CH235951A - 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
CH235951A
CH235951A CH235951DA CH235951A CH 235951 A CH235951 A CH 235951A CH 235951D A CH235951D A CH 235951DA CH 235951 A CH235951 A CH 235951A
Authority
CH
Switzerland
Prior art keywords
phenylamino
therapeutically effective
hydrochloride
reaction
preparation
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 CH235951A publication Critical patent/CH235951A/en

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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

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

Description

  

  Verfahren zur Darstellung eines neuen therapeutisch     wirksamen        Amidins.       <B>Es</B> wurde gefunden,     dass    man zu einem  neuen     therapeutisch    wirksamen     Amidin_    ge  langen kann, wenn man einen     Phenylamino-          acetimidoäther    mit     Äthylendiamin    umsetzt.  Zweckmässig arbeitet man in     Gegenwart     eines     Lösungsmittels.     



  Das so gewonnene 2-     [Phenylaminometbyl]        -          imid'azolin    er Formel  
EMI0001.0014     
    bildet     ein    Hydrochlorid vom F.     180-1812 ,     das sich in Wasser leicht löst.

      Die neue     Verbindung    soll     therapeutische          Verwendung    finden. ,  
EMI0001.0020     
  
    <I>Beispiel:</I>       25     Teile        Phenylamino-aoetimidoäther-          dihydrochloTid    werden     unter        Kühlung        mit     einer     alkoholischen    Lösung von 9,3 Teilen       Äthylendiamin    versetzt     und    bis zur     Beendi-          gung    der     Ammoniakabs#paltung    zum Sieden    erhitzt.

       Näch    erfolgter Umsetzung wird vom       ausgeschiedenen        Äthylendiamindihydrochlo-          rid        abgenutscht    und die Lösung .eingeengt,  wobei man 2-     [Phenylaminomethyl]        -imid-          azolinoblo@rid    erhält.  



  Statt von     Phenylamino-acetimidoäthyl-          äther    kann man ebensogut auch von einem  andern Äther, wie z. B. vom     Methyl-,        Pr.opyl-          oder        Butyläther    ausgehen.  



  An     Stelle        des    salzsauren Salzes des       Phenylamino-aceiEmidoäthyläthers    kann auch  .die freie     Base    selbst oder ein anderes Salz,       wie    z. B. das     Hydrobromid    oder ,das schwefel  saure Salz,     Verwendung    finden,



  Process for the preparation of a new therapeutically effective amidine. <B> It </B> has been found that a new therapeutically effective amidine can be obtained by reacting a phenylamino acetimido ether with ethylenediamine. It is expedient to work in the presence of a solvent.



  The 2- [phenylaminomethyl] - imid'azoline obtained in this way has the formula
EMI0001.0014
    forms a hydrochloride with a temperature of 180-1812, which dissolves easily in water.

      The new compound should find therapeutic use. ,
EMI0001.0020
  
    <I> Example: </I> 25 parts of phenylamino-aoetimidoether dihydrochloride are mixed with an alcoholic solution of 9.3 parts of ethylenediamine while cooling and heated to boiling until the ammonia has been split off.

       After the reaction has taken place, the precipitated ethylenediamine dihydrochloride is filtered off with suction and the solution is concentrated, giving 2- [phenylaminomethyl] imidazolinobloride.



  Instead of phenylamino-acetimidoethyl ether, one can just as well use another ether, such as e.g. B. proceed from methyl, pr.opyl or butyl ether.



  Instead of the hydrochloric acid salt of phenylamino-aceiEmidoäthyläthers can .die free base itself or another salt, such as. B. the hydrobromide or, the sulfuric acid salt, find use,

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines neuen therapeutisch wirksamen Amidins, dadurch gekennzeichnet, dass man einen Phenyl- amino - acetimidoäther 'mit Äthylendiamin umsetzt. PATENT CLAIM: A process for the production of a new therapeutically effective amidine, characterized in that a phenylamino - acetimidoether is reacted with ethylenediamine. Das so jgewounene 2- [Phenylaminomethyl] - imidazolin der Formel EMI0002.0001 bildet ein Hydrochlorid vom F. 180-182 , das sieh in Wasser leicht löst. Die neue Verbindung soll therapeutische Verwendung finden. Uh TERANSPRüCFIE 1. Verfahren nach Patentanspruch, da durch gekennzeichnet, dass man zur Um setzung Phenylamino - acet.imidoäthyläther verwendet. 2. The so jgewounene 2- [phenylaminomethyl] - imidazoline of the formula EMI0002.0001 forms a hydrochloride with a temperature of 180-182, which dissolves easily in water. The new compound should find therapeutic use. Uh TERANSPRüCFIE 1. Process according to claim, characterized in that phenylamino-acet.imidoethyl ether is used for the conversion. 2. Verfahren nach Patentanspruch, da durch gekennzeichnet, dass man zur Um setzung einen Phenylamino-acetimidoäther verwendet, der aus einem Salz desselben er halten wurde. 3. Verfahren nach Patentanspruch und Unteranspruch 2, dadurch gekennzeichnet, dass man zur Umsetzung einen Phenylamino- acetimidoät.her verwendet, der aus einem Hy- drohalogenid desselben erhalten wurde. 4. A method according to claim, characterized in that a phenylamino-acetimidoether is used for the implementation, which was obtained from a salt thereof. 3. The method according to claim and dependent claim 2, characterized in that a phenylamino acetimidoät.her is used for the reaction, which was obtained from a hydrohalide of the same. 4th Verfahren nach Patentanspruch und den Unteransprüchen 2 und 3, dadurch ge kennzeichnet, dass man zur Umsetzung einen Phenylam,ino-acetimid'oäther verwendet, der aus dem Hydrochlorid desselben erhalten wurde. Verfahren nach Patentanspruch und den Unteransprüchen 1 bis 4, dadurch ge- kenn7ei-cbnet, dass man zur Umsetzung Phenyla.mino-acetimidoäthyläther verwendet, der aus dem Hydrochlorid desselben erhalten wurde. 6. Verfahren nach Patentanspruch, da durch gekennzeichnet, dass man in Gegenwart eines Lösungsmittels arbeitet. Process according to claim and dependent claims 2 and 3, characterized in that a phenylam, ino-acetimid'oether is used for the reaction, which was obtained from the hydrochloride of the same. Process according to patent claim and the dependent claims 1 to 4, characterized in that phenyla.mino-acetimidoethyl ether is used for the reaction, which was obtained from the hydrochloride of the same. 6. The method according to claim, characterized in that one works in the presence of a solvent.
CH235951D 1938-05-11 1938-05-11 Process for the preparation of a new therapeutically effective amidine. CH235951A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH235951T 1938-05-11
CH229523T 1938-05-11

Publications (1)

Publication Number Publication Date
CH235951A true CH235951A (en) 1944-12-31

Family

ID=25727361

Family Applications (1)

Application Number Title Priority Date Filing Date
CH235951D CH235951A (en) 1938-05-11 1938-05-11 Process for the preparation of a new therapeutically effective amidine.

Country Status (1)

Country Link
CH (1) CH235951A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2691658A (en) * 1954-10-12 A-phenylaminoethyl

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2691658A (en) * 1954-10-12 A-phenylaminoethyl

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