CH134836A - Process for the preparation of an arylaminonaphthalene derivative. - Google Patents

Process for the preparation of an arylaminonaphthalene derivative.

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Publication number
CH134836A
CH134836A CH134836DA CH134836A CH 134836 A CH134836 A CH 134836A CH 134836D A CH134836D A CH 134836DA CH 134836 A CH134836 A CH 134836A
Authority
CH
Switzerland
Prior art keywords
preparation
arylaminonaphthalene
derivative
oxydiphenylamine
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 CH134836A publication Critical patent/CH134836A/en

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

Description

  

  Verfahren zur Darstellung eines     Arylaminonaphtalinderivates.       Wie gefunden wurde, erhält man     4-(a-          Naphtylamino)    -     4'-        oxydiphenylamin,    wenn  man     1-Oxynaphtalin    und     4-Amino-4'-oxy-          diphenylamin    durch Erhitzen auf höhere  Temperatur im offenen oder im Druckgefäss  in Gegenwart von     Bisulfitlauge    kondensiert.

    <I>Beispiel.:</I>  In einem mit     Rückflusskühler    versehenen  emaillierten oder verbleiten Rührkessel wer  den 288 Teile     1-Oxynaphtalin,    400 Teile     4-          Amino-4'-oxydiphenylamin    mit 7000 Teilen       Natriumbisulfitlauge    von zirka 20'     Be    un  ter Rühren gekocht, bis nach etwa 120 Stun  den nur noch geringe Mengen     unveränderten     Ausgangsmaterials vorhanden sind.

   Man  presst bei zirka. 70 bis<B>80'</B> ab und     digeriert     den     Presskuchen    mit sehr verdünnter heisser  Salzsäure, darauf mit     heissem    Wasser zur       Entfernung    des noch unveränderten Aus  gangsmaterials.  



  Das Endprodukt, aus Alkohol umkristal  lisiert, bildet ein bläuliches Pulver vom  :Schmelzpunkt 156 bis<B>160'</B> C.    Die Verbindung lässt sich in der Acetat  seidenfärberei verwerten;     Acetatseide,    die in  einem Bade, das die Verbindung enthält, be  handelt wurde, wird durch einen     Oxydations-          prozess    echt blau angefärbt.



  Process for the preparation of an arylaminonaphthalene derivative. As has been found, 4- (a-naphtylamino) -4'-oxydiphenylamine is obtained if 1-oxynaphthalene and 4-amino-4'-oxydiphenylamine are condensed by heating to a higher temperature in an open or in a pressure vessel in the presence of bisulfite liquor .

    <I> Example .: </I> In an enamelled or leaded stirred kettle equipped with a reflux condenser, 288 parts of 1-oxynaphthalene, 400 parts of 4-amino-4'-oxydiphenylamine and 7000 parts of sodium bisulfite liquor of approx. 20 'Be are boiled with stirring , until after about 120 hours only small amounts of unchanged starting material are available.

   You press at approx. 70 to <B> 80 '</B> and digests the press cake with very dilute hot hydrochloric acid, then with hot water to remove the raw material that has not yet changed.



  The end product, recrystallized from alcohol, forms a bluish powder from: Melting point 156 to <B> 160 '</B> C. The compound can be used in acetate silk dyeing; Acetate silk, which has been treated in a bath containing the compound, is dyed really blue through an oxidation process.

Claims (1)

PATENTANSPRUCH: Verfahren zur Darstellung eines Aryl- aminonaphta.Iinderivates dadurch gekenn zeichnet, dass man 1-Oxynaphtalin mit 4-Amino-4'-oxydiphenylamin in Gegenwart von Bisulfitlauge auf höhere Temperatur er wärmt. Das Endprodukt, aus Alkohol umkristal lisiert, bildet ein bläuliches Pulver vom Schmelzpunkt 156 bis<B>160'</B> C. UNTERANSPRUCH: Verfahren nach Patentanspruch, dadurch gekennzeichnet, dass man die Umsetzung unter Druck im geschlossenen Gefäss vor nimmt. PATENT CLAIM: Process for the preparation of an aryl aminonaphta.Iinderivates characterized in that 1-oxynaphthalene with 4-amino-4'-oxydiphenylamine in the presence of bisulfite lye is warmed to a higher temperature. The end product, recrystallized from alcohol, forms a bluish powder with a melting point of 156 to <B> 160 '</B> C. SUBSTANTIAL CLAIM: Process according to claim, characterized in that the reaction is carried out under pressure in a closed vessel.
CH134836D 1926-12-13 1927-12-03 Process for the preparation of an arylaminonaphthalene derivative. CH134836A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE134836X 1926-12-13
CH132030T 1927-12-03

Publications (1)

Publication Number Publication Date
CH134836A true CH134836A (en) 1929-08-15

Family

ID=25711745

Family Applications (1)

Application Number Title Priority Date Filing Date
CH134836D CH134836A (en) 1926-12-13 1927-12-03 Process for the preparation of an arylaminonaphthalene derivative.

Country Status (1)

Country Link
CH (1) CH134836A (en)

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