CH234984A - Process for the preparation of a new therapeutically effective amidine. - Google Patents

Process for the preparation of a new therapeutically effective amidine.

Info

Publication number
CH234984A
CH234984A CH234984DA CH234984A CH 234984 A CH234984 A CH 234984A CH 234984D A CH234984D A CH 234984DA CH 234984 A CH234984 A CH 234984A
Authority
CH
Switzerland
Prior art keywords
sep
therapeutically effective
preparation
new therapeutically
new
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 CH234984A publication Critical patent/CH234984A/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
    • C07D233/04—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
    • C07D233/20—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with substituted hydrocarbon radicals, directly attached to ring carbon atoms
    • C07D233/24—Radicals substituted by nitrogen atoms not forming part of a nitro radical

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Description

  

      Terfahr    en zur Darstellung eines neuen therapeutisch wirksamen     Amidins.     
EMI0001.0003     
  
    Es <SEP> wurde <SEP> gefunden, <SEP> dass <SEP> man <SEP> zu <SEP> einem
<tb>  neuen <SEP> therapeutisch <SEP> wirksamen <SEP> Amidin <SEP> ge  langen <SEP> kann, <SEP> wenn <SEP> man <SEP> einen <SEP> reaktio:Usfähi  gen <SEP> Ester <SEP> :des <SEP> 2-Oxymethyl-imidazolins <SEP> mit
<tb>  Diphenylamin <SEP> umsetzt. <SEP> Gegebenenfalls <SEP> arbei  tet <SEP> man <SEP> in <SEP> Gegenrwart <SEP> eines <SEP> Lösungsmittels.
<tb>  



  Das <SEP> so <SEP> gewonnene <SEP> 2-[Diphenylamino  methyl]-imida7,olin <SEP> der <SEP> Formel     
EMI0001.0004     
  
EMI0001.0005     
  
    bildet <SEP> ein <SEP> Hydrachlorid <SEP> vom <SEP> F. <SEP> 187-1.89 .
<tb>  das <SEP> sich <SEP> in <SEP> Wasser <SEP> leicht <SEP> löst.
<tb>  



  Die <SEP> neue <SEP> Verbindung <SEP> soll <SEP> therapeutische
<tb>  Verwendung <SEP> finden.
<tb>  



  <I>Beispiel:</I>
<tb>  15,4 <SEP> Teiile <SEP> 2-Chdo:rmethyl-imidazolin-hy  drochlo:rid <SEP> werden <SEP> nach <SEP> und <SEP> nach <SEP> in <SEP> die <SEP> auf
<tb>  1<B>M</B>  <SEP> erhitzte <SEP> Sehmelz@ <SEP> von <SEP> 51 <SEP> Teilen <SEP> Dipbe-            nylamin        eingetragen    und 2 bis 3     :Stun:den        bei     dieser Temperatur     gehalten.    Die abgekühlte  Schmelze wird zerkleinert und     mit    Wasser  und Äther     geschüttelt.    Aus der     wässerigen     Lösung wird das     entstandene    2-     [Diphenyl-          aminom:

  at,hyl]        -imidazolin    mit Alkali gefällt.  Durch     Umkristallisieren    aus Alkohol erhält  man die Base vom F. 149-151 .  



  An Stelle von     Chlorme#hyl-imiidazolin-          hydroehlo:ri:d        kann    man     auooh    von     einem    an  dern     reaktionsfähigen    Ester     des        2-Oxymethyl-          imidazo#lins:,        wie    z. B. vom     Bromwasserstoff-          säure-    oder vom     Tbluolisulfansäuxe-Ester,        aus-          gehen.     



  Ebenso kann man an Stelle     ,des        Hydro-          chlorids    die freie Base oder ein anderes Salz       verwenden.  



      Terfahr en for the presentation of a new therapeutically effective amidine.
EMI0001.0003
  
    <SEP> was found <SEP>, <SEP> that <SEP> man <SEP> to <SEP> one
<tb> new <SEP> therapeutically <SEP> effective <SEP> amidine <SEP> can be achieved <SEP>, <SEP> if <SEP> one <SEP> a <SEP> reaction: Usable <SEP> ester < SEP>: of the <SEP> 2-oxymethyl-imidazoline <SEP> with
<tb> Diphenylamine <SEP> converts. <SEP> If necessary, <SEP> is working <SEP>, <SEP> in <SEP> presence <SEP> of a <SEP> solvent.
<tb>



  The <SEP> so <SEP> obtained <SEP> 2- [Diphenylamino methyl] -imida7, olin <SEP> of the <SEP> formula
EMI0001.0004
  
EMI0001.0005
  
    forms <SEP> a <SEP> hydrachloride <SEP> from <SEP> F. <SEP> 187-1.89.
<tb> the <SEP> <SEP> dissolves easily <SEP> in <SEP> water <SEP>.
<tb>



  The <SEP> new <SEP> connection <SEP> should <SEP> therapeutic
<tb> Find use <SEP>.
<tb>



  <I> Example: </I>
<tb> 15.4 <SEP> parts of <SEP> 2-Chdo: rmethyl-imidazolin-hy drochlo: rid <SEP> are <SEP> after <SEP> and <SEP> after <SEP> in <SEP> the < SEP> on
<tb> 1 <B> M </B> <SEP> heated <SEP> Sehmelz @ <SEP> of <SEP> 51 <SEP> parts of <SEP> dipbenylamine entered and 2 to 3: hours with this Temperature held. The cooled melt is crushed and shaken with water and ether. The resulting 2- [diphenyl aminom:

  at, hyl] imidazoline precipitated with alkali. Recrystallization from alcohol gives the base with a melting point of 149-151.



  Instead of chloromethyl-imidazoline-hydroehlo: ri: d, one can also use another reactive ester of 2-oxymethyl-imidazoline: such as B. from the hydrobromic acid or from the Tbluolisulfansäuxe ester.



  It is also possible to use the free base or another salt instead of the hydrochloride.

Claims (1)

PATENTANSPRUCH: Verfahren zur Darstellung eines neuen therapeutisch wirksamen Amdims,dadurch gekennzeichnet, d,ass man einen reaktionsfähi gen Ester :dies 2-Oxymethyl-imidazolins mit Diphenylamin umsetzt. PATENT CLAIM: Process for the preparation of a new therapeutically effective amdime, characterized in that a reactive ester is used: this reacts 2-oxymethyl-imidazoline with diphenylamine. EMI0002.0001 Das <SEP> so <SEP> bewonnenie <SEP> ?-[Diphenylaniino ir:ethyl]-imidaz.ol.in <SEP> ,der <SEP> Formel EMI0002.0002 bildet ein Hydrochlorid vom F.187-189'. das sieh in Wasser leicht löst. Die neue Verbindung soll therapeutische Verwendung finden. EMI0002.0001 The <SEP> so <SEP> denotes <SEP>? - [Diphenylaniino ir: ethyl] -imidaz.ol.in <SEP>, the <SEP> formula EMI0002.0002 forms a hydrochloride from F.187-189 '. that dissolves easily in water. The new compound should find therapeutic use. EMI0002.0009 LTN <SEP> TERANSPRMIE <tb> 1. <SEP> Verfahren <SEP> nach <SEP> Palenta.nspruch, <SEP> da durch <SEP> "-eliennzeichn-et:, <SEP> dass <SEP> man <SEP> zur <SEP> Umset zung <SEP> ein <SEP> 3-Halabenmethyl-imidaz-olin <SEP> ver wende <SEP> t. <tb> ?. <SEP> Verfahren <SEP> nach <SEP> P'atentancprueh. <SEP> da durch <SEP> bel-,eiinzeichnct, <SEP> dass <SEP> man <SEP> zur <SEP> L <SEP> mset zunb <SEP> ?-Ghlarniethyl-imidazolin <SEP> verwendet. <tb> 3. <SEP> Verfahren <SEP> nach <SEP> Patentanspruch, <SEP> da durch. <SEP> belzennzeichnet. <SEP> dass <SEP> inan <SEP> in <SEP> Gegenwart <tb> eines <SEP> Lösungsmittels <SEP> arbeitet. EMI0002.0009 LTN <SEP> TERANSPRMIE <tb> 1. <SEP> Procedure <SEP> after <SEP> Palenta.nspruch, <SEP> because by <SEP> "-eliennzeichn-et :, <SEP> that <SEP> man <SEP> to <SEP> Implementation <SEP> a <SEP> 3-halabenmethyl-imidaz-olin <SEP> use <SEP> t. <tb>?. <SEP> procedure <SEP> according to <SEP> patent certificate. <SEP> because by <SEP> bel-, eiinzeichnct, <SEP> that <SEP> one <SEP> for <SEP> L <SEP> mset zub <SEP>? -Ghlarniethyl-imidazolin <SEP> is used. <tb> 3. <SEP> method <SEP> according to <SEP> patent claim, <SEP> through. <SEP> marked. <SEP> that <SEP> inan <SEP> in <SEP> present <tb> of a <SEP> solvent <SEP> works.
CH234984D 1938-05-11 1938-05-11 Process for the preparation of a new therapeutically effective amidine. CH234984A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH234984T 1938-05-11
CH529054X 1938-05-11

Publications (1)

Publication Number Publication Date
CH234984A true CH234984A (en) 1944-10-31

Family

ID=25727956

Family Applications (1)

Application Number Title Priority Date Filing Date
CH234984D CH234984A (en) 1938-05-11 1938-05-11 Process for the preparation of a new therapeutically effective amidine.

Country Status (1)

Country Link
CH (1) CH234984A (en)

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