CH213749A - Process for the preparation of 2-oxynaphthalene-4-sulfonic acid. - Google Patents

Process for the preparation of 2-oxynaphthalene-4-sulfonic acid.

Info

Publication number
CH213749A
CH213749A CH213749DA CH213749A CH 213749 A CH213749 A CH 213749A CH 213749D A CH213749D A CH 213749DA CH 213749 A CH213749 A CH 213749A
Authority
CH
Switzerland
Prior art keywords
sulfonic acid
oxynaphthalene
preparation
solution
parts
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 CH213749A publication Critical patent/CH213749A/en

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C309/00—Sulfonic acids; Halides, esters, or anhydrides thereof

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Description

  

  Verfahren zur Herstellung von     2-Oxynaphthalin-4-snlfonsäure.       Es wurde gefunden, dass man in einfacher  Weise zu der bereits bekannten     2-Oxynaph-          thalin-4-sulfonsäure    und deren     Substitutions-          produkten    gelangen kann, wenn man auf     di-          azotierte        1-Amino-2-oxynaphthalin-4-sulfon-          säure    oder deren     Substitutionsprodukte    Re  duktionsmittel, wie Traubenzucker, in alkali  scher Lösung     einwirken    lässt.

   Man kann so  die betreffenden Produkte in einem Arbeits  gang ohne Anwendung von Metallen oder  Metallsalzen in sehr guter Ausbeute und  Reinheit erhalten.  



  Gegenstand des vorliegenden Patentes ist  ein Verfahren zur Herstellung von     2-Oxy-          naphthalin-4-sulfonsäure,    welches dadurch  gekennzeichnet ist, dass man auf     diazotierte          1-Amino-2-oxynaphthalin-4-sulfonsäure    in al  kalischer Lösung Traubenzucker einwirken  lässt.  



       Beispiel:     50 Teile     diazotierte        1-Amino-2-oxy-naph-          thalin-4-sulfonsäure    werden neutral in 200    Teilen Wasser gelöst     und    mit einer Auf  lösung von 16 Teilen Traubenzucker in  40 Teilen Wasser vermischt. Die so her  gestellte Lösung lässt man allmählich in eine  heisse Lösung von 16     Teilen        Natriumhydr-          oxyd    in 150 Teilen Wasser einlaufen. Die  Abspaltung von Stickstoff beginnt sofort und  ist nach der Mischung der Lösungen beendet.  



  Die Lösung der     2-Oxynaphthalin-4-sul-          fonsäure,    die     in    einer     Ausbeute    von mehr als  <B>90%</B> entsteht, kann direkt zur Herstellung  von Farbstoffen benutzt werden. Soll die  Säure isoliert werden, so dampft man z. B.  die neutralisierte Lösung ein und salzt aus.  Man kann auch die entstandene     2-Oxynaph-          thalin-4-sulfonsäure    durch allmähliche Zu  gabe     eines        Arylsulfonsäurechlorids,    z. B.

         Benzölsulfonsäurechlorid,    in den     Ary1sulfon-          säureester    überführen, der beim     Aussalzen     auch aus verdünnter Lösung quantitativ ab  geschieden wird,



  Process for the preparation of 2-oxynaphthalene-4-sulfonic acid. It has been found that the already known 2-oxynaphthalene-4-sulfonic acid and its substitution products can be obtained in a simple manner by using diazotized 1-amino-2-oxynaphthalene-4-sulfonic acid or whose substitute products are reducing agents, such as grape sugar, in an alkaline solution.

   The products in question can thus be obtained in very good yield and purity in a single operation without the use of metals or metal salts.



  The subject of the present patent is a process for the production of 2-oxynaphthalene-4-sulfonic acid, which is characterized in that diazotized 1-amino-2-oxynaphthalene-4-sulfonic acid is allowed to act in an alkaline solution.



       Example: 50 parts of diazotized 1-amino-2-oxy-naphthalene-4-sulfonic acid are dissolved neutrally in 200 parts of water and mixed with a solution of 16 parts of grape sugar in 40 parts of water. The solution prepared in this way is gradually run into a hot solution of 16 parts of sodium hydroxide in 150 parts of water. The elimination of nitrogen begins immediately and ends after the solutions have been mixed.



  The solution of 2-oxynaphthalene-4-sulphonic acid, which is produced in a yield of more than 90%, can be used directly for the production of dyes. If the acid is to be isolated, one steams z. B. the neutralized solution and salt out. You can also the resulting 2-oxynaphthalene-4-sulfonic acid by gradually adding an aryl sulfonic acid, z. B.

         Benzölsulfonsäurechlorid, converted into the ary1 sulfonic acid ester, which is separated quantitatively even from dilute solution when salting out,

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung von 2-Ogy- naphthalin-4-sulfonsäure, dadurch gekenn zeichnet, daB man auf diazotierte 1-Amino-2- ogynaphthalin-4-sulfonsäure in alkalischer Lösung Traubenzucker einwirken lässt. Das erhaltene Endprodukt ist ein wert volles Zwischenprodukt zur Herstellung von Azofarbstoffen. PATENT CLAIM: A process for the production of 2-ogynaphthalene-4-sulfonic acid, characterized in that diazotized 1-amino-2-ogynaphthalene-4-sulfonic acid is allowed to act in an alkaline solution. The end product obtained is a valuable intermediate product for the production of azo dyes.
CH213749D 1938-05-16 1939-02-25 Process for the preparation of 2-oxynaphthalene-4-sulfonic acid. CH213749A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE213749X 1938-05-16

Publications (1)

Publication Number Publication Date
CH213749A true CH213749A (en) 1941-03-15

Family

ID=5814938

Family Applications (1)

Application Number Title Priority Date Filing Date
CH213749D CH213749A (en) 1938-05-16 1939-02-25 Process for the preparation of 2-oxynaphthalene-4-sulfonic acid.

Country Status (1)

Country Link
CH (1) CH213749A (en)

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