CH96389A - Process for the preparation of a basic derivative of p-aminophenol ethyl ether. - Google Patents

Process for the preparation of a basic derivative of p-aminophenol ethyl ether.

Info

Publication number
CH96389A
CH96389A CH96389DA CH96389A CH 96389 A CH96389 A CH 96389A CH 96389D A CH96389D A CH 96389DA CH 96389 A CH96389 A CH 96389A
Authority
CH
Switzerland
Prior art keywords
aminophenol
preparation
ethyl ether
basic derivative
water
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 CH96389A publication Critical patent/CH96389A/en

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C233/00—Carboxylic acid amides

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Description

  

  Verfahren zur Darstellung eines basischen Derivates des     p-Aminophenoläthyläthers.       Es wurde gefunden, dass man zu einem  basischen Derivate des     p-Amiriophenoläthyl-          :ither9    gelangen kann, indem man     p-Aceta-          niirrophenolhalogenäthyläther    mit     Diäthylamin     umsetzt.  



  Der so erhaltene     Acetaminophenol-p-di-          :ithylaminoäthyläther    bildet neutral reagie  rende farblose; wasserlösliche Salze. Das  Chlorhydrat zum Beispiel stellt in Wasser  leicht lösliche weisse     Nädelchen    dar, welche       -)berhalb    200  schmelzen.  



  Die neue Verbindung soll zu     therapeuti-          achen    Zwecken verwendet werden.    <I>Beispiel:</I>  Man löst 10 Teile     Acetaminophenol-R-          @rom#itliyläther    (erhalten aus     Acetaminophenol-          riatrium    durch Kochen mit einem Überschuss       -ron        Äthylenbromid    als farblose Kristalle vom       Smp.    130 ) in 20 Teilen Methylalkohol und  60 Teilen     Diäthylamin    und erwärmt drei  Stunden am Wasserbad.

   Dann destilliert man  Lösungsmittel und überschüssiges     Diäthyl-          amin    ab und versetzt den öligen Rückstand       rnit    Natronlauge bis zur stark alkalischen    Reaktion und nimmt die abgeschiedenen Ba  sen mit Äther auf. Man verdampft den  Äther und das     Diäthylamin    und     führt    den  zurückbleibenden     Acetaminophenol-ss-diäthyl-          aminoäthyläther    mit -alkoholischer Salzsäure  in das Chlorhydrat über; das man aus Alko  hol     umkristallisiert.  



  Process for the preparation of a basic derivative of p-aminophenol ethyl ether. It has been found that a basic derivative of p-Amiriophenoläthyl-: ither9 can be obtained by reacting p-Acetaniirrophenolhalogenäthyläther with diethylamine.



  The acetaminophenol-p-di-: ithylaminoethyl ether obtained in this way forms colorless neutral reactants; water soluble salts. The hydrochloride, for example, is white needles which are easily soluble in water and which melt above 200.



  The new compound is to be used for therapeutic purposes. <I> Example: </I> 10 parts of acetaminophenol-R- @ rom # itliyläther (obtained from acetaminophenol riatrium by boiling with an excess of ethylene bromide as colorless crystals with a melting point of 130) are dissolved in 20 parts of methyl alcohol and 60 parts Diethylamine and heated for three hours on a water bath.

   The solvent and excess diethylamine are then distilled off, the oily residue is treated with sodium hydroxide solution until it has a strongly alkaline reaction, and the bases which have separated out are taken up with ether. The ether and the diethylamine are evaporated and the remaining acetaminophenol-ß-diethyl aminoethyl ether is converted into the hydrochloric acid with alcoholic hydrochloric acid; which is recrystallized from alcohol.

Claims (1)

PATENTANSPRUCH: Verfahren zur Darstellung eines basischen Derivates des p-Aminophenoläthyläthers, da durch gekennzeichnet; dass man p-Acetamino- phenolhalogeriäthyläther mit Diäthylamin um setzt. Der so erhaltene Acetaminophenol-p-di- äthylaminoäthyläther bildet neutral reagie rende farblose, wasserlösliche Salze. Das Chlorhydrat zum Beispiel stellt in Wasser leicht lösliche weisse Nädelchen dar, welche oberhalb 200 schmelzen. Die neue Verbindung soll zu therapeuti schen Zwecken verwendet werden. PATENT CLAIM: Process for the preparation of a basic derivative of p-aminophenol ethyl ether, as characterized by; that p-Acetaminophenolhalogeriäthyläther is implemented with diethylamine. The acetaminophenol-p-diethylaminoethyl ether obtained in this way forms colorless, water-soluble salts with a neutral reaction. The hydrochloride, for example, is white needles which are easily soluble in water and which melt above 200. The new compound is intended to be used for therapeutic purposes.
CH96389D 1921-06-04 1921-06-04 Process for the preparation of a basic derivative of p-aminophenol ethyl ether. CH96389A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH96389T 1921-06-04

Publications (1)

Publication Number Publication Date
CH96389A true CH96389A (en) 1922-10-16

Family

ID=4354079

Family Applications (1)

Application Number Title Priority Date Filing Date
CH96389D CH96389A (en) 1921-06-04 1921-06-04 Process for the preparation of a basic derivative of p-aminophenol ethyl ether.

Country Status (1)

Country Link
CH (1) CH96389A (en)

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