CH133690A - Process for the preparation of an o-aminodiaryl ether. - Google Patents

Process for the preparation of an o-aminodiaryl ether.

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Publication number
CH133690A
CH133690A CH133690DA CH133690A CH 133690 A CH133690 A CH 133690A CH 133690D A CH133690D A CH 133690DA CH 133690 A CH133690 A CH 133690A
Authority
CH
Switzerland
Prior art keywords
ether
preparation
chloro
aminodiaryl
parts
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 CH133690A publication Critical patent/CH133690A/en

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Description

  

  Verfahren zur Herstellung eines     o-Aminodiaryläthers.       Vorliegende Erfindung bezieht sich auf  ein Verfahren zur Darstellung eines     o-          Aminodiaryläthers,    dadurch gekennzeichnet,  dass man ein     Alkalisalz    von Phenol auf       '.3.1-Dinitro-l-chlorbenzol    einwirken lässt  und den erhaltenen     5-Chlor-2-nitrodiphenyl-          äther    reduziert.  



  Der so erhaltene     5-Chlor-2-aminodiplienyl-          ätlier    schmilzt, aus     Ligroin    umkristallisiert,  bei 40 bis 41       (unkorr.).    (Vergleiche     Chem.          5oe.,   <B>127,</B> Seite 544).  



       Beispiel:     Man erwärmt eine Mischung von 202,5  Teilen     3.4-Dinitro-l-chlorbenzol    und 170  Teilen     Kaliumphenolat    ungefähr eine Stunde  auf dem Wasserbad. Man erhält so den 5  Clilor-2-nitrodiphenyläther in guter Ausbeute.       Umkristallisiert    aus Spiritus, schmilzt er  bei 85   (nicht     korr.).     



  Wenn man die Kondensation bei Gegen  wart von Spiritus durch Erhitzen am Rück  flusskühler durchführt, ist die Ausbeute fast  theoretisch.    249,5 Teile des so erhaltenen     5-Chlor-          2-nitrodiphenyläthers    werden in eine ko  chende Reduktionsmischung aus 250 Teilen       Gusseisenspänen,    50 Teilen Eisessig und<B>1000</B>  Teilen Wasser eingetragen. Man kocht bis  zur Beendigung der Reaktion. Der     5-Chlor-          2-aminodiphenyläther    wird in gewöhnlicher  Weise abgeschieden.



  Process for the preparation of an o-aminodiaryl ether. The present invention relates to a process for the preparation of an o-amino diaryl ether, characterized in that an alkali metal salt of phenol is allowed to act on '.3.1-dinitro-1-chlorobenzene and the 5-chloro-2-nitrodiphenyl ether obtained is reduced.



  The 5-chloro-2-aminodiplienyl- ätlier obtained in this way melts, recrystallized from ligroin, at 40 to 41 (uncorr.). (See Chem. 5oe., 127, page 544).



       Example: A mixture of 202.5 parts of 3,4-dinitro-1-chlorobenzene and 170 parts of potassium phenolate is heated on a water bath for about one hour. The 5-chloro-2-nitrodiphenyl ether is thus obtained in good yield. Recrystallized from alcohol, it melts at 85 (not corr.).



  If the condensation is carried out in the presence of alcohol by heating on the reflux condenser, the yield is almost theoretical. 249.5 parts of the 5-chloro-2-nitrodiphenyl ether obtained in this way are introduced into a boiling reduction mixture of 250 parts of cast iron turnings, 50 parts of glacial acetic acid and 1000 parts of water. Boil until the reaction has ended. The 5-chloro-2-aminodiphenyl ether is deposited in the usual way.

Claims (1)

PATENTANSPRUCH: Verfahren zur Darstellung eines o- il..minodiaryläthers, dadurch gekennzeichnet, dass man ein Alkalisalz von Phenol auf 3 . 4 - Dinitro -1- Chlorbenzol einwirken lässt und den erhaltenen 5-Chlor-2-nitrodiphenyl- äther reduziert. Der so erhaltene 5-Chlor-2-aminodiphenyl- äther schmilzt, aus Ligroin umkristallisiert, bei 40 bis 41 (unkorr.). Er soll als Zwi schenprodukt zur Herstellung von Farbstof fen dienen. PATENT CLAIM: Process for the preparation of an o- il..minodiarylether, characterized in that an alkali salt of phenol is added to 3. 4 - lets dinitro -1-chlorobenzene act and reduces the resulting 5-chloro-2-nitrodiphenyl ether. The 5-chloro-2-aminodiphenyl ether obtained in this way melts, recrystallized from ligroin, at 40 to 41 (uncorr.). It should serve as an inter mediate product for the production of dyes.
CH133690D 1926-12-24 1927-12-19 Process for the preparation of an o-aminodiaryl ether. CH133690A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE133690X 1926-12-24
CH132914T 1927-12-19

Publications (1)

Publication Number Publication Date
CH133690A true CH133690A (en) 1929-06-15

Family

ID=25711945

Family Applications (1)

Application Number Title Priority Date Filing Date
CH133690D CH133690A (en) 1926-12-24 1927-12-19 Process for the preparation of an o-aminodiaryl ether.

Country Status (1)

Country Link
CH (1) CH133690A (en)

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