CH209500A - Process for the preparation of a thiodiphenylamine derivative. - Google Patents

Process for the preparation of a thiodiphenylamine derivative.

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Publication number
CH209500A
CH209500A CH209500DA CH209500A CH 209500 A CH209500 A CH 209500A CH 209500D A CH209500D A CH 209500DA CH 209500 A CH209500 A CH 209500A
Authority
CH
Switzerland
Prior art keywords
thiodiphenylamine
derivative
sulfur
preparation
toluidine
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 CH209500A publication Critical patent/CH209500A/en

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Description

  

  Verfahren zur Herstellung eines     Thiodiphenylaminderivates.       Es     wbrde    gefunden, dass man in einfacher  Weise zum     Thiodiphenylaminderivat    der  Formel  
EMI0001.0004     
    gelangt, wenn man Schwefel auf eine Mi  schung von     p-Toluidin    und     Hydrochinon    im       Mol.-Verhältnis    1 : 1 bei höherer Temperatur  einwirken lässt.

   Das Produkt stellt ein bei  nahe     farbloses,    leicht     ogydables    Pulver dar,  das sich in     ätzalkalischer        Natriumhydrosulfit-          lösung    mit gelber und in konzentrierter  Schwefelsäure mit violetter Farbe löst. Es  wird zur Herstellung von Schwefelfarbstoffen  verwendet. Zum Beispiel wird es durch Be  handeln mit Polysulfid in einen     violettbraunen     Schwefelfarbstoff übergeführt.  



  <I>Beispiel:</I>  21,4 Teile     p-Toluidin,    22 Teile     Hydro-          chinon,    19,2 Teile Schwefel werden 7 Stun-    den bei     170-180"    erhitzt, wobei die an  fänglich dünnflüssige Schmelze unter     Ent-          weichung    von Wasser und Schwefelwasser  stoff dicker wird.

   Die erkaltete Schmelze  wird gemahlen und das neue Kondensations  produkt daraus isoliert durch Lösen in     10-          bis    20     o/oiger        Schwefelnatriumlösung,    Fil  trieren der gelben Lösung von etwas unlös  lichen Produkten und Ausfällen entweder  durch Ausblasen mit Luft oder durch Ver  setzen mit     'Ammonchlorid    oder verdünnter  Mineralsäure.



  Process for the preparation of a thiodiphenylamine derivative. It has been found that it is easy to obtain the thiodiphenylamine derivative of the formula
EMI0001.0004
    when sulfur is allowed to act on a mixture of p-toluidine and hydroquinone in a molar ratio of 1: 1 at a higher temperature.

   The product is a nearly colorless, slightly ogydable powder, which dissolves in caustic sodium hydrosulphite solution with yellow and in concentrated sulfuric acid with violet color. It is used to make sulfur dyes. For example, it is converted into a purple-brown sulfur dye by treatment with polysulphide.



  <I> Example: </I> 21.4 parts of p-toluidine, 22 parts of hydroquinone, 19.2 parts of sulfur are heated for 7 hours at 170-180 ", with the initially thin-flowing melt escaping becomes thicker from water and hydrogen sulphide.

   The cooled melt is ground and the new condensation product is isolated from it by dissolving it in 10 to 20% sodium sulphide solution, filtering the yellow solution from slightly insoluble products and precipitating it either by blowing out with air or by using ammonium chloride or diluted Mineral acid.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines Thio- diphenylaminderivates der Formel: EMI0001.0027 dadurch gekennzeichnet, dass man Schwefel auf eine Mischung von p-Toluidin und Hydro- chinon im 31o1.-Verhältnis 1 : 1 bei höherer Temperatur einwirken lässt. Das Produkt stellt ein beinahe farbloses, leicht oxydables Pulver dar, das sieh in ätzalkalischer Na triumhydrosulfitlüsung mit gelber und in kon zentrierter Schwefelsäure mit violetter Farbe löst. Es wird zur Herstellung von Schwefel farbstoffen verwendet. PATENT CLAIM: Process for the production of a thiodiphenylamine derivative of the formula: EMI0001.0027 characterized in that sulfur is allowed to act on a mixture of p-toluidine and hydroquinone in a 31o1. ratio of 1: 1 at a higher temperature. The product is an almost colorless, easily oxidizable powder that dissolves in caustic sodium hydrosulfite solution with yellow and in concentrated sulfuric acid with violet color. It is used to make sulfur dyes. Zum Beispiel wird es durch Behandeln mit Polysulfid in einen violettbraunen Schwefelfarbstoff übergeführt. For example, it is converted into a purple-brown sulfur dye by treatment with polysulfide.
CH209500D 1938-05-07 1938-05-07 Process for the preparation of a thiodiphenylamine derivative. CH209500A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH204521T 1938-05-07
CH209500T 1938-05-07

Publications (1)

Publication Number Publication Date
CH209500A true CH209500A (en) 1940-04-15

Family

ID=25724061

Family Applications (1)

Application Number Title Priority Date Filing Date
CH209500D CH209500A (en) 1938-05-07 1938-05-07 Process for the preparation of a thiodiphenylamine derivative.

Country Status (1)

Country Link
CH (1) CH209500A (en)

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