CH299242A - Process for the preparation of a quaternary ammonium compound of a bis-aminoalkoxy-alkane. - Google Patents

Process for the preparation of a quaternary ammonium compound of a bis-aminoalkoxy-alkane.

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Publication number
CH299242A
CH299242A CH299242DA CH299242A CH 299242 A CH299242 A CH 299242A CH 299242D A CH299242D A CH 299242DA CH 299242 A CH299242 A CH 299242A
Authority
CH
Switzerland
Prior art keywords
bis
quaternary ammonium
preparation
aminoalkoxy
alkane
Prior art date
Application number
Other languages
German (de)
Inventor
Ag J R Geigy
Original Assignee
Ag J R Geigy
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 Ag J R Geigy filed Critical Ag J R Geigy
Publication of CH299242A publication Critical patent/CH299242A/en

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
    • C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
    • C07D295/08—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Description

  

  Verfahren     zur    Herstellung einer     quaternären        Ammoniumverbindung          eines        Bis-aminoalkoxy-alkans.       Gegenstand vorliegenden Patentes ist ein  Verfahren zur Herstellung einer     quaternären          Ammoniumverbindung    eines     Bis-aminoalkoxy-          alkans.    Das Verfahren ist dadurch gekenn  zeichnet, dass man auf ein     Mol        1,13-Bis-[ss-          (methyl-butyl-amino)-äthoxy]-tridekan    zwei       Mol        Methylbromid    einwirken lässt.

    



  Die erhaltene neue     Verbindung,    das     1,13-          Bis-        [ss-        (dimethyl-        butyl    -     ammonium)        -äthoxy]        -          tridekan-dibromid,    schmilzt bei etwa 118 bis  123 . Sie soll therapeutische Verwendung fin  den.  



  <I>Beispiel:</I>  22,1 Teile 1,13 - Bis -     [ss    -     (methyl    -     butyl-          amino)-äthoxy]-tridekan    werden mit 80 Tei  len trockenem Aceton und 12 Teilen     Methyl-          bromid    14 Stunden im     Einschmelzrohr    in  einem Wasserbad von 50-60  erwärmt.

   Nach  Erkalten wird abgesaugt und das erhaltene  1,13 - Bis -     [ss    -     (dimethyl    -     butyl    - ammonium)-         äthoxy]        -tridekan-dibromid        gewünschtenfälls     durch     Umkristallisieren    aus     Butanon    + wenig       abs.    Methanol gereinigt, indem     -das    Salz in  möglichst wenig heissem Methanol gelöst und  darauf so viel heisses     Butanon    zugefügt wird,  dass in der Hitze noch alles gelöst bleibt.  



  Das umkristallisierte Produkt schmilzt bei  etwa 118-123<B>0</B>.



  Process for the preparation of a quaternary ammonium compound of a bis-aminoalkoxy-alkane. The present patent is a process for the preparation of a quaternary ammonium compound of a bis-aminoalkoxyalkane. The process is characterized in that two moles of methyl bromide are allowed to act on one mole of 1,13-bis- [ss- (methyl-butyl-amino) ethoxy] -tridekan.

    



  The new compound obtained, the 1,13-bis- [ss- (dimethyl-butyl-ammonium) -ethoxy] -tridecane dibromide, melts at about 118 to 123. It should find therapeutic use.



  <I> Example: </I> 22.1 parts of 1.13 - bis - [ss - (methyl - butylamino) ethoxy] tridecane are mixed with 80 parts of dry acetone and 12 parts of methyl bromide for 14 hours Melting tube heated in a water bath of 50-60.

   After cooling, it is filtered off with suction and the 1,13 bis [ss - (dimethyl butyl ammonium) ethoxy] tridecane dibromide obtained can be obtained by recrystallization from butanone + a little abs. Methanol is purified by dissolving the salt in as little hot methanol as possible and then adding so much hot butanone that everything remains dissolved in the heat.



  The recrystallized product melts at about 118-123 <B> 0 </B>.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung einer quater- nären Ammoniumverbindung eines Bis-amin.o- alkoxy-alkans, dadurch gekennzeichnet, dass man auf ein Mol 1,13-Bis-[ss-(methyl-butyl- amino) -äthoxy] -tridekan zwei Mol Methylbro- mid einwirken lässt. PATENT CLAIM: Process for the production of a quaternary ammonium compound of a bis-amin.oalkoxyalkane, characterized in that one mole of 1,13-bis- [ss- (methyl-butyl-amino) -ethoxy] -tridekan allows two moles of methyl bromide to act. Die erhaltene neue Verbindung, das 1,13- Bis- [ss- (dimethyl-butyl- ammonium) -äthoxy] - tridekan-dibromid schmilzt bei etwa 118 bis 123 . a The new compound obtained, the 1,13-bis- [ss- (dimethyl-butyl-ammonium) -ethoxy] -tridecane dibromide melts at about 118 to 123. a
CH299242D 1951-09-20 1951-09-20 Process for the preparation of a quaternary ammonium compound of a bis-aminoalkoxy-alkane. CH299242A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH299242T 1951-09-20
CH290449T 1952-04-21

Publications (1)

Publication Number Publication Date
CH299242A true CH299242A (en) 1954-05-31

Family

ID=25733019

Family Applications (1)

Application Number Title Priority Date Filing Date
CH299242D CH299242A (en) 1951-09-20 1951-09-20 Process for the preparation of a quaternary ammonium compound of a bis-aminoalkoxy-alkane.

Country Status (1)

Country Link
CH (1) CH299242A (en)

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