CH136040A - Process for the preparation of a new dye intermediate. - Google Patents

Process for the preparation of a new dye intermediate.

Info

Publication number
CH136040A
CH136040A CH136040DA CH136040A CH 136040 A CH136040 A CH 136040A CH 136040D A CH136040D A CH 136040DA CH 136040 A CH136040 A CH 136040A
Authority
CH
Switzerland
Prior art keywords
preparation
sulfonic acid
azine
amino
dye intermediate
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 CH136040A publication Critical patent/CH136040A/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B17/00—Azine dyes
    • C09B17/04—Azine dyes of the naphthalene series

Landscapes

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

Description

  

  Verfahren zur Herstellung eines neuen     Farbstoff-Zwisehenproduktes.       Es wurde gefunden, dass es gelingt ein       Azin,    weiches sich von der     2-Amino-5-oxy-          rraphthalin-7-sulfosäur e    ableitet, in guten Aus  beuten zu erhalten, wenn man die     2-Amino-          5    -     oxyriaphthalin    - 7 -     sulfosäure    an der     OH-          Gruppe    verestert, nach der     Veresterung    durch  Behandeln mit Oxydationsmitteln das     Azin     darstellt und nachher den Ester verseift.  



  Das entstandene Produkt, wahrscheinlich  ein     5,5'-Dioxy-7,7'-disulfo-1,2,2',1'-dinaphtlra-          zin    der Formel  
EMI0001.0015     
    welches in verdünnten Säuren und Wasser  mit gelber, in verdünnten Alkalien mit roter    und in konzentrierter Schwefelsäure mit  grüner Farbe löslich ist, soll zur Herstellung  von Farbstoffen Verwendung finde .    <I>Beispiel:</I>  Man löst 239 Teile     2-Amirro-5-oxyrraplr-          thalin-7-sulfosäure    in 300 Teilen 30 gewichts  prozentiger Natronlauge und 700 Teilen  Wasser, fügt 224 Teile     p-Toluolsulfochlorid     zu und erwärmt solange auf 95   C, bis letz  teres verschwunden ist.

   Jetzt wird auf 18 0 C  abgekühlt und mit einer     Alkalihypochlorit-          lösung,    entsprechend 105-130 Teile aktivem  Chlor, versetzt und durch Eiszugabe die  Temperatur auf 20-25   C reguliert. Es  scheidet sich der     Di-p-tolrrolsulfoester    des  5,5' -     Dioxy-7,    7'-     di    s     ulfo-1,2,2',1'-dinaphthazirrs     als ein gelber, kristalliner Körper ab, den  man wie üblich isoliert.

   Durch Verseifen mit       1000        Teilen    5     %        iger        Natronlauge        bei        Siede-          temperatur    wird das entsprechende     Dioxy-          disulfoazin    erhalten.      An Stelle von     Alkalihypoclrlorit    können  auch andere Oxydationsmittel angewendet  werden.



  Process for the preparation of a new dye intermediate product. It has been found that an azine, which is derived from the 2-amino-5-oxyrraphthalene-7-sulfonic acid e, can be obtained in good yield if the 2-amino-5-oxyriaphthalene-7 - sulfonic acid esterified at the OH group, after esterification it is the azine by treatment with oxidizing agents and then the ester is saponified.



  The resulting product, probably a 5,5'-dioxy-7,7'-disulfo-1,2,2 ', 1'-dinaphthrazine of the formula
EMI0001.0015
    which is soluble in dilute acids and water with yellow, in dilute alkalis with red and in concentrated sulfuric acid with green, is to find use for the production of dyes. <I> Example: </I> 239 parts of 2-amirro-5-oxyrraplr-thalin-7-sulfonic acid are dissolved in 300 parts of 30 percent strength by weight sodium hydroxide solution and 700 parts of water, 224 parts of p-toluenesulfonyl chloride are added and the mixture is heated to 95 C until the latter is gone.

   It is then cooled to 18 ° C. and an alkali hypochlorite solution, corresponding to 105-130 parts of active chlorine, is added and the temperature is regulated to 20-25 ° C. by adding ice. The di-p-tolrolsulfoester of 5,5'-dioxy-7,7'-di sulfo-1,2,2 ', 1'-dinaphthazirrs separates out as a yellow, crystalline body which is isolated as usual .

   The corresponding dioxydisulfoazine is obtained by saponifying with 1000 parts of 5% strength sodium hydroxide solution at the boiling point. Instead of alkali hypochlorite, other oxidizing agents can also be used.

Claims (1)

PATENTANSPRU(iH Verfahren zur Herstellung eines Azins, welches sich von der 2-Amino-5-oxynaphtha- lirr-7-sulfosäure ableitet, dadurch gekenn zeichnet, dass man die 2-Amirro-5-oxynaph- thalirr-7-sulfosäure an der OH-Gruppe ver- estert, nach der Veresterung durch Behan- deln mit Oxydationsmitteln das Azin dar stellt und nachher den Ester verseift. PATENT APPLICATION (iH process for the production of an azine, which is derived from the 2-amino-5-oxynaphthalir-7-sulfonic acid, characterized in that the 2-amino-5-oxynaphthalir-7-sulfonic acid is derived from the OH group esterified, after esterification the azine is represented by treatment with oxidizing agents and then saponified the ester. y Das entstandene Produkt, welches in ver dünnten Säuren und Wasser mit gelber, in verdünnten Alkalien reit roter und in kon zentrierter Schwefelsäure mit grüner Farbe liislich ist, soll zur Herstellung von Farb stoffen Verwendung finden. y The resulting product, which is soluble in diluted acids and water with yellow, in dilute alkalis red and in concentrated sulfuric acid with green, is to be used for the manufacture of dyes.
CH136040D 1928-09-08 1928-09-08 Process for the preparation of a new dye intermediate. CH136040A (en)

Applications Claiming Priority (1)

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

Publications (1)

Publication Number Publication Date
CH136040A true CH136040A (en) 1929-10-31

Family

ID=4393815

Family Applications (1)

Application Number Title Priority Date Filing Date
CH136040D CH136040A (en) 1928-09-08 1928-09-08 Process for the preparation of a new dye intermediate.

Country Status (1)

Country Link
CH (1) CH136040A (en)

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