CH134834A - Process for the preparation of an arylaminonaphthalene derivative. - Google Patents

Process for the preparation of an arylaminonaphthalene derivative.

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Publication number
CH134834A
CH134834A CH134834DA CH134834A CH 134834 A CH134834 A CH 134834A CH 134834D A CH134834D A CH 134834DA CH 134834 A CH134834 A CH 134834A
Authority
CH
Switzerland
Prior art keywords
preparation
derivative
arylaminonaphthalene
alcohol
oxynaphthalene
Prior art date
Application number
Other languages
German (de)
Inventor
Aktiengesellsc Farbenindustrie
Original Assignee
Ig Farbenindustrie Ag
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 Ig Farbenindustrie Ag filed Critical Ig Farbenindustrie Ag
Publication of CH134834A publication Critical patent/CH134834A/en

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  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Description

  

  Verfahren zur Darstellung eines     Arylaminonaphtalinderivates.       Nach dem im Hauptpatent beschriebenen       Verfahren    erhält man das     2'-Aminophenyl-          2-aminonaphtalin    durch Kondensation von  2 -     Oxynaphtalin    mit 1. 2 -     Diaminabenzol     in     Gegenwart    von     Bisulfitlauge    bei höheren  Temperaturen mit oder ohne Anwendung  von Druck. Wie nun weiter gefunden wurde,  erhält man nach einem analogen Verfahren  das     4'-Aminaphenyl-2-aminonaphtalin,    wenn  man     2-Oxynaphtalin    mit 1.     4-Diaminobenzol     kondensiert.

      <I>Beispiel:</I>    187 Teile     1.4-Diaminobenzol    und 144  Teile     2-Oxynaphtalin    werden in einem ver  bleiten oder emaillierten Rührkessel mit       Heizmantel        und        Rückflusskühler    mit 4000  Teilen     Natriumbisulfitlauge    von 20'     Be    un  ter Rühren 90! bis 100     Stunden    gekocht. Man       kühlt    auf 60 bis<B>70'</B> C ab,     presst    und wäscht  mit warmem Wasser     mehrmals    aus.

   Der ent-         standene    Körper ist das     4'-Aminophenyl-2-          aminonaphtalin.     



  Das     Reaktionsprodukt    bildet aus ver  dünntem Alkohol     violettgrau    gefärbte Kri  stalle vom     Schmelzpunkt    96 bis<B>98'</B> C. Es  ist leicht löslich in     Alkohol    und Benzol.  



       Aus    einem Bade, das das salzsaure Salz  der Base und     etwas        Salzsäure    enthält, wird  ein gebeiztes oder ungeheiztes Fell durch  eine Nachbehandlung mit einem Oxydations  mittel blaugrau angefärbt.     Acetatseide    kann  blauschwarz angefärbt werden, wenn man sie  in einem Bade, das das Salz der Base und  etwas     Natriumacetat    enthält, behandelt und  sie dann einer Nachbehandlung mit     Bichro-          mat    unterwirft.



  Process for the preparation of an arylaminonaphthalene derivative. According to the process described in the main patent, 2'-aminophenyl-2-aminonaphthalene is obtained by condensation of 2-oxynaphthalene with 1.2-diaminabenzene in the presence of bisulfite lye at elevated temperatures with or without the application of pressure. As has now also been found, 4'-aminaphenyl-2-aminonaphthalene is obtained by an analogous process if 2-oxynaphthalene is condensed with 1,4-diaminobenzene.

      <I> Example: </I> 187 parts of 1,4-diaminobenzene and 144 parts of 2-oxynaphthalene are placed in a leaded or enamelled stirred kettle with a heating jacket and reflux condenser with 4000 parts of sodium bisulphite liquor of 20% with stirring 90! cooked up to 100 hours. It is cooled to 60 to <B> 70 '</B> C, pressed and washed several times with warm water.

   The resulting body is 4'-aminophenyl-2-aminonaphthalene.



  The reaction product forms violet-gray colored crystals from the diluted alcohol with a melting point of 96 to 98 C. It is easily soluble in alcohol and benzene.



       From a bath that contains the hydrochloric acid salt of the base and a little hydrochloric acid, a stained or unheated fur is colored blue-gray by a subsequent treatment with an oxidizing agent. Acetate silk can be colored blue-black if it is treated in a bath containing the salt of the base and a little sodium acetate and then subjected to a subsequent treatment with bichromate.

Claims (1)

PATENTANSPRUCH: Verfahren zur Darstellung eines Aryl- aminonaphtalinderivates, dadurch gekenn zeichnet, dass man 2-Oxynaphtalin mit 1.4-Diaminobenzoal in Gegenwart von Bi- sulfitlauge auf höhere Temperatur erwärmt. Das Reaktionsprodukt bildet aus verdünntem Alkohol violettgrau gefärbte Kristalle vom Schmelzpunkt<B>96</B> bis, 98 C. Es ist leicht löslich in Alkohol und Benzol. Claim: Process for the preparation of an aryl aminonaphthalene derivative, characterized in that 2-oxynaphthalene is heated to a higher temperature with 1,4-diaminobenzoal in the presence of bisulfite liquor. The reaction product forms violet-gray colored crystals with a melting point of <B> 96 </B> to 98 C. from diluted alcohol. It is easily soluble in alcohol and benzene. UNTERANSPRUCH: Verfahren nach Patentanspruch, dadurch gekennzeichnet, dass man die Umsetzung un ter Druck im geschlossenen Gefässe vor nimmt. SUBCLAIM: Method according to claim, characterized in that the reaction is carried out under pressure in a closed vessel.
CH134834D 1926-12-13 1927-12-03 Process for the preparation of an arylaminonaphthalene derivative. CH134834A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE134834X 1926-12-13
CH132030T 1927-12-03

Publications (1)

Publication Number Publication Date
CH134834A true CH134834A (en) 1929-08-15

Family

ID=25711743

Family Applications (1)

Application Number Title Priority Date Filing Date
CH134834D CH134834A (en) 1926-12-13 1927-12-03 Process for the preparation of an arylaminonaphthalene derivative.

Country Status (1)

Country Link
CH (1) CH134834A (en)

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