CH293931A - 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
CH293931A
CH293931A CH293931DA CH293931A CH 293931 A CH293931 A CH 293931A CH 293931D A CH293931D A CH 293931DA CH 293931 A CH293931 A CH 293931A
Authority
CH
Switzerland
Prior art keywords
bis
quaternary ammonium
alkane
ammonium compound
aminoalkoxy
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 CH293931A publication Critical patent/CH293931A/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)
  • Pyrrole Compounds (AREA)

Description

  

  Verfahren     zur    Herstellung einer     quaternären        Ammoniumverbindung    eines       Bis-aminoalkoxy-alkans.       Gegenstand vorliegenden Patentes ist ein  Verfahren zur     Herstelltmg    einer     quaternären          Ammoniumverbindung    eines     Bis-aminoalkoxy-          alkans.    Das Verfahren ist. dadurch gekenn  zeichnet, dass man auf ein     11o1        1,10-Bis-(f)-          1>yri-olidino-ätlioxyl-dekan    zwei     3-lal    Äthyl  jodid einwirken lässt.  



  Die erhaltene neue Verbindung, das     1.,10-          Bis    -     (fl-        N-äthyl-pyrrolidinium-ä.tlioxy)    -     dekan-          dijodid,    schmilzt. bei 79     bis    80 . Sie soll     thera-          peiitisel)u        Verwendung    finden.  



  <I>Beispiel:</I>  2,6 Teile des     Hy        drobromids    von     1,10-Bis-          (p    -     pyrrolidino    -     äthoxy)    -     dekan    werden in  wenig warmem Wasser     gelöst        Lind    mit     über-          schüssiger    30     obiger    Natronlauge versetzt.

   Die  ölig ausgeschiedene Base wird in Benzol     auf-          c;enommen,    die     Benzollösung    getrocknet. und  mit 2 Teilen     Äthyljodid    etwa. 14 Stunden  auf 50 bis 60  erwärmt. Nach dem Erkalten    giesst. man die     Benzollösung    vom ölig ausge  schiedenen     quartären    Salz ab, löst in wenig  warmem trockenem Aceton und lässt in der  Kälte kristallisieren. Das     Jodäthylat    fällt  nach einigem Stehen als weisses Pulver aus.  Man saugt ab, wäscht, mit. wenig kaltem  Aceton und mit     abs.    Äther und trocknet bei  :>0 bis 60  im Vakuum.

   Das erhaltene     1,10-          Bis    -     (ss.-N-äthyl-pyrrolidinium-äthoxy)        -dekan-          dijodid    schmilzt bei 79 bis 80 .



  Process for the preparation of a quaternary ammonium compound of a bis-aminoalkoxy-alkane. The subject of the present patent is a process for the production of a quaternary ammonium compound of a bis-aminoalkoxyalkane. The procedure is. characterized by allowing two 3-lal ethyl iodide to act on a 11o1 1,10-bis (f) - 1> yri-olidino-ätlioxyl-decane.



  The new compound obtained, the 1st, 10-bis (fl-N-ethyl-pyrrolidinium-ä.tlioxy) -dekan- diiodide, melts. at 79 to 80. It should be used for therapeutic purposes.



  <I> Example: </I> 2.6 parts of the hydrobromide of 1,10-bis- (p-pyrrolidino-ethoxy) -decane are dissolved in a little warm water and the excess sodium hydroxide solution above is added.

   The oily base which precipitates is taken up in benzene and the benzene solution is dried. and with 2 parts of ethyl iodide about. Heated to 50 to 60 hours for 14 hours. Pour after cooling. the benzene solution is separated from the oily quaternary salt, dissolved in a little warm, dry acetone and allowed to crystallize in the cold. The iodine ethylate precipitates as a white powder after standing for a while. You vacuum, wash, with. little cold acetone and with abs. Ether and dries at:> 0 to 60 in a vacuum.

   The 1,10-bis (ss.-N-ethyl-pyrrolidinium-ethoxy) -dekan- diiodide obtained melts at 79 to 80.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung einer quater- nären Ammoniumverbindung eines Bis-amino- alkoxy-alkans, dadurch gekennzeichnet, dass man auf ein Mol 1,10-Bis-(f3-pyrrolidino- äthoxy)-dekan zwei Mol Äthyljodid einwir ken lässt. Claim: Process for the production of a quaternary ammonium compound of a bis-amino-alkoxy-alkane, characterized in that two moles of ethyl iodide are allowed to act on one mole of 1,10-bis- (f3-pyrrolidinoethoxy) decane. Die erhaltene neue Verbindung, das 1-,10- Bis -(ss-N-äthyl-pyrrolidinium.-äthoxy)-dekan- dijodid, schmilzt bei 79 bis 80 . The new compound obtained, the 1-, 10-bis- (ss-N-ethyl-pyrrolidinium.-ethoxy) -dekan- diiodide, melts at 79 to 80.
CH293931D 1949-12-07 1949-12-07 Process for the preparation of a quaternary ammonium compound of a bis-aminoalkoxy-alkane. CH293931A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH293931T 1949-12-07
CH290449T 1952-04-21

Publications (1)

Publication Number Publication Date
CH293931A true CH293931A (en) 1953-10-15

Family

ID=25732991

Family Applications (1)

Application Number Title Priority Date Filing Date
CH293931D CH293931A (en) 1949-12-07 1949-12-07 Process for the preparation of a quaternary ammonium compound of a bis-aminoalkoxy-alkane.

Country Status (1)

Country Link
CH (1) CH293931A (en)

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