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CH201183A - Process for the preparation of 2-oxynaphthalene-3,5-dicarboxylic acid. - Google Patents

Process for the preparation of 2-oxynaphthalene-3,5-dicarboxylic acid.

Info

Publication number
CH201183A
CH201183A CH201183DA CH201183A CH 201183 A CH201183 A CH 201183A CH 201183D A CH201183D A CH 201183DA CH 201183 A CH201183 A CH 201183A
Authority
CH
Switzerland
Prior art keywords
oxynaphthalene
dicarboxylic acid
preparation
acid
heated
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 CH201183A publication Critical patent/CH201183A/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/15—Preparation of carboxylic acids or their salts, halides or anhydrides by reaction of organic compounds with carbon dioxide, e.g. Kolbe-Schmitt synthesis

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Description

  

  Verfahren zur Herstellung von     2-Ogynaphthalin-3,5-dicarbonsäure.       Gegenstand des vorliegenden Zusatzpaten  tes ist ein Verfahren zur Herstellung von       2-Oxynaphthalin-3,5-dicarbonsäure,    welches  dadurch gekennzeichnet ist, dass man ein Al  kalisalz der     2-Ogynaphthalin-5-carbonsäure     bei höherer Temperatur mit Kohlensäure  unter Druck erhitzt und das Reaktionspro  dukt ansäuert.  



  Die erhaltene     Verbindung    stellt ein wich  tiges Zwischenprodukt für die Herstellung  von Farbstoffen dar.  



  <I>Beispiel:</I>  188 Teile     2-Oxynaphthalin-5-carbonsäure     werden mit 132 Teilen     galiumhydroxyd    und  500 Teilen Wasser in einem mit Rührwerk  versehenen     Autoklaven    in das     Dikaliumsalz     übergeführt und scharf getrocknet. Alsdann  erhitzt man bei einem Druck von 120     Atm.     mit Kohlensäure 10 Stunden lang auf 260   C.  Die erkaltete Schmelze wird     in    Wasser ge-    löst, filtriert und durch Zugabe von Salz  säure die     2-Oxynaphthalin-3,5-dicarbonsäure     gefällt.

   Dieselbe wird     nochmals    in verdünnter       Natriumacetatlösung    durch Erwärmen gelöst,  die Lösung filtriert     und    mit     verdünnter    Salz  s     liure    1     gefällt.        Mit        dem        Dinatriumsalz        der        2-          Oxynaplithalin-ä-earbonsäure    kann die Reak  tion in gleicher Weise ausgeführt werden.

    Die erhaltene, bisher nicht bekannte     2-          Oxynaphthalin-3,5-dicarbonsäurekristallisiert     aus     Nitrobenzol    als gelbes Pulver vom  F. 295   C. Ihre verdünnte alkoholische Lö  sung gibt mit wenigen Tropfen Eisenchlorid  lösung eine intensiv blauschwarze     Färbung.  



  Process for the preparation of 2-ogynaphthalene-3,5-dicarboxylic acid. The subject of the present Zusatzpaten is a process for the preparation of 2-oxynaphthalene-3,5-dicarboxylic acid, which is characterized in that an alkali metal salt of 2-ogynaphthalene-5-carboxylic acid is heated with carbonic acid at a higher temperature and the reaction process acidifies the duct.



  The compound obtained is an important intermediate for the manufacture of dyes.



  <I> Example: </I> 188 parts of 2-oxynaphthalene-5-carboxylic acid are converted into the dipotassium salt with 132 parts of galium hydroxide and 500 parts of water in an autoclave equipped with a stirrer and are thoroughly dried. Then it is heated at a pressure of 120 atm. with carbonic acid to 260 ° C. for 10 hours. The cooled melt is dissolved in water, filtered and the 2-oxynaphthalene-3,5-dicarboxylic acid is precipitated by adding hydrochloric acid.

   The same is dissolved again in dilute sodium acetate solution by heating, the solution is filtered and precipitated with dilute hydrochloric acid 1. The reaction can be carried out in the same way with the disodium salt of 2-oxynaplithalin-a-carboxylic acid.

    The obtained, previously unknown 2-oxynaphthalene-3,5-dicarboxylic acid crystallizes from nitrobenzene as a yellow powder of F. 295 C. Your dilute alcoholic solution gives with a few drops of ferric chloride solution an intense blue-black color.

Claims (1)

<B>PATENTANSPRUCH:</B> Verfahren zur Herstellung von 2-Oxy- naphthalin - 3,5 - dicarbonsäure, dadurch ge kennzeichnet, dass man ein Alkalisalz der 2- Oxynaphthalin - 5 - carbonsäure bei höherer Temperatur mit Kohlensäure unter Druck er hitzt und das Reaktionsprodukt ansäuert. Die erhaltene bisher nicht bekannte Di- carbonsäure kristallisiert aus Nitrobenzol als gelbes Pulver vom F.<B>295</B> C. <B> PATENT CLAIM: </B> Process for the production of 2-oxynaphthalene - 3,5 - dicarboxylic acid, characterized in that an alkali salt of 2 - oxynaphthalene - 5 - carboxylic acid is heated at a higher temperature with carbonic acid under pressure and acidifying the reaction product. The previously unknown dicarboxylic acid obtained crystallizes from nitrobenzene as a yellow powder from F. <B> 295 </B> C. Ihre ver- dünnte alkoholische Lösung gibt mit wenigen Tropfen Eisenchloridlösung eine intensiv blauschwarze Fät-biing. With a few drops of ferric chloride solution, your diluted alcoholic solution gives an intensely blue-black fat.
CH201183D 1936-03-11 1937-03-09 Process for the preparation of 2-oxynaphthalene-3,5-dicarboxylic acid. CH201183A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE201183X 1936-03-11
CH196344T 1937-03-09

Publications (1)

Publication Number Publication Date
CH201183A true CH201183A (en) 1938-11-15

Family

ID=25722836

Family Applications (1)

Application Number Title Priority Date Filing Date
CH201183D CH201183A (en) 1936-03-11 1937-03-09 Process for the preparation of 2-oxynaphthalene-3,5-dicarboxylic acid.

Country Status (1)

Country Link
CH (1) CH201183A (en)

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