CH138190A - Process for the production of a new intermediate product. - Google Patents

Process for the production of a new intermediate product.

Info

Publication number
CH138190A
CH138190A CH138190DA CH138190A CH 138190 A CH138190 A CH 138190A CH 138190D A CH138190D A CH 138190DA CH 138190 A CH138190 A CH 138190A
Authority
CH
Switzerland
Prior art keywords
production
oxynaphthalene
amino
azine
intermediate product
Prior art date
Application number
Other languages
German (de)
Inventor
Gesellschaft Fuer Chemis Basel
Original Assignee
Chem Ind Basel
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 Chem Ind Basel filed Critical Chem Ind Basel
Publication of CH138190A publication Critical patent/CH138190A/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D241/00—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings
    • C07D241/36—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings condensed with carbocyclic rings or ring systems
    • C07D241/38—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings condensed with carbocyclic rings or ring systems with only hydrogen or carbon atoms directly attached to the ring nitrogen atoms

Landscapes

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

Description

  

  Verfahren zur Herstellung eines neuen Zwischenproduktes.    Es wurde gefunden, dass es gelingt, ein  Azin, welches sieh von der 2-     Amino-8-oxv-          naphthalin-6-sulfosäure    ableitet, in guten  Ausbeuten zu erhalten, wenn man die     2-          Amino-8-oxynaphthalin-6-sulfosäure    an der  OH-Gruppe verestert, hierauf der Einwirkung  von Oxydationsmitteln unterwirft und das  gebildete Azin mit verseifend wirkenden  Mitteln behandelt.  



  Das entstandene Produkt, wahrscheinlich  ein     8,8'-Dioxy-6,6'-disulfo-1,2,2',1'-dinaphth-          azin    der Formel:  
EMI0001.0007     
    ist in verdünnten Säuren und Wasser schwer  mit gelber, in verdünnten Alkalien sehr    schwer mit roter und in konzentrierter  Schwefelsäure mit grüner Farbe löslich. Es  bildet ein wichtiges Zwischenprodukt für die  Herstellung von Farbstoffen.    Beispiel:    Man löst 239 Teile     2-Amino-8-oxynaph-          thalin-6-sulfosäure    in 300 Teilen     30gewichts-          prozentiger    Natronlauge und 700 Teilen  Wasser, fügt 224 Teile p-Toluolsulfochlorid  zu und     erwärmt    so lange auf 95  , bis letz  teres verschwunden ist.

   Jetzt wird auf 18    abgekühlt und mit einer     Alkalihypochlorit-          lösung,    entsprechend 105 bis 130 Teilen ak  tivem Chlor. versetzt und durch Eiszugabe  die Temperatur auf 20 bis 25   reguliert.  Es scheidet sich der Di-p-toluolsulfoester des  8, 8'-Dioxy-6,6'-disulf o-1, 2, 2',1'-dinaphthazins  als ein gelber, kristalliner Körper ab, den  man wie üblich isoliert. Durch Verseifen mit  1000 Teilen 5     %iger    Natronlauge bei Siede  temperatur     wird    (las entsprechende     Dioxy-          disulfoa.zin    erhalten.

        An Stelle von Alkalihypochlorit können  auch andere Oxydationsmittel und für     p-          Toluolsulfochlorid    andere     Esterifizierungs-          mittel    angewendet werden.



  Process for the production of a new intermediate product. It has been found that it is possible to obtain an azine which is derived from 2-amino-8-oxynaphthalene-6-sulfonic acid in good yields if the 2-amino-8-oxynaphthalene-6-sulfonic acid is used esterified at the OH group, then subjected to the action of oxidizing agents and treated the azine formed with saponifying agents.



  The resulting product, probably an 8,8'-dioxy-6,6'-disulfo-1,2,2 ', 1'-dinaphtha- azine of the formula:
EMI0001.0007
    It is difficult to dissolve in dilute acids and water with yellow, in dilute alkalis very difficultly with red and in concentrated sulfuric acid with green color. It is an important intermediate in the manufacture of dyes. Example: 239 parts of 2-amino-8-oxynaphthalene-6-sulfonic acid are dissolved in 300 parts of 30 weight percent sodium hydroxide solution and 700 parts of water, 224 parts of p-toluenesulfonyl chloride are added and the mixture is heated to 95 until the latter has disappeared .

   It is now cooled to 18 and with an alkali hypochlorite solution, corresponding to 105 to 130 parts of active chlorine. and the temperature is regulated to 20 to 25 by adding ice. The di-p-toluenesulfoester of 8, 8'-dioxy-6,6'-disulfo-1, 2, 2 ', 1'-dinaphthazins separates out as a yellow, crystalline body which is isolated as usual. Saponification with 1000 parts of 5% sodium hydroxide solution at boiling temperature gives the corresponding Dioxydisulfoa.zin.

        Instead of alkali hypochlorite, other oxidizing agents and, for p-toluenesulfochloride, other esterifying agents can also be used.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines Azins, welches sich von der 2-Amino-8-oxynaphtha- lin-6-sulfosäure ableitet, dadurch gekennzeich net, dass man die 2-Amino-8-oxynaphthalin- 6-sulfosäure an der OH-Gruppe verestert, hierauf der Einwirkung von Oxydationsmit teln unterwirft und das gebildete Azin mit verseifend wirkenden Mitteln behandelt. Das entstandene. Podukt ist in verdünnten Säuren und -Wasser schwer mit gelber, in verdünnten Alkalien sehr schwer mit roter und in konzentrierter Schwefelsäure mit grü ner Farbe löslich. PATENT CLAIM: Process for the production of an azine which is derived from 2-amino-8-oxynaphthalene-6-sulfonic acid, characterized in that the 2-amino-8-oxynaphthalene-6-sulfonic acid is attached to the OH group esterified, then subjected to the action of Oxydationsmit means and treated the azine formed with saponifying agents. The resulting. The product is difficult to dissolve in dilute acids and water with yellow, in dilute alkalis it is very difficult to dissolve with red and in concentrated sulfuric acid with green color. Es bildet ein wichtiges Zwischenprodukt für die Herstellung von Farbstoffen. It is an important intermediate in the manufacture of dyes.
CH138190D 1928-09-08 1928-09-08 Process for the production of a new intermediate product. CH138190A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH136040T 1928-09-08
CH138190T 1928-09-08

Publications (1)

Publication Number Publication Date
CH138190A true CH138190A (en) 1930-02-15

Family

ID=25712603

Family Applications (1)

Application Number Title Priority Date Filing Date
CH138190D CH138190A (en) 1928-09-08 1928-09-08 Process for the production of a new intermediate product.

Country Status (1)

Country Link
CH (1) CH138190A (en)

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