CH253176A - Process for the preparation of an acylated, aliphatic aminocarboxamide. - Google Patents

Process for the preparation of an acylated, aliphatic aminocarboxamide.

Info

Publication number
CH253176A
CH253176A CH253176DA CH253176A CH 253176 A CH253176 A CH 253176A CH 253176D A CH253176D A CH 253176DA CH 253176 A CH253176 A CH 253176A
Authority
CH
Switzerland
Prior art keywords
aminocarboxamide
aliphatic
preparation
acylated
parts
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 CH253176A publication Critical patent/CH253176A/en

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Classifications

    • 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

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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    Aminocarbonsäureami@s-    Gegenstand des vorliegenden Zusatzpaten  tes ist ein Verfahren zur Darstellung eines       ae-ylierten,        aliphatischen        Aminocarbonsäure-          amids.    Das Verfahren ist dadurch gekenn  zeichnet, dass     N-Crotonyl-a-amino-propion-          säuredimethylamid        äthyliert    wird.  



       Daz    N-     Crotünyl    - a -     äthylamino-propion-          säuredimethylamid    der Formel  
EMI0001.0014     
    bildet eine fast     farblose    Flüssigkeit vom  Siedepunkt 123 bis 125      unter    0,11 mm. Die  neue Verbindung soll therapeutische Verwen  dung finden.  



  <I>Beispiel:</I>  23,2 Teile     a-Amino-propionsäuredimethyl-          amid    werden in 200 Teilen Äther gelöst und  unter Rühren und Kühlen 10,4 Teile     Croton-          säureehlorid        zugetropft.    Nach 2stündigem  Rühren wird vom     a-Amino-propionsäuredime-          thylamid-ehlorhydrat    filtriert, vom Äther durch  Destillation befreit und das Produkt fraktio  niert; Siedepunkt 165 bis 168  unter 0,3 mm.

    18,4 Teile des erhaltenen     N-Crotonyl-a-amino-          propionsäurz"dimethylamids    in 200 Teilen       Zylol    werden mit 4 Teilen     Natriumamid       einige Zeit zum Sieden erhitzt. Nach dem  Abkühlen wird mit 32 Teilen     Äthyljodid    ver  setzt und im Druckgefäss auf 150 bis 160   erhitzt. Das Reaktionsprodukt wird mit ge  sättigter Kalilauge durchgeschüttelt und die       Xylollösung        abgetrennt.    Nach dem     Abdestil-          lieren    des     Xylols    wird der Rückstand im  Hochvakuum rektifiziert.

   Die neue Verbin  dung zeigt den Siedepunkt 128 bis 125  unter  0,11 mm 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 method for the preparation of an ae-ylated, aliphatic aminocarboxamide. The process is characterized in that N-crotonyl-a-amino-propionic acid dimethylamide is ethylated.



       Daz N-Crotünyl-a-ethylamino-propionic acid dimethylamide of the formula
EMI0001.0014
    forms an almost colorless liquid with a boiling point of 123 to 125 below 0.11 mm. The new compound is intended to find therapeutic use.



  <I> Example: </I> 23.2 parts of a-amino propionic acid dimethyl amide are dissolved in 200 parts of ether and 10.4 parts of crotonic acid chloride are added dropwise with stirring and cooling. After stirring for 2 hours, the a-amino propionic acid dimethylamide is filtered off, freed from ether by distillation and the product is fractionated; Boiling point 165 to 168 below 0.3 mm.

    18.4 parts of the resulting N-crotonyl-a-aminopropionic acid dimethylamide in 200 parts of cylol are heated to the boil with 4 parts of sodium amide for some time. After cooling, 32 parts of ethyl iodide are added and the mixture is heated to 150 to 160 parts in a pressure vessel The reaction product is shaken through with saturated potassium hydroxide solution and the xylene solution is separated off. After the xylene has been distilled off, the residue is rectified in a high vacuum.

   The new compound has a boiling point of 128 to 125 below 0.11 mm and is easily soluble in water and organic solvents.

Claims (1)

PATENTANSPRUCH: Verfahren zur Darstellung eines acylier- ten, aliphatiechen Aminocarbonsäureamids, dadurch gekennzeichnet, dass N-Crotonyl-a- amino - propionsäuredimethylamid äthyliert wird. Das N-Crotonyl-a-äthylamino,,propion- säuredimethylamid der Formel EMI0001.0046 bildet eine fast farblose Flüssigkeit vom Siedepunkt 128 bis 125 unter 0,11 mm. PATENT CLAIM: Process for the preparation of an acylated, aliphatic aminocarboxamide, characterized in that N-crotonyl-a-amino-propionic acid dimethylamide is ethylated. The N-crotonyl-a-ethylamino ,, propionic acid dimethylamide of the formula EMI0001.0046 forms an almost colorless liquid with a boiling point of 128 to 125 below 0.11 mm. Die neue Verbindung soll therapeutische Verwendung finden. The new compound should find therapeutic use.
CH253176D 1942-12-18 1942-12-18 Process for the preparation of an acylated, aliphatic aminocarboxamide. CH253176A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH244952T 1942-12-18
CH253176T 1942-12-18

Publications (1)

Publication Number Publication Date
CH253176A true CH253176A (en) 1948-02-15

Family

ID=25729002

Family Applications (1)

Application Number Title Priority Date Filing Date
CH253176D CH253176A (en) 1942-12-18 1942-12-18 Process for the preparation of an acylated, aliphatic aminocarboxamide.

Country Status (1)

Country Link
CH (1) CH253176A (en)

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