CH240385A - Process for the preparation of an acylated, aliphatic aminocarboxamide. - Google Patents

Process for the preparation of an acylated, aliphatic aminocarboxamide.

Info

Publication number
CH240385A
CH240385A CH240385DA CH240385A CH 240385 A CH240385 A CH 240385A CH 240385D A CH240385D A CH 240385DA CH 240385 A CH240385 A CH 240385A
Authority
CH
Switzerland
Prior art keywords
acylated
preparation
aliphatic
sep
aminocarboxamide
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 CH240385A publication Critical patent/CH240385A/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C233/00—Carboxylic acid amides
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C237/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups

Landscapes

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

Description

  

  Verfahren zur Darstellung eines     aeylierten,        aliphatischen        Aminocarbonsäureamids.            Gegenstand    des vorliegenden Zusatz  patentes ist ein Verfahren zur Darstellung  eines     acylierten,        aliphatischen        Aminocarbon-          säureamids.    Das     Verfahrenist    dadurch gekenn  zeichnet,

   dass ein     a-Halogen-n-buttersäure-          dimethylamid    mit     Äthylamin    umgesetzt und  das Reaktionsprodukt mit einer das Radikal  der     Propionsäure    abgebenden Verbindung       acyliert    wird.  



  Das     N-Propionyl-a-äthylamino-n-butter-          säuredimethylamid    der Formel  
EMI0001.0017     
    bildet eine farblose Flüssigkeit vom Siede  punkt 124-126  unter 0,45 mm.  



  Die neue Verbindung soll therapeutische  Verwendung finden.  



  <I>Beispiel:</I>  31,6 Teile     a-Äthylamino-n-buttersäure-          dimethy        lamid,        Kpl2    100-101  (dargestellt    aus     a-Brom-n-buttersäuredimethylamid    durch  Erhitzen     mit        Äthylamin),    werden     in    200  Teilen Äther gelöst und unter Rühren und  Kühlen 9,

  4     Teile        Propionylchlorid        zuge-          tropft.    Nach 2stündigem Rühren     wird    vom  a -     Äthylamino    - n -     buttersäuredimethylamid-          chlorhydrat        abfiltriert    und die     ätherische    Lö  sung mit gesättigter Kalilauge geschüttelt.  Nach dem     Abdestillieren    des Lösungsmittels  wird das Reaktionsprodukt im Hochvakuum  rektifiziert. Die neue Verbindung siedet bei       124-126     unter 0,45 mm und ist leicht lös  lich in Wasser \und organischen Lösungs  mitteln.



  Process for the preparation of an aylated, aliphatic aminocarboxamide. The subject of the present additional patent is a process for the preparation of an acylated, aliphatic aminocarboxylic acid amide. The procedure is characterized by

   that an α-halo-n-butyric acid dimethylamide is reacted with ethylamine and the reaction product is acylated with a compound that releases the radical of propionic acid.



  The N-propionyl-a-ethylamino-n-butyric acid dimethylamide of the formula
EMI0001.0017
    forms a colorless liquid with a boiling point of 124-126 below 0.45 mm.



  The new compound should find therapeutic use.



  <I> Example: </I> 31.6 parts of a-ethylamino-n-butyric acid dimethylamide, Kpl2 100-101 (prepared from a-bromo-n-butyric acid dimethylamide by heating with ethylamine) are dissolved in 200 parts of ether and with stirring and cooling 9,

  4 parts of propionyl chloride were added dropwise. After stirring for 2 hours, the a-ethylamino-n-butyric acid dimethyl amide chlorohydrate is filtered off and the ethereal solution is 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 0.45 mm at 124-126 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- n-buttersäuredimethylamid mit Athylamin umgesetzt und das Reaktionsprodukt mit einer das Radikal der Propionsäure abgeben den Verbindung acyliert wird. EMI0002.0001 Das <SEP> @ <SEP> -I'ropion@-l-a-äthylamino-n-bntter säuredimethylamid <SEP> der <SEP> Formel PATENT CLAIM: Process for the preparation of an acylated, aliphatic aminocarboxamide, characterized in that an α-halo-n-butyric acid dimethylamide is reacted with ethylamine and the reaction product is acylated with a compound that releases the radical of propionic acid. EMI0002.0001 The <SEP> @ <SEP> -I'ropion @ -l-a-äthylamino-n-bntter acid dimethylamide <SEP> of the <SEP> formula EMI0002.0002 bildet eine farblose Flüssigkeit vom Siede punkt 124-126 unter 0,45 mm. Die neue Verbindung soll therapeutische Ver -endung finden. EMI0002.0002 forms a colorless liquid with a boiling point of 124-126 below 0.45 mm. The new connection should find therapeutic use.
CH240385D 1942-12-18 1942-12-18 Process for the preparation of an acylated, aliphatic aminocarboxamide. CH240385A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH234453T 1942-12-18
CH240385T 1942-12-18

Publications (1)

Publication Number Publication Date
CH240385A true CH240385A (en) 1945-12-15

Family

ID=25727902

Family Applications (1)

Application Number Title Priority Date Filing Date
CH240385D CH240385A (en) 1942-12-18 1942-12-18 Process for the preparation of an acylated, aliphatic aminocarboxamide.

Country Status (1)

Country Link
CH (1) CH240385A (en)

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