CH175233A - Process for the preparation of 4-amino-3-benzyloxy-diphenylamine. - Google Patents

Process for the preparation of 4-amino-3-benzyloxy-diphenylamine.

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Publication number
CH175233A
CH175233A CH175233DA CH175233A CH 175233 A CH175233 A CH 175233A CH 175233D A CH175233D A CH 175233DA CH 175233 A CH175233 A CH 175233A
Authority
CH
Switzerland
Prior art keywords
diphenylamine
benzyloxy
amino
preparation
benzylating agent
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 CH175233A publication Critical patent/CH175233A/en

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Description

  

  Verfahren zur Darstellung des     4-Amino-3-benzyloxy-diphenylamins.       Gegenstand des vorliegenden Zusatzpa  tentes ist ein Verfahren zur Darstellung des       4-Arnino-3-berrzyloxy-diphenylamirrs,    welches  dadurch gekennzeichnet ist, dass man     4-Ace-          tyl < r,rrrino-3-oxy-diphenylamin    mit einem     ben-          zylierenden    Mittel behandelt und sodann das  so erhaltene     4-Acetylamino-3-benzyloxy-di-          phenylamin    durch Verseifen in die freie       Aminoverbindung    überführt.  



  Die so erhaltene neue Verbindung soll  als Zwischenprodukt für die Herstellung von  Farbstoffen Verwendung     finden.     



  <I>Beispiel:</I>  12 Gewichtsteile     4-Acetylamirro-3-oxy-          diphenylamin,    gelöst in 5,25     Volumteilen     39,9      /oiger    Kalilauge und 25     Volumteilen          Methanol,    werden bei 25 bis     301    C tropfen  weise mit 9,5 Gewichtsteilen     Benzylchlorid     versetzt. Zur Beendigung der Reaktion wird    noch drei Stunden bei dieser Temperatur  weiter gerührt.

   Das     4-Acetylamirrö-3-benzyl-          oxy-diphenylamin    scheidet sich als dunkles,  beim Erkalten kristallin erstarrendes Harz  aus, das nach     Umkristallisieren    aus     Ligroin-          Benzol        inForm    farblosen Prismen vorn Schmelz  punkt 91-92   C     (unkorrigiert)    erhalten wird.

    Durch Verseifen mit     alkoholisch-wässeriger     Kalilauge erhält man daraus das     4-Amino-          3-benzyloxy-diphenylamin,    das aus     Ligroin-          Benzol    in schwach gefärbten Blättchen vom  Schmelzpunkt     153-15V1    C     (unkorrigiert)     kristallisiert.



  Process for the preparation of 4-amino-3-benzyloxy-diphenylamine. The subject of the present additional patent is a method for the preparation of 4-amino-3-berrzyloxy-diphenylamine, which is characterized in that 4-acetyl <r, rrrino-3-oxy-diphenylamine is treated with a benzylating agent and then the 4-acetylamino-3-benzyloxy-diphenylamine thus obtained is converted into the free amino compound by saponification.



  The new compound obtained in this way is said to be used as an intermediate for the preparation of dyes.



  <I> Example: </I> 12 parts by weight of 4-acetylamirro-3-oxydiphenylamine, dissolved in 5.25 parts by volume of 39.9% potassium hydroxide solution and 25 parts by volume of methanol, are added dropwise at 25 to 301 ° C. with 9.5 Parts by weight of benzyl chloride are added. To end the reaction, stirring is continued for a further three hours at this temperature.

   The 4-acetylamine-3-benzyl-oxy-diphenylamine separates out as a dark resin that solidifies in crystalline form on cooling and is obtained in the form of colorless prisms with a melting point of 91-92 ° C. (uncorrected) after recrystallization from ligroin-benzene.

    By saponifying with aqueous alcoholic potassium hydroxide solution, 4-amino-3-benzyloxydiphenylamine is obtained, which crystallizes from ligroin-benzene in pale-colored flakes with a melting point of 153-15V1 C (uncorrected).

Claims (1)

PATENTANSPRUCH: Verfahren zur Darstellung des 4-Amino- 3-benzyloxy-diphenylamirrs, dadurch gekenn zeichnet, dass man 4-Acetylamirro-3-oxy - diphenylamin mit einem benzylierenden Mit tel behandelt und sodann das so erhaltene 4-Acetylamino - 3- benzyloxy - diphenylamin durch Verseifen in die freie Aminoverbindung überführt. Die so erhaltene Verbindung kristallisiert aus Ligroin-Benzol in schwach gefärbten Blättchen vom Schmelzpunkt 153-154 <B>0</B> C. PATENT CLAIM: Process for the preparation of 4-amino-3-benzyloxy-diphenylamirrs, characterized in that 4-acetylamirro-3-oxy - diphenylamine is treated with a benzylating agent and then the 4-acetylamino - 3-benzyloxy - Diphenylamine converted into the free amino compound by saponification. The compound obtained in this way crystallizes from ligroin-benzene in weakly colored flakes with a melting point of 153-154 C. UNTERANSPRUCH: Verfahren nach Patentanspruch, dadurch gekennzeichnet, dass man als benzylierendes Mittel Benzylchlorid verwendet. SUBCLAIM: Method according to claim, characterized in that benzyl chloride is used as the benzylating agent.
CH175233D 1932-08-31 1933-07-29 Process for the preparation of 4-amino-3-benzyloxy-diphenylamine. CH175233A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE175233X 1932-08-31
CH170086T 1933-07-29

Publications (1)

Publication Number Publication Date
CH175233A true CH175233A (en) 1935-02-15

Family

ID=25718839

Family Applications (1)

Application Number Title Priority Date Filing Date
CH175233D CH175233A (en) 1932-08-31 1933-07-29 Process for the preparation of 4-amino-3-benzyloxy-diphenylamine.

Country Status (1)

Country Link
CH (1) CH175233A (en)

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