CH108198A - 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
CH108198A
CH108198A CH108198DA CH108198A CH 108198 A CH108198 A CH 108198A CH 108198D A CH108198D A CH 108198DA CH 108198 A CH108198 A CH 108198A
Authority
CH
Switzerland
Prior art keywords
production
intermediate product
new intermediate
diphenylamino
triazine
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 CH108198A publication Critical patent/CH108198A/en

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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
    • C07D251/16—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 only one ring carbon atom
    • C07D251/18—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 only one ring carbon atom with nitrogen atoms directly attached to the two other ring carbon atoms, e.g. guanamines

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

Description

  

  Verfahren zur Herstellung eines neuen     Zwischenproduktes    der Teerfarbenindustrie.    Es     wurde    -gefunden,, dass man ein neues       Zwischenprodukt    der Teerfarbenindustrie, das  2.     4-Diphenylamino-6-p-oxynaphthyl-l    . 3.

       5-          triazin,    erhält, wenn man das Kondensations  produkt aus einem Molekül     Cyanurtrihalo-          genid        und    zwei Molekülen     Anilin    auf     a-Naph-          thol,    gegebenenfalls in Gegenwart von     Kon-          densationsmittelu    und von Verdünnungsmit  teln     einwirken    lässt.

   Das 2.     4-Diphenylamino-          6-p-.o@gy-naphthyl-l.3.5-triazin    bildet ein  schwach gefärbtes Pulver, es löst sieh in       Ätzalkalien    mit gelber, in konzentrierter       ,Schwefelsäure    mit oranger Färbe. Es  schmilzt, aus     Aceton-Xylol    umgefällt, bei 241  bis 242'. Es ist ein wertvolles Zwischen  produkt zur Herstellung von Farbstoffen.       Beispiel:     In 2,8 Teilen     a-Nafphthol    werden 29,8 Teile  des bei<B>196</B> bis 197   schmelzenden Konden  sationsproduktes aus einem Molekül     Cyanur-          chlorid    und zwei Molekülen Anilin, nebst 10  Teilen Aluminiumchlorid eingetragen.

   Nach  kurzem Erwärmen auf<B>115'</B> wird die Schmelze       gepulvert,    mit Wasser ausgekocht und dann    mit zirka 15 % starker Natronlauge erwärmt.  Es scheidet sich ein     Natriumsalz    als halbfeste  Masse ab, welche     beim        Verdünnen    mit hei  ssem Wasser in Lösung mit gelber Farbe  geht. Aus dieser Lösung fällt Kochsalz das       Natriumsalz    des     neuen    Kondensationsproduk  tes aus.

   Wird es in Wasser gelöst und mit  Essigsäure vorsichtig versetzt, so wird das  2.     4-Diphenylamino-6-p-oxy-napbthyl-l.    3 .     5-          triazin    erhalten, das durch Lösen in Äther,  Versetzen mit     Xylol    und     Abdunsten    des  Äthers oder durch Kristallisieren aus     Nitro-          benzol    weiter gereinigt werden kann.



  Process for the production of a new intermediate product in the tar color industry. It has been found that a new intermediate product in the tar color industry, 2. 4-diphenylamino-6-p-oxynaphthyl-l. 3.

       5-triazine, is obtained when the condensation product of one molecule of cyanuric trihalide and two molecules of aniline is allowed to act on α-naphthol, if appropriate in the presence of condensation agents and diluents.

   The 2. 4-Diphenylamino- 6-p-.o@gy-naphthyl-l.3.5-triazine forms a weakly colored powder, it dissolves in caustic alkalis with yellow, in concentrated sulfuric acid with orange color. Reprecipitated from acetone-xylene, it melts at 241 to 242 '. It is a valuable intermediate in the manufacture of dyes. Example: 29.8 parts of the condensation product which melts at 196 to 197 and composed of one molecule of cyanuric chloride and two molecules of aniline, plus 10 parts of aluminum chloride, are introduced into 2.8 parts of a-nafphthol.

   After briefly heating to <B> 115 '</B>, the melt is powdered, boiled with water and then heated with around 15% sodium hydroxide solution. A sodium salt separates out as a semi-solid mass which, when diluted with hot water, goes into solution with a yellow color. Common salt, the sodium salt of the new condensation product, precipitates from this solution.

   If it is dissolved in water and carefully mixed with acetic acid, the 2. 4-diphenylamino-6-p-oxy-napthyl-l. 3. 5- triazine obtained, which can be further purified by dissolving in ether, adding xylene and evaporation of the ether or by crystallizing from nitrobenzene.

Claims (1)

PATENTANSPRUCH Verfahren zur Herstellung eines neuen Zwischenproduktes, des 2.4-Diphenylamino- 6-p-oxy-naphthyl-1.3.5-triazins, dadurch ge- kennzeichnet, dass man das Kondensations produkt aus einem Molekül. Cyanurtrihalo- genid und zwei Molekülen Anilin auf a-Naph- thol einwirken lässt. PATENT CLAIM A process for the production of a new intermediate product, the 2.4-diphenylamino-6-p-oxy-naphthyl-1.3.5-triazine, characterized in that the condensation product is made from one molecule. Cyanur trihalide and two molecules of aniline to act on a-naphthol. Das 2. 4-Diphenylamino- 6-p-oxy-naphthyl-l.3.5-triazin bildet ein schwach gefärbtes Pulver, es löst sich Itz- alkalien mit gelber, in konzentrierter tSchwe- felsäure mit oranger Farbe. Es schmilzt, aus Aceton-Xylol umgefällt, bei 241 bis 242'. Es ist ein wertvolles Zwischenprodukt zur Herstellung von Farbstoffen. UNTERANSPRUCH: Verfahren nach Patentanspruch, dadurch gekennzeichnet, dass man die Einwirkung in Gegenwart eines Katalysators durchführt. The 2. 4-diphenylamino-6-p-oxy-naphthyl-1.3.5-triazine forms a pale colored powder, it dissolves itz alkalis with yellow, in concentrated sulfuric acid with orange color. Reprecipitated from acetone-xylene, it melts at 241 to 242 '. It is a valuable intermediate in the manufacture of dyes. SUBSTANTIAL CLAIM: Process according to patent claim, characterized in that the action is carried out in the presence of a catalyst.
CH108198D 1923-08-09 1923-08-09 Process for the production of a new intermediate product in the tar color industry. CH108198A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH108198T 1923-08-09
CH107619T 1923-08-09

Publications (1)

Publication Number Publication Date
CH108198A true CH108198A (en) 1924-12-16

Family

ID=25707225

Family Applications (1)

Application Number Title Priority Date Filing Date
CH108198D CH108198A (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) CH108198A (en)

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