CH214163A - Process for the preparation of a new amide. - Google Patents

Process for the preparation of a new amide.

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Publication number
CH214163A
CH214163A CH214163DA CH214163A CH 214163 A CH214163 A CH 214163A CH 214163D A CH214163D A CH 214163DA CH 214163 A CH214163 A CH 214163A
Authority
CH
Switzerland
Prior art keywords
amino
diazotized
new amide
methoxydiphenylene
oxide
Prior art date
Application number
Other languages
German (de)
Inventor
Gesellschaft Fuer Chemis Basel
Original Assignee
Chem Ind Basel
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 Chem Ind Basel filed Critical Chem Ind Basel
Publication of CH214163A publication Critical patent/CH214163A/en

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Description

  

  Verfahren zur Herstellung eines neuen     Amids.       Es wurde gefunden,     dassi    man ein neues       Amid    erhalten kann, wenn man     2-Amino-3-          methoxydipheny2enoxyd    derart mit     Acet-          essigester    kondensiert, dass das     2-Acetoacetyl-          amino,-3-methoxydiphenylenoxyd    entsteht.  Die     Kondensation    findet zweckmässig in Ge  genwart von organischen Lösungsmitteln und  einer geringen Menge eines     Enolisierungs-          mittels    bei erhöhter Temperatur statt.

   Das     2-          Acetoacetylamino-    3 -     methoxydiphenylenoxyd     stellt ein weisses Pulver dar, das sich in ver  dünnten     Ätzalkalien    löst und, aus Äthylalko  hol     kristallisiert,    bei 137-138   schmilzt.  



  Das neue     Amid    wird zur Herstellung von  Farbstoffen verwendet. Es gibt mit     diazotier-          tem        1-Amino-2-methyl-4-nitrobenzol    oder mit       diazotiertem        1-Amino-2-nitrobenzo!1    wertvolle       rotctichig-.gelb    färbende Farbstoffe;     diazo-          tiertes        2.5-Dichloraminobenzol    oder     .diazo-          tiert.er        2-Amino-4-chlordiphenyläther    führt.  zu wesentlich grüner färbenden Produkten.

           Beispiel:     21,3 Teile     2-Amino-3-methoxydiphenylen-          oxyd    werden in 150     Gew.-Teilen    Chlorbenzol  nach Zusatz einiger Tropfen     Diäthylanilin     am absteigenden Kühler zum Kochen erhitzt       und    gelöst. Man gibt langsam 15     Gew.-Teile          Acetes@sigester    zu,     kondensiert    4 bis. 5 Stun  den unter     Abdestillieren    des gebildeten Alko  hols und von etwas Chlorbenzol.

   Nach been  deter Kondensation lässt man     erkalten,     putscht das Auskristallisierte     Amid    ab und  wäscht     dasselbe    mit etwas     Alkohol    nach.



  Process for the preparation of a new amide. It has been found that a new amide can be obtained if 2-amino-3-methoxydiphenylene oxide is condensed with acetoacetic ester in such a way that 2-acetoacetylamino, -3-methoxydiphenylene oxide is formed. The condensation expediently takes place in the presence of organic solvents and a small amount of an enolizing agent at elevated temperature.

   The 2-acetoacetylamino- 3 - methoxydiphenylene oxide is a white powder that dissolves in dilute caustic alkalis and, crystallized from ethyl alcohol, melts at 137-138.



  The new amide is used to make dyes. With diazotized 1-amino-2-methyl-4-nitrobenzene or with diazotized 1-amino-2-nitrobenzo! 1 there are valuable reddish-yellow coloring materials; diazo- tated 2.5-dichloroaminobenzene or diazo- tiert.er 2-amino-4-chlorodiphenyl ether leads. to much greener coloring products.

           Example: 21.3 parts of 2-amino-3-methoxydiphenylene oxide are heated to the boil in 150 parts by weight of chlorobenzene after adding a few drops of diethylaniline on a descending cooler and dissolved. 15 parts by weight of Acetes @ sigester are slowly added and 4 to 4 are condensed. 5 hours while distilling off the alcohol formed and some chlorobenzene.

   After the condensation has ended, it is allowed to cool, the amide which has crystallized out is popped off and the same is washed with a little alcohol.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines neuen Amids, .dadurch gekennzeichnet, dass man 2- Amino-3-methoxydiphenyloxyd derart mit Acetessigester kondensiert, dass das 2-Aceto- acetylamino-3-methoxydiphenylenoxyd ent steht. Das 2-Acetoaeetylamino-3-methoxy- diphenylenoxyd stellt ein weisses Pulver dar, das sich in verdünnten Ätzalkalien löst und, aus Äthylalkohol kristallisiert, bei 137 bis 13$ schmilzt. PATENT CLAIM: Process for the production of a new amide, characterized in that 2-amino-3-methoxydiphenyloxide is condensed with acetoacetic ester in such a way that 2-acetoacetylamino-3-methoxydiphenylene oxide is formed. The 2-acetoaeetylamino-3-methoxydiphenylene oxide is a white powder which dissolves in dilute caustic alkalis and, crystallized from ethyl alcohol, melts at 137 to 13 $. Das neue Amid wird zur Herstellung von Farbstoffen verwendet. Es gibt mit diazo- tiertem 1-Amino-2-methyl-4-nit.robenzol oder mit diazotiertem 1-Amiiio-2-nitrobenzol wert- volle rotstiehig-gelb färbende Farbstoffe; diazotiertes 2.5-Dichloraminobenzol oder diazotierter 2-Amino-4-ehlordiphenyläther führt zu wesentlich grüner färbenden Pro dukten. The new amide is used to make dyes. There are valuable reddish-yellow dyes with diazotized 1-amino-2-methyl-4-nit.robenzene or with diazotized 1-amino-2-nitrobenzene; Diazotized 2,5-dichloroaminobenzene or diazotized 2-amino-4-ehlordiphenylether leads to products with a much greener color.
CH214163D 1939-04-27 1939-04-27 Process for the preparation of a new amide. CH214163A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH214163T 1939-04-27

Publications (1)

Publication Number Publication Date
CH214163A true CH214163A (en) 1941-04-15

Family

ID=4448571

Family Applications (1)

Application Number Title Priority Date Filing Date
CH214163D CH214163A (en) 1939-04-27 1939-04-27 Process for the preparation of a new amide.

Country Status (1)

Country Link
CH (1) CH214163A (en)

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