CH212588A - Process for the preparation of a quinoline compound containing a basic substituted amino group in the 4-position. - Google Patents

Process for the preparation of a quinoline compound containing a basic substituted amino group in the 4-position.

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Publication number
CH212588A
CH212588A CH212588DA CH212588A CH 212588 A CH212588 A CH 212588A CH 212588D A CH212588D A CH 212588DA CH 212588 A CH212588 A CH 212588A
Authority
CH
Switzerland
Prior art keywords
preparation
amino group
compound containing
substituted amino
quinoline compound
Prior art date
Application number
Other languages
German (de)
Inventor
Aktiengesellsc Farbenindustrie
Original Assignee
Ig Farbenindustrie Ag
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 Ig Farbenindustrie Ag filed Critical Ig Farbenindustrie Ag
Publication of CH212588A publication Critical patent/CH212588A/en

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Description

  

  Verfahren zur Herstellung einer in     4-Stellung    eine basisch substituierte     Aminogruppe     enthaltenden     Chinolinverbindung.       Das Hauptpatent betrifft ein     Verfahren     zur Darstellung     einer    therapeutisch wertvol  len     Chinolinverbindung.    .  



  Gegenstand des vorliegenden Patentes ist  ein Verfahren zur Herstellung einer in     4-          Stellung    eine basisch     substituierte        Amino-          gruppe    enthaltenden     Verbindung.    Das Ver  fahren ist dadurch gekennzeichnet, dass man       3-Methyl-4-chlor-7-jodchinolin    mit     1-Diäthyl-          amino-4-aminopentaä    zu     3-Methyl-4-(5'-di-          äthylaminopentyl-2'-amino)-7-jodchinolin    um  setzt.

   Die     Umsetzung    erfolgt zum Beispiel  durch Erwärmen der genannten Ausgangs  stoffe auf höhere Temperaturen, z. B. auf       etwa    150 bis<B>160'.</B> Die     Aufarbeitung    der  Reaktionsmischung erfolgt zum Beispiel in  üblicher     Weise.    Das so erhaltene neue Pro  dukt siedet unter 0,05 mm Druck bei 210 bis       22011.     



  Das neue Produkt soll therapeutische An  wendung finden.    <I>Beispiel:</I>  30,3 g     3-Methyl-4-chlor-7-jodchinolin    vom       Schmelzpunkt    108   werden mit 31,6 g     1-Di-          äthylamino-4-aminopentan    und 10 g Phenol  15     Stunden    in einem Ölbad von 150 bis 160    erhitzt. Die erkaltete Schmelze wird in ver  dünnter Essigsäure gelöst und filtriert. Zur  Entfernung des Phenols wird die     Lösung     zweimal     ausgeäthert.    Dann wird mit Na  tronlauge stark alkalisch gemacht und die ab  geschiedene Base in Äther aufgenommen, mit  Wasser gewaschen und mit     Pottasche    ge  trocknet.

   Nach dem     Abdestillieren    des Äthers  wird im Vakuum fraktioniert. Das     3-Me-          thyl    -4 -.(5'-     diäthylaminopentyl-    2'     -amino)    -     7-          jodchinolin        destilliert    unter 0,05 mm Druck  bei 210 bis 220  .



  Process for the preparation of a quinoline compound containing a basic substituted amino group in the 4-position. The main patent relates to a method for preparing a therapeutically valuable quinoline compound. .



  The subject of the present patent is a process for the preparation of a compound containing a basic substituted amino group in the 4-position. The process is characterized in that 3-methyl-4-chloro-7-iodoquinoline is combined with 1-diethylamino-4-aminopentaä to give 3-methyl-4- (5'-diethylaminopentyl-2'-amino) -7-iodoquinoline.

   The reaction is carried out, for example, by heating the starting materials mentioned to higher temperatures, eg. B. to about 150 to 160 '. The reaction mixture is worked up, for example, in the customary manner. The new product thus obtained boils under 0.05 mm pressure at 210-22011.



  The new product is intended to find therapeutic applications. <I> Example: </I> 30.3 g of 3-methyl-4-chloro-7-iodoquinoline with a melting point of 108 are combined with 31.6 g of 1-diethylamino-4-aminopentane and 10 g of phenol for 15 hours in one Oil bath heated from 150 to 160. The cooled melt is dissolved in dilute acetic acid and filtered. The solution is extracted twice with ether to remove the phenol. Then it is made strongly alkaline with sodium hydroxide solution and the separated base is taken up in ether, washed with water and dried with potash.

   After the ether has been distilled off, it is fractionated in vacuo. The 3-methyl -4 -. (5'-diethylaminopentyl-2 '-amino) - 7-iodoquinoline distills under 0.05 mm pressure at 210 to 220.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung einer in 4 Stellung eine basisch substituierte Amino- gruppe enthaltenden Chinolinverbindung, da durch gekennzeichnet, dass man 3-Methyl- 4- ehlor-7-jodehinolin mit 1-Diäthylamino-4- aminopentan zu 3-1Tethyl-4-(5'-diäthylamino- pentyl-2'-amino)-7-jodchinolin umsetzt. Das so erhaltene neue Produkt siedet unter 0.05 mm Druek bei 210 bis 220 . PATENT CLAIM: Process for the preparation of a quinoline compound containing a basic substituted amino group in the 4 position, characterized in that 3-methyl-4-chloro-7-iodehinoline is mixed with 1-diethylamino-4-aminopentane to give 3-1-ethyl-4- (5'-diethylaminopentyl-2'-amino) -7-iodoquinoline converts. The new product thus obtained boils below 0.05 mm pressure at 210 to 220.
CH212588D 1937-10-07 1938-09-15 Process for the preparation of a quinoline compound containing a basic substituted amino group in the 4-position. CH212588A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE212588X 1937-10-07
CH209465T 1938-09-15

Publications (1)

Publication Number Publication Date
CH212588A true CH212588A (en) 1940-11-30

Family

ID=25724724

Family Applications (1)

Application Number Title Priority Date Filing Date
CH212588D CH212588A (en) 1937-10-07 1938-09-15 Process for the preparation of a quinoline compound containing a basic substituted amino group in the 4-position.

Country Status (1)

Country Link
CH (1) CH212588A (en)

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