CH108202A - Process for the production of a new intermediate product in the tar color industry. - Google Patents

Process for the production of a new intermediate product in the tar color industry.

Info

Publication number
CH108202A
CH108202A CH108202DA CH108202A CH 108202 A CH108202 A CH 108202A CH 108202D A CH108202D A CH 108202DA CH 108202 A CH108202 A CH 108202A
Authority
CH
Switzerland
Prior art keywords
intermediate product
production
new intermediate
oxy
chloro
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 CH108202A publication Critical patent/CH108202A/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D251/00—Heterocyclic compounds containing 1,3,5-triazine rings
    • C07D251/02—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings
    • C07D251/12—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
    • C07D251/14—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with hydrogen or carbon atoms directly attached to at least one ring carbon atom
    • C07D251/22—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with hydrogen or carbon atoms directly attached to at least one ring carbon atom to two ring carbon atoms

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Catalysts (AREA)

Description

  

  Verfahren zur Herstellung eines neuen Zwischenproduktes der Teerfarbenindustrie.    Es wurde gefunden, dass man     ein    neues  Zwischenprodukt der Teerfarbenindustrie,  das     2-Chlo@z'-4,6-di-:p-oxy-naphthyl-1,3,5-tri-          a7in    erhält, wenn man auf     einen.    Molekül       Cyanurohlorid    zwei Moleküle     a-Naphth-o,1        ein-          wirken    lässt.

   Das     2-Chlo@r-4,6-di@p-oxy-naph-          thyl-1,3,5-triaziu    bildet als Chlorwasserstoff  verbindung ein     rotes    Pulver und löst sich in       Natronlauge    mit gelber,     in    konzentrierter  Schwefelsäure mit blauroter Farbe, die sieh       rasch    nach braun verschiebt. Es ist ein wert  volles     Zwischenprodukt    zur Herstellung von  Farbstoffen.  



  Mit     Aluminium.ahlorid    und     a-Naphthol     behandelt, gibt das     2-Chlor-4,6-di-p-oxy-          naphthyl-1,3,5-tra.zin,    das     2,4,6-Tri-p-oxy-          naphthyl-1,3,5-tria.zin,    durch Erwärmung  mit einem     TUberschuss    von     0-Chloranilin    des       2-(2-Chlar)-phenylamino-4,6-di    - p -     oxy    -     naph-          thyl-1,3,        5-triazins.     



  <I>Beispiel:</I>  In 1000 Teilen auf<B>-5'</B> abgekühlten       Schwefelkohlenstöff    werden     93Teile        Cyanur-          chlorid    und 93 Teile     Aluminiumchlorid    und       hierauf    ganz allmählich 144 Teile a-Naph-         thol        eingetragen.    Man rührt längere Zeit, wo  bei mau die Temperatur des Arbeitsraumes       ürxeichen    lässt (ca.

       15').        Hierauf    filtriert       man,    und trocknet den     Rückstand.    Dieser       wird    nun in einem Gemisch von 1000     Teilen     Aceton und 200 Teilen Wassergelöst, wobei  zwei Schichten entstehen. Die     wässerige,    die  alles     Aluminium        enthält,    wird abgegossen,  während die     acetonische,        welche        das    gebil  dete     2-Chlor-4,6-di-p-oxy-naphthyl-1,3,5-tri-          a.zin    enthält, mit Wasserdampf abgeblasen  wird.

   Der verbleibende     Rückstand    wird ge  trocknet und aus Aceton     umkristallisiert.  



  Process for the production of a new intermediate product in the tar color industry. It has been found that a new intermediate in the tar color industry, the 2-Chlo @ z'-4,6-di-: p-oxy-naphthyl-1,3,5-tri-a7yne, is obtained when one. Molecule of cyanuric chloride allows two molecules of a-naphth-o, 1 to act.

   The 2-Chlo @ r-4,6-di @ p-oxy-naphthyl-1,3,5-triaziu forms a red powder as a hydrogen chloride compound and dissolves in sodium hydroxide solution with a yellow color, in concentrated sulfuric acid with a blue-red color, which look quickly shifted to brown. It is a valuable intermediate in the manufacture of dyes.



  Treated with aluminum aahloride and a-naphthol, 2-chloro-4,6-di-p-oxynaphthyl-1,3,5-tra.zin, 2,4,6-tri-p-oxy - naphthyl-1,3,5-triazine, by heating with an excess of 0-chloroaniline of 2- (2-chloro) -phenylamino-4,6-di - p - oxy - naphthyl-1,3 , 5-triazines.



  <I> Example: </I> In 1000 parts of carbon disulfide cooled to <B> -5 '</B>, 93 parts of cyanuric chloride and 93 parts of aluminum chloride and then 144 parts of a-naphthol are added very gradually. The mixture is stirred for a longer period of time, when the temperature of the working area is low (approx.

       15 '). It is then filtered and the residue is dried. This is then dissolved in a mixture of 1000 parts of acetone and 200 parts of water, creating two layers. The aqueous one, which contains all the aluminum, is poured off, while the acetone, which contains the 2-chloro-4,6-di-p-oxy-naphthyl-1,3,5-tria.zine formed, with steam is blown off.

   The remaining residue is dried and recrystallized from acetone.

Claims (1)

PATENTANSPRUCH: 'Verfahren zur Herstellung eines neuen Zwischenproduktes, des 2-Chlör-4;6-di=p-oxy- aiaphthyl-1,3,5-tri.azins, dadurch gekennzeich- net, dass man auf ein Molekül Cyanurchlorid zwei Moleküle a-Naphtholeinwirken lässt. PATENT CLAIM: 'Process for the production of a new intermediate product, the 2-chloro-4; 6-di = p-oxy-aiaphthyl-1,3,5-tri.azine, characterized in that one molecule of cyanuric chloride contains two molecules a-naphthol to act. Das 2-Chlor-4,6-di-p-oxy-naphthyl-1,3,5-tri- azin bildet als Chlorwasserstoffverbindung ein rotes Pulver und löst sich in Natronlauge mit gelber, in konzentrierter Schwefelsäure mit blauroter Farbe, die sich rasch nach bisun verschiebt. Es ist ein wertvolles Zwi schenprodukt zur Herstellung von Farb stoffen. UNTERANSPRüCHE 1. Verfahren nach Patentanspruch, dadurch gekennzeichnet, dass man die Einwirkung in Gegenwart eines Katalysators durch führt. 2. The 2-chloro-4,6-di-p-oxy-naphthyl-1,3,5-triazine forms a red powder as a hydrogen chloride compound and dissolves in sodium hydroxide solution with a yellow color, in concentrated sulfuric acid with a blue-red color, which quickly dissolves moved to bisun. It is a valuable intermediate product in the manufacture of dyes. SUBClaims 1. The method according to claim, characterized in that the action is carried out in the presence of a catalyst. 2. Verfahren nach Patentanspruch, dadurch gekennzeichnet, dass man die Einwirkung in Gegenwart eines Katalysators und eines Verdünnungsmittels durchführt. Process according to patent claim, characterized in that the action is carried out in the presence of a catalyst and a diluent.
CH108202D 1923-08-09 1923-08-09 Process for the production of a new intermediate product in the tar color industry. CH108202A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH107619T 1923-08-09
CH108202T 1923-08-09

Publications (1)

Publication Number Publication Date
CH108202A true CH108202A (en) 1924-12-16

Family

ID=25707229

Family Applications (1)

Application Number Title Priority Date Filing Date
CH108202D CH108202A (en) 1923-08-09 1923-08-09 Process for the production of a new intermediate product in the tar color industry.

Country Status (1)

Country Link
CH (1) CH108202A (en)

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