CH234989A - Process for the preparation of a new therapeutically effective amidine. - Google Patents

Process for the preparation of a new therapeutically effective amidine.

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Publication number
CH234989A
CH234989A CH234989DA CH234989A CH 234989 A CH234989 A CH 234989A CH 234989D A CH234989D A CH 234989DA CH 234989 A CH234989 A CH 234989A
Authority
CH
Switzerland
Prior art keywords
sep
therapeutically effective
preparation
phenylethylamidine
amidine
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 CH234989A publication Critical patent/CH234989A/en

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  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Description

  

      Verfahren    zur Darstellung eines neuen therapeutisch wirksamen     Amidins.       Es     wurde    gefunden, dass man zu einem  neuen     therapeutisch    wirksamen     Amidin    ge  langen kann, wenn man einen     reaktionsfähi-          gen,    Ester d es     Oxyacet-ss-phenyläthylamidins     mit     Anilin,    umsetzt.     Gegebenenfalls    arbeitet  man in     GegenwaA        eines        Lösungsmittels.     



       Dass    so gewonnene     Phenylaminacet-ss-phe-          nyläthylamidin    der     Formel     
EMI0001.0018     
    bildet ein     Hydrochlorid    vom P. 145-146 ,  dass sieh in     Wasser    leicht     löst.     



  Die neue     Verbindung        ,soll        therapeutische          Verwendung    finden.  



  <I>Beispiel:</I>  23,3 Teile     @h@oracet-ss-pheny@äthy@amidin-          hydrochlorid    und 21 Teile     Anilin    werden  1 Stunde auf 100      erwärmt.    Die     Reaktions-          masee    wird in Wasser     gagflssen,    mit     N'atrium-          hicarbonat    versetzt und mit Äther ausge-  
EMI0001.0035     
  
    schüttelt.

   <SEP> Aus <SEP> .der <SEP> wässerigen <SEP> Schichte <SEP> schei  det <SEP> Alkali <SEP> das <SEP> entstandene <SEP> Phenylaminoacet  ss-phenyläthylamidin <SEP> als <SEP> feste <SEP> Baste <SEP> aus, <SEP> die
<tb>  auf <SEP> Zusatz <SEP> von <SEP> einem <SEP> Mol <SEP> Chlorwasserstoff
<tb>  in <SEP> Essigester <SEP> das <SEP> Hydrochlorid <SEP> liefert.
<tb>  



  An <SEP> S@e11e. <SEP> des <SEP> Chloraoet-ss-ph-fy.1äthyl  @amidin-hydrochlorids <SEP> kann <SEP> man <SEP> ein <SEP> anderes
<tb>  Salz <SEP> tdies,es, <SEP> Amidins, <SEP> wie <SEP> z. <SEP> B. <SEP> das. <SEP> Hydrobro  mid <SEP> oder <SEP> das <SEP> Sulfat, <SEP> verwenden.
<tb>  



  Das <SEP> Chloracet-ss-phenyläthydamidin-hy  drochlorid <SEP> gewinnt <SEP> man <SEP> durch, <SEP> Umsetzung
<tb>  von <SEP> Ohloraeetimido@äthyläther-hydroehlorid
<tb>  mit <SEP> ss-Phenyl,ä±ylamnu <SEP> in, <SEP> alkoholischer <SEP> Lö  sung.
<tb>  



  An <SEP> .Stelle <SEP> von <SEP> Chlo@racet-ss-ph@enyläthyl  ,amidin-hydrochloTid <SEP> kann <SEP> man <SEP> von <SEP> einem.
<tb>  andern. <SEP> reaktionafähigenEster <SEP> des, <SEP> Ogyacet-ss  phenyläthylamidins, <SEP> wie <SEP> z. <SEP> B. <SEP> vom <SEP> Bromwas  serstoffsäure- <SEP> oder <SEP> vom <SEP> Toluolsulfonsäure  ,ester, <SEP> ausgehen.
<tb>  



  Ebenso <SEP> kann <SEP> man <SEP> an <SEP> Stelle <SEP> ,des <SEP> Hydro  chlorids <SEP> die <SEP> freie <SEP> Base <SEP> oder <SEP> ein <SEP> anderes <SEP> Salz
<tb>  verwenden.



      Process for the preparation of a new therapeutically effective amidine. It has been found that a new therapeutically effective amidine can be obtained if a reactive ester of oxyacet-ss-phenylethylamidine is reacted with aniline. If necessary, one works in the presence of a solvent.



       That so obtained phenylamineacet-ss-phenylethylamidine of the formula
EMI0001.0018
    forms a hydrochloride of P. 145-146 that it easily dissolves in water.



  The new compound should find therapeutic use.



  <I> Example: </I> 23.3 parts @ h @ oracet-ss-pheny @ ethy @ amidine hydrochloride and 21 parts aniline are heated to 100 for 1 hour. The reaction mixture is poured into water, mixed with sodium bicarbonate and extracted with ether.
EMI0001.0035
  
    shakes.

   <SEP> From <SEP>. The <SEP> aqueous <SEP> layer <SEP> separates <SEP> alkali <SEP> the <SEP> resulting <SEP> phenylaminoacet ss-phenylethylamidine <SEP> as <SEP> solid < SEP> Baste <SEP> off, <SEP> die
<tb> on <SEP> addition <SEP> of <SEP> one <SEP> mol <SEP> hydrogen chloride
<tb> in <SEP> ethyl acetate <SEP> supplies the <SEP> hydrochloride <SEP>.
<tb>



  To <SEP> S @ e11e. <SEP> des <SEP> Chloraoet-ss-ph-fy.1äthyl @ amidin-hydrochlorids <SEP> can <SEP> one <SEP> another <SEP>
<tb> salt <SEP> tdies, es, <SEP> amidines, <SEP> like <SEP> z. <SEP> B. <SEP> the. <SEP> Hydrobro mid <SEP> or <SEP> the <SEP> sulfate, <SEP> use.
<tb>



  The <SEP> chloroacet-ss-phenylethamidine hydrochloride <SEP> is obtained <SEP> by <SEP>, <SEP> implementation
<tb> by <SEP> Ohloraeetimido @ ethyl ether hydrochloride
<tb> with <SEP> ss-phenyl, ä ± ylamnu <SEP> in, <SEP> alcoholic <SEP> solution.
<tb>



  Instead of <SEP> from <SEP> Chlo @ racet-ss-ph @ enyläthyl, amidin-hydrochloride <SEP>, <SEP> can be <SEP> from <SEP> a.
<tb> change. <SEP> reactive ester <SEP> des, <SEP> Ogyacet-ss phenylethylamidine, <SEP> like <SEP> e.g. <SEP> B. <SEP> start from <SEP> hydrobromic acid <SEP> or <SEP> from <SEP> toluenesulphonic acid, ester, <SEP>.
<tb>



  <SEP> can also be <SEP>, <SEP> at <SEP> place <SEP>, the <SEP> hydrochloride <SEP> the <SEP> free <SEP> base <SEP> or <SEP> a <SEP> other <SEP> salt
Use <tb>.

Claims (1)

PATENTANSPRUCH: Verfahren zur Darstellung eines neuen therapeutisch wirksamen Amidins, dadurch gekennzeichnet, dass man einen reaktionsfähi gen Ester des Oxyacet-ss-phenyläthylamidins mit Anilin umsetzt. Das so gewonnene Phenylaminoacet-ss-phe-@ nyläthylamidin der Formel EMI0002.0010 bildet ein Hydrochlorid vom F,145-146 , das sich, in Wasser leicht löst. PATENT CLAIM: Process for the preparation of a new therapeutically effective amidine, characterized in that a reactive ester of oxyacet-ss-phenylethylamidine is reacted with aniline. The so obtained phenylaminoacet-ss-phe- @ nyläthylamidin of the formula EMI0002.0010 forms a hydrochloride of F, 145-146, which easily dissolves in water. Die neue Verbindung soll therapeutische Verwendung finden. U\ TERAN SPRCCHE 1. Verfahren nach Patentanspruch, da durch gekennzeichnet, dass man zur Umset- zung ein 1-lalobenacet-ss-phenylätliylamidin verwendet. The new compound should find therapeutic use. U \ TERAN SPRCCHE 1. Process according to patent claim, characterized in that a 1-lalobenacet-ss-phenylethylamidine is used for the implementation. Verfahren nach Patenta.nsprueli, da durch gekennzeichnet, dass man zur U mset- zunb Chloracet-ss-phenyläthy lamidin verwen- det. 3. Verfahren nach Patentanspruch, da durch gekennzeichnet, dass man in Gegenwart eines Lösungsmittels arbeitet. Process according to Patenta.nsprueli, characterized in that chloroacet-ss-phenylethylamidine is used for conversion. 3. The method according to claim, characterized in that one works in the presence of a solvent.
CH234989D 1938-05-11 1938-05-11 Process for the preparation of a new therapeutically effective amidine. CH234989A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH529054X 1938-05-11
CH234989T 1938-05-11

Publications (1)

Publication Number Publication Date
CH234989A true CH234989A (en) 1944-10-31

Family

ID=25727960

Family Applications (1)

Application Number Title Priority Date Filing Date
CH234989D CH234989A (en) 1938-05-11 1938-05-11 Process for the preparation of a new therapeutically effective amidine.

Country Status (1)

Country Link
CH (1) CH234989A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2034574A1 (en) * 1969-02-28 1970-12-11 Wellcome Found

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2034574A1 (en) * 1969-02-28 1970-12-11 Wellcome Found

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