CH194997A - Process for the preparation of N- (γ-diethylaminopropyl) -5-amino-m-phenanthroline. - Google Patents

Process for the preparation of N- (γ-diethylaminopropyl) -5-amino-m-phenanthroline.

Info

Publication number
CH194997A
CH194997A CH194997DA CH194997A CH 194997 A CH194997 A CH 194997A CH 194997D A CH194997D A CH 194997DA CH 194997 A CH194997 A CH 194997A
Authority
CH
Switzerland
Prior art keywords
amino
diethylaminopropyl
phenanthroline
preparation
ether
Prior art date
Application number
Other languages
German (de)
Inventor
Kininefabriek N Nederlandsche
Original Assignee
Nl Kininefabriek Nv
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 Nl Kininefabriek Nv filed Critical Nl Kininefabriek Nv
Publication of CH194997A publication Critical patent/CH194997A/en

Links

Description

  

  Verfahren zur Herstellung von     N-(r-Diäthylaminopropyl)-h-amino-m-phenanthr        olin.       Das Hauptpatent betrifft     ein    Verfahren  zur     Herstellung    von     N-DiäthyUminoäthyl-5-          amino-m-phenanthrolin,    indem man     5-Amino-          m-phena-nthrolin    mit     Diäthylaminoäthylchlo-          rid-chlorhydraL    erhitzt.  



  Gemäss dem Verfahren vorliegender Er  findung     wird        5-Amino-m-phenantbrolin    mit       y-Diäthylaminopropylchlorid-chlorhydrat    er  hitzt und so das     N-(y-Diäthylaminopropyl)-          5=amino-m-phenanthrolin    von der Formel  
EMI0001.0016     
    hergestellt.    Das     N-(y-Diäthyl@aminopropyl)-5-amino-          m-phenanthrolinbesitzt    wegen     seiner        schmerz-          lindernden    und     bacteriziden        Eigenschaften          therapeutischen    Wert.

   Das nach :dem Ver  fahren gemäss -der Erfindung hergestellte  Produkt ist neu.  



  <I>Beispiel:</I>  181 g 5-     Amino-m-phenanthrolin        und     18.6 g y -     Diäthylaminopropylchlorid    - Chlor  hydrat werden nach inniger Mischung in  einem     Ölbad    während 8 Stunden auf unge  fähr<B>170</B>     bis   <B>190'</B> C     erhitzt.        Das        Reaktions-          produkt    wird in Wasser     gelöst.    Darauf wird       abfiltriert    und das Filtrat     alkalisch    gemacht.

    Das ausgefallene Öl wird in Äther aufge  nommen     und        -die    ätherische Lösung mit     was-          serfreier        Pottasche        getrocknet.        Nach    Ab  destillieren     des    Äthers unterwirft man das  zurückbleibende     01    der     fraktionierten    Destil  lation. Durch     Hochvakuumdestillation    bei  einer     Badtemperatur    von ungefähr 200     bis     <B>2,30'</B> C wird die Base in     Gestalteines    :gold  gelben, zähflüssigen Körpers. erhalten.

   Das      salzsaure Salz ist orange gefärbt und     schmilzt          bei    ungefähr 60   C.



  Process for the preparation of N- (r-diethylaminopropyl) -h-amino-m-phenanthroline. The main patent relates to a process for the production of N-diethylaminoethyl-5-amino-m-phenanthroline by heating 5-amino-m-phena- nthroline with diethylaminoethylchloride-chlorohydraL.



  According to the method of the present invention, 5-amino-m-phenantbroline is heated with γ-diethylaminopropyl chloride chlorohydrate and so the N- (γ-diethylaminopropyl) -5 = amino-m-phenanthroline of the formula
EMI0001.0016
    manufactured. The N- (y-diethyl @ aminopropyl) -5-amino-m-phenanthroline has therapeutic value because of its pain-relieving and bactericidal properties.

   The product manufactured according to: the method according to the invention is new.



  <I> Example: </I> 181 g of 5-amino-m-phenanthroline and 18.6 gy - diethylaminopropyl chloride - chlorohydrate are after intimate mixing in an oil bath for 8 hours to approximately <B> 170 </B> to <B Heated> 190 'C. The reaction product is dissolved in water. It is then filtered off and the filtrate is made alkaline.

    The precipitated oil is absorbed in ether and the ethereal solution is dried with anhydrous potash. After the ether has been distilled off, the remaining oil is subjected to fractional distillation. By high vacuum distillation at a bath temperature of approximately 200 to 2.30 ° C, the base becomes in the form of a: golden yellow, viscous body. receive.

   The hydrochloric acid salt is colored orange and melts at around 60 C.

 

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung von N-(y- Diäthylaminopropyl) - 5-amino-m-phenanthro- lin, dadurch gekennzeichnet, dass man 5- Amino-m-phenanthTolin mit y-Diäthylamino- propylchlarid-chlorhydrat erhitzt. PATENT CLAIM: Process for the production of N- (γ-diethylaminopropyl) -5-amino-m-phenanthro- lin, characterized in that 5-amino-m-phenanttholine is heated with γ-diethylaminopropyl chloride chlorohydrate. Das ge- reinigte Produkt stellt einen goldgelben, zäh flüssigen, in Äther löslichen Körper dar, des sen salzsaures Salz bei ungefähr 60 C schmilzt. The cleaned product is a golden yellow, viscous liquid, soluble in ether, whose hydrochloric acid salt melts at around 60 ° C.
CH194997D 1934-12-22 1935-09-02 Process for the preparation of N- (γ-diethylaminopropyl) -5-amino-m-phenanthroline. CH194997A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
NL194997X 1934-12-22
CH189984T 1935-09-02

Publications (1)

Publication Number Publication Date
CH194997A true CH194997A (en) 1937-12-31

Family

ID=25721919

Family Applications (1)

Application Number Title Priority Date Filing Date
CH194997D CH194997A (en) 1934-12-22 1935-09-02 Process for the preparation of N- (γ-diethylaminopropyl) -5-amino-m-phenanthroline.

Country Status (1)

Country Link
CH (1) CH194997A (en)

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