CH240399A - Process for the preparation of an acylated, aliphatic aminocarboxamide. - Google Patents

Process for the preparation of an acylated, aliphatic aminocarboxamide.

Info

Publication number
CH240399A
CH240399A CH240399DA CH240399A CH 240399 A CH240399 A CH 240399A CH 240399D A CH240399D A CH 240399DA CH 240399 A CH240399 A CH 240399A
Authority
CH
Switzerland
Prior art keywords
acylated
preparation
aliphatic
aminocarboxamide
acid dimethylamide
Prior art date
Application number
Other languages
German (de)
Inventor
Ag J R Geigy
Original Assignee
Ag J R Geigy
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 Ag J R Geigy filed Critical Ag J R Geigy
Publication of CH240399A publication Critical patent/CH240399A/en

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C233/00Carboxylic acid amides
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C237/00Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Description

  

  Verfahren zur Darstellung eines     acylierten,        aliphatischen        Aminocarbonsäureamids.       Gegenstand des vorliegenden Zusatz  patentes ist ein Verfahren zur Darstellung  eines     acylierten,        aliphatischen        Aminocarbon-          säureamids.    Das Verfahren ist dadurch ge  kennzeichnet, dass ein     a-Halogen-pro#pionsäure-          dimethylamid    mit     Isopropylamin    umgesetzt  und das Reaktionsprodukt mit einer das Ra  dikal der     Crotonsäure    abgebenden Verbin  dung     acyliert    wird.  



  Das     N-Crotonyl-a-(isopropylamino)-pro-          pionsäuredimethylamid    der Formel  
EMI0001.0015     
    bildet farblose Kristalle vom Schmelzpunkt  82-85 .  



  Die neue Verbindung soll therapeutische  Verwendung finden.    <I>Beispiel:</I>  31,6 Teile     a-(Isopropylamino)-propion-          säuredimethylamid,        $p"    90-92  (darge  stellt aus     a-Brom-propionsäuredimethylamid     durch Erhitzen mit     Isopropylamin),    werden  in 200 Teilen Äther gelöst und unter Rühren  und Kühlen 10,4 Teile     Cro-tonsäurechlorid          zugetropft.    Nach 2stündigem Rühren wird  vom a -     (Isopropylamino)

      -     propionsäuredi        -          methylamid-chlorhydrat        abfiltriert    und die  ätherische Lösung mit gesättigter Kalilauge  geschüttelt. Nach dem     Abdestillieren    des Lö  sungsmittels wird das Reaktionsprodukt im  Hochvakuum rektifiziert. Die neue Verbin  dung siedet bei 121-122  unter 0,1 mm,  schmilzt bei 82-85  und ist leicht löslich in  Wasser und organischen Lösungsmitteln.



  Process for the preparation of an acylated, aliphatic aminocarboxamide. The subject of the present additional patent is a process for the preparation of an acylated, aliphatic aminocarboxylic acid amide. The process is characterized in that an α-halo-propionic acid dimethylamide is reacted with isopropylamine and the reaction product is acylated with a compound which releases the radical of crotonic acid.



  The N-crotonyl-a- (isopropylamino) -propionic acid dimethylamide of the formula
EMI0001.0015
    forms colorless crystals with a melting point of 82-85.



  The new compound should find therapeutic use. <I> Example: </I> 31.6 parts of a- (isopropylamino) -propionic acid dimethylamide, $ p "90-92 (shown from a-bromopropionic acid dimethylamide by heating with isopropylamine), are dissolved in 200 parts of ether and 10.4 parts of cotonic acid chloride are added dropwise with stirring and cooling.

      - Propionic acid dimethylamide chlorohydrate filtered off and the ethereal solution shaken with saturated potassium hydroxide solution. After the solvent has been distilled off, the reaction product is rectified in a high vacuum. The new compound boils below 0.1 mm at 121-122, melts at 82-85 and is easily soluble in water and organic solvents.

 

Claims (1)

PATENTANSPRUCH: Verfahren zur Darstellung eines acylier- ten, aliphatischen Aminocarbonsäureamids, dadurch gekennzeichnet, dass ein a-Halogen- propionsäuredimethylamid mit Isopropylamin umgesetzt und das Reaktionsprodukt mit einer das Radikal der Crotonsäure abgeben den Verbindung acyliert wird. Claim: Process for the preparation of an acylated, aliphatic aminocarboxamide, characterized in that an α-halopropionic acid dimethylamide is reacted with isopropylamine and the reaction product is acylated with a compound that releases the crotonic acid radical. Das N-Crotonyl-a-(isopropylamino)-pro- pionsäuredimethylamid der Formel EMI0002.0005 bildet farblose Kristalle vom Schmelzpunkt 82-85 . Die neue Verbindung soll therapeutische Verwendung finden. The N-crotonyl-a- (isopropylamino) -propionic acid dimethylamide of the formula EMI0002.0005 forms colorless crystals with a melting point of 82-85. The new compound should find therapeutic use.
CH240399D 1942-12-18 1942-12-18 Process for the preparation of an acylated, aliphatic aminocarboxamide. CH240399A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH234453T 1942-12-18
CH240399T 1942-12-18

Publications (1)

Publication Number Publication Date
CH240399A true CH240399A (en) 1945-12-15

Family

ID=25727916

Family Applications (1)

Application Number Title Priority Date Filing Date
CH240399D CH240399A (en) 1942-12-18 1942-12-18 Process for the preparation of an acylated, aliphatic aminocarboxamide.

Country Status (1)

Country Link
CH (1) CH240399A (en)

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