbonsäure,    rührt man bei gewöhn  licher Temperatur eine Lösung von 18 Teilen  2     #        5-Dichlorthiophenol    in 400 Teilen Wasser  und 30 Teilen Natronlauge von<B>30'</B>     B6    ein.

      Man erhält dabei unter Entweichen von Stick  stoff einen gelben Niederschlag der     Antbra-          chinon    -1-     thio    -2'. 5'-     dichlorphenyl    - 2     -carbon-          säure.    Man kocht auf, saugt ab, wäscht mit  Wasser und trocknet. Um die Säure ge  wünschten Falles völlig rein zu erhalten, kocht  man das Rohprodukt mit Wasser und Ma  gnesia auf, filtriert von unlöslichen Verun  reinigungen ab und fällt die gelbe Lösung  des     Magnesiumsalzes    mit     Salzsäure.    Auch das  gut kristallisierende     Natriumsalz    ist zur Rei  nigung der Säure geeignet.



  Process for the preparation of a thioether of the anthraquinone series. It has been found that a thioether of the anthraquinone series is obtained if 2 # 5-dichlorothiophenol is allowed to act on the 1-diazoanthraquinone-2-carboxylic acid. 1-Diazoantbrachinon-2-carboxylic acid can be used directly in the strongly mineral acidic solution that is obtained when it is prepared.

   The thioether is obtained in excellent yield and serves as a valuable intermediate for the manufacture of dyes.



       Example: In a strong sulfuric acid solution of 1-diazoanthraquinone-2-carboxylic acid, for example obtained by transferring 25 parts of 1-nitro-2-methylanthraquinone according to the method of D.R.

   P. 360422, Example 1, in 1 # 2-anthraquinone isogazole and further processing th according to the method of Swiss patent specification 124351 in the 1-diazoanthrachinone-2-carboxylic acid, a solution of 18 parts of 2 # 5- is stirred at the usual temperature. Dichlorothiophenol in 400 parts of water and 30 parts of sodium hydroxide solution of <B> 30 '</B> B6.

      A yellow precipitate of the anthraquinone -1-thio -2 'is obtained with the escape of nitrogen. 5'-dichlorophenyl-2-carboxylic acid. It is boiled up, suctioned off, washed with water and dried. In order to keep the acid completely pure if desired, the crude product is boiled with water and magnesia, insoluble impurities are filtered off and the yellow solution of the magnesium salt is precipitated with hydrochloric acid. The sodium salt, which crystallizes well, is also suitable for cleaning the acid.

Claims (1)

PATENTANSPRUCH: Verfahren zur Darstellung eines Thioäthers der Anthrachanonreihe, dadurch gekennzeich net, dass man auf die 1-Diazoanthrachinon- 2-carbonsäure 2#5-Dichlorthiophenol einwirken lässt. Der neue Thioäther, Anthrachinon-l-thio- 2'.5'-dichlorphenol-2-carbonsäure, ist ein gelber Körper. PATENT CLAIM: Process for the preparation of a thioether of the anthrachanone series, characterized in that 2 # 5-dichlorothiophenol is allowed to act on the 1-diazoanthraquinone-2-carboxylic acid. The new thioether, anthraquinone-l-thio-2'.5'-dichlorophenol-2-carboxylic acid, is a yellow body.
CH132613D 1927-02-02 1928-01-30 Process for the preparation of a thioether of the anthraquinone series. CH132613A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE132613X 1927-02-02

Publications (1)

Publication Number Publication Date
CH132613A true CH132613A (en) 1929-04-30

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ID=5664591

Family Applications (1)

Application Number Title Priority Date Filing Date
CH132613D CH132613A (en) 1927-02-02 1928-01-30 Process for the preparation of a thioether of the anthraquinone series.

Country Status (1)

Country Link
CH (1) CH132613A (en)

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