CH205785A - Process for the preparation of 2-amino-3-ethoxy-diphenylene oxide. - Google Patents

Process for the preparation of 2-amino-3-ethoxy-diphenylene oxide.

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Publication number
CH205785A
CH205785A CH205785DA CH205785A CH 205785 A CH205785 A CH 205785A CH 205785D A CH205785D A CH 205785DA CH 205785 A CH205785 A CH 205785A
Authority
CH
Switzerland
Prior art keywords
ethoxy
amino
diphenylene oxide
oxide
preparation
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 CH205785A publication Critical patent/CH205785A/en

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Description

  

  Verfahren zur Herstellung von     2-Amino-3-äthoxy-d.iphenylenoxyd.       Gegenstand des vorliegenden Zusatzpaten  tes ist ein Verfahren zur Herstellung von       2-Amino-3-äthoxy-diphenylenoxyd,    welches  dadurch gekennzeichnet ist, dass man     3-Äthoxy-          diphenylenoxyd    nitriert und das erhaltene       2-Nitro-3-äthoxy-diphenylenoxyd    reduziert.  



  Die erhaltene Verbindung stellt ein wert  volles Zwischenprodukt zur Herstellung von  Farbstoffen dar.  



  <I>Beispiel:</I>  100 Gewichtsteile     3-Äthoxy-diphenylen-          oxyd,    das aus     3-Uxydiphenylenoxyd    durch  Behandlung mit     Diäthylsulfat    in alkalischer  Lösung erhalten wird und ein farbloses 01  vom     Kp12:        1.80     C darstellt, werden mit 500  Gewichtsteilen Chlorbenzol gemischt, und  unter Rühren werden 100 Gewichtsteile Sal  petersäure vom spezifischen Gewicht 1,4 zu  gesetzt. Unter lebhafter Erwärmung verwan  delt sich das Reaktionsgemisch in einen gel  ben Kristallbrei. Nach Beendigung der Reak  tion saugt man kalt ab und wäscht nach.

    Man erhält so das     2-Nitro-3-äthoxy-dipheny-          lenoxyd    in Form gelber Nadeln vom F. 137    bis 138   C. Die Nitroverbindung wird in üb  licher Weise katalytisch oder mit Eisen und  Säuren reduziert.  



  Das so erhaltene, bisher nicht bekannte       2-Amino-3-äthoxy-diphenylenoxyd    kristalli  siert aus Methanol in farblosen Kristallen  vom F. 74 bis 75   C. Es bildet ein schwer  lösliches farbloses     Chlorbydrat    und lässt sich  leicht     diazotieren.  



  Process for the preparation of 2-amino-3-ethoxy-d.iphenylene oxide. The subject of the present Zusatzpaten tes is a process for the production of 2-amino-3-ethoxydiphenylene oxide, which is characterized in that 3-ethoxydiphenylene oxide is nitrated and the 2-nitro-3-ethoxydiphenylene oxide obtained is reduced.



  The compound obtained is a valuable intermediate for the production of dyes.



  <I> Example: </I> 100 parts by weight of 3-ethoxy-diphenylene oxide, which is obtained from 3-oxydiphenylene oxide by treatment with diethyl sulfate in an alkaline solution and is a colorless oil with a boiling point of 12: 1.80 C, are mixed with 500 parts by weight of chlorobenzene , and 100 parts by weight of nitric acid with a specific gravity of 1.4 are added with stirring. With vigorous heating, the reaction mixture turns into a yellow crystal paste. When the reaction has ended, the product is filtered off with cold suction and washed.

    The 2-nitro-3-ethoxy-diphenylene oxide is thus obtained in the form of yellow needles with a melting point of 137 to 138 ° C. The nitro compound is reduced in the usual way, catalytically or with iron and acids.



  The previously unknown 2-amino-3-ethoxy-diphenylene oxide obtained in this way crystallizes from methanol in colorless crystals with a melting point of 74 to 75 ° C. It forms a poorly soluble, colorless chlorobydrate and can be easily diazotized.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung von 2-Amino- 3-äthoxy-diphenylenoxyd, dadurch gekenn zeichnet, dass man 3-Äthoxy-diphenylenoxyd nitriert und das erhaltene 2-Nitro-3-äthoxy- diphenylenoxyd reduziert. Die so erhaltene neue Base kristallisiert aus Methanol in farblosen Kristallen vom F. 74 bis 75 C. Sie bildet ein schwer lös liches farbloses Chlorhydrat und lässt sich leicht diazotieren. PATENT CLAIM: Process for the production of 2-amino-3-ethoxy-diphenylene oxide, characterized in that 3-ethoxy-diphenylene oxide is nitrated and the 2-nitro-3-ethoxy-diphenylene oxide obtained is reduced. The new base obtained in this way crystallizes from methanol in colorless crystals with a melting point of 74 to 75 ° C. It forms a poorly soluble colorless hydrochloride and can easily be diazotized.
CH205785D 1936-02-19 1937-02-12 Process for the preparation of 2-amino-3-ethoxy-diphenylene oxide. CH205785A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE205785X 1936-02-19
CH199184T 1937-02-12

Publications (1)

Publication Number Publication Date
CH205785A true CH205785A (en) 1939-06-30

Family

ID=25723210

Family Applications (1)

Application Number Title Priority Date Filing Date
CH205785D CH205785A (en) 1936-02-19 1937-02-12 Process for the preparation of 2-amino-3-ethoxy-diphenylene oxide.

Country Status (1)

Country Link
CH (1) CH205785A (en)

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