CH224122A - Process for the preparation of a 1-arylamino-5-oxynaphthalene-7-sulfonic acid. - Google Patents

Process for the preparation of a 1-arylamino-5-oxynaphthalene-7-sulfonic acid.

Info

Publication number
CH224122A
CH224122A CH224122DA CH224122A CH 224122 A CH224122 A CH 224122A CH 224122D A CH224122D A CH 224122DA CH 224122 A CH224122 A CH 224122A
Authority
CH
Switzerland
Prior art keywords
sulfonic acid
oxynaphthalene
preparation
oxy
arylamino
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 CH224122A publication Critical patent/CH224122A/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
    • C07C309/01—Sulfonic acids
    • C07C309/28—Sulfonic acids having sulfo groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
    • C07C309/45—Sulfonic acids having sulfo groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton containing nitrogen atoms, not being part of nitro or nitroso groups, bound to the carbon skeleton
    • C07C309/49—Sulfonic acids having sulfo groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton containing nitrogen atoms, not being part of nitro or nitroso groups, bound to the carbon skeleton the carbon skeleton being further substituted by singly-bound oxygen atoms
    • C07C309/50—Sulfonic acids having sulfo groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton containing nitrogen atoms, not being part of nitro or nitroso groups, bound to the carbon skeleton the carbon skeleton being further substituted by singly-bound oxygen atoms having at least one of the sulfo groups bound to a carbon atom of a six-membered aromatic ring being part of a condensed ring system

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

Description

  

      Verfahren    zur Herstellung einer     1-Arylamino-5-oxynaphthalin-7-sulfonsäur    e.    Vorliegendes Patent bezieht     sich    auf ein  Verfahren zur Herstellung einer     1-Aryl-          amino    - 5 -     oxynaphthalin    - 7 -     sulfonsäure,        da-          durc11        gekennzeichnet"da.ss    man die     1-Amino-          5-oxynophthalin-7-sulfonsäure    in Gegenwart       eines    Salzes einer anorganischen Säure mit.

    der     4-Oxy-l-aminobenzol-3-carbonsäure    um  setzt.  



  Die so erhaltene     1-(4'-Oxy-3'-earboxy-          phenylamino)-5-oxynaphtha-lin    - 7-     sulfonsäure     ist ein schwach gelbgrünes Pulver, das in       Wasser    schwer,     in    Alkalien leicht löslich  ist. Sie soll als Zwischenprodukt zur     Her-          stellung    von     Azofarbstoffen    Verwendung  finden.  



  <I>Beispiel:</I>  261     Teile,des        Natriumsalzes    der     1-Amino-          5    -     oxynaphthali@n-    7 -     sulfonsäure    und 1100  Teile     Natriumbisulfitlösung    von der Dichte  1,333 sowie 200 Teile     4-Oxy-l-aminobenzol-          a-carbonsäure    werden:

   unter Rückflussküh-         lung    längere     Zeit    gekocht, bis sich der       Schweflibmsäureester    der     1,5-Dioxynaphtha-          lin-7-sulfonsäure,    der sich     intermediär    bildet,       umgesetzt    hat. Nicht umbesetzte     4-Oxy-1-          aminobenzol-3-carbonsäure    wird nach dem Ab  kühlen durch Filtrieren entfernt.

   Nach dem  Ansäuern mit Salzsäure und Vertreiben der       schwefligen    Säure scheidet sieh, gegebenen  falls     nach        Zusatz    von     Kochsalz,    die     1-(4'-          Oxy    - 3'-     ca-rboxyphenylamino)    -5-     oxynaplitha-          lin-7-sulfonsäure    in Form von schwach     gelb-          li:cllgrün    gefärbten Kristallen in     aus@gezeieh-          neter        Ausbeute    und Reinheit ab.

   Nach dem       Tro-oknen    erhält man ein schwach     #o"elbgrü-          nes    Pulver.



      Process for the preparation of a 1-arylamino-5-oxynaphthalene-7-sulfonic acid e. The present patent relates to a process for the preparation of a 1-arylamino-5-oxynaphthalene-7-sulfonic acid, which is characterized by "that 1-amino-5-oxynophthalene-7-sulfonic acid in the presence of a salt of a inorganic acid with.

    the 4-oxy-l-aminobenzene-3-carboxylic acid sets.



  The 1- (4'-oxy-3'-earboxyphenylamino) -5-oxynaphtha-lin-7-sulfonic acid obtained in this way is a pale yellow-green powder which is difficult to dissolve in water and easily soluble in alkalis. It is said to be used as an intermediate product in the manufacture of azo dyes.



  <I> Example: </I> 261 parts of the sodium salt of 1-amino-5-oxynaphthali @ n-7-sulfonic acid and 1100 parts of sodium bisulfite solution with a density of 1.333 and 200 parts of 4-oxy-1-aminobenzene-a-carboxylic acid will:

   boiled under reflux for a long time until the sulfur dibasic acid ester of 1,5-dioxynaphthalin-7-sulfonic acid, which is formed as an intermediate, has reacted. Unoccupied 4-oxy-1-aminobenzene-3-carboxylic acid is removed by filtration after cooling.

   After acidification with hydrochloric acid and expulsion of the sulphurous acid, the 1- (4'-oxy-3'-ca-rboxyphenylamino) -5-oxynaplithalin-7-sulphonic acid separates in the form of weakly, if necessary after the addition of table salt yellow-li: cl-green colored crystals in yield and purity shown in @.

   After the tro-ok, a pale elf-green powder is obtained.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung einer 1-A.ryl- amino - 5 - oxynaphthalin - 7 - sulf ons,äure, @da- ,durch gekennzeiehnet, @d-ass man die 1-Amino- 5-oxynaplithalin-7-sulfonsäure in Gegenwart eines Salzes einer anorganischen Säure mit der 4-Oxy-l-ami@nobenzol-3-carbonsäure um setzt. PATENT CLAIM: Process for the preparation of a 1-aryl amino - 5 - oxynaphthalene - 7 - sulf ons, äure, @ da-, durch gekennzeiehnet, @ d-ass one the 1-amino-5-oxynaplithalin-7-sulfonic acid in Presence of a salt of an inorganic acid with the 4-oxy-l-ami @ nobenzene-3-carboxylic acid sets. Die so erhaltene 1- (4'- Oxy - 3'- carboxy- phenylamino) - 5 -oxynaphthalin- 7-sulfonsäure ist ein schwach gelbgrünes Pulver, das in Wasser schwer, in Alkalien leicht löslich ist. Sie soll als Zwischenprodukt zur Herstellung von Azofarbstoffen Verwendung finden. The 1- (4'-oxy-3'-carboxy-phenylamino) -5-oxynaphthalene-7-sulfonic acid obtained in this way is a pale yellow-green powder which is difficult to dissolve in water and easily soluble in alkalis. It is said to be used as an intermediate for the production of azo dyes.
CH224122D 1940-05-21 1941-04-28 Process for the preparation of a 1-arylamino-5-oxynaphthalene-7-sulfonic acid. CH224122A (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
DE224122X 1940-05-21
DE130640X 1940-06-13
CH222251T 1941-04-28

Publications (1)

Publication Number Publication Date
CH224122A true CH224122A (en) 1942-10-31

Family

ID=27177934

Family Applications (1)

Application Number Title Priority Date Filing Date
CH224122D CH224122A (en) 1940-05-21 1941-04-28 Process for the preparation of a 1-arylamino-5-oxynaphthalene-7-sulfonic acid.

Country Status (1)

Country Link
CH (1) CH224122A (en)

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