CH240389A - Process for the preparation of an acylated, aliphatic aminocarboxamide. - Google Patents

Process for the preparation of an acylated, aliphatic aminocarboxamide.

Info

Publication number
CH240389A
CH240389A CH240389DA CH240389A CH 240389 A CH240389 A CH 240389A CH 240389D A CH240389D A CH 240389DA CH 240389 A CH240389 A CH 240389A
Authority
CH
Switzerland
Prior art keywords
acylated
preparation
aliphatic
aminocarboxamide
butyric acid
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 CH240389A publication Critical patent/CH240389A/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
    • C07D295/16—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms acylated on ring nitrogen atoms
    • C07D295/18—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms acylated on ring nitrogen atoms by radicals derived from carboxylic acids, or sulfur or nitrogen analogues thereof
    • C07D295/182—Radicals derived from carboxylic acids
    • C07D295/185—Radicals derived from carboxylic acids from aliphatic carboxylic acids
    • 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     acylierten,        aliphatischen        Aminocarbonsäureamids.            Gegenstand    des vorliegenden Zusatz  patentes ist ein Verfahren zur Darstellung  eines     acylierten,        aliphatischen        Aminocarbon-          säureamids.    Das Verfahren ist dadurch gekenn  zeichnet,

       da.ss        ein        a-Halogen-n-buttersäure-          morpholid    mit     Äthylamin    umgesetzt und das  Reaktionsprodukt mit     einer    das Radikal der       ss,ss-Dimethyl-acrylsäure    abgebenden Verbin  dung     acyliert    wird.  



  Das     N-(ss,ss-Dimethyl-acroyl)-a-äthyl-          amino-n-buttersäuremorpholid    der Formel  
EMI0001.0020     
    bildet farblose Kristalle vom Schmelzpunkt       50-51a.     



  Die neue Verbindung soll therapeutische  Verwendung finden.    <I>Beispiel:</I>  40     Teile        a-Äthylamino-n-buttersäuremor-          pholid,        Kp"    148-150' (dargestellt aus       a-Brom-n-buttersäuremorpholid    durch Er  hitzen mit     Äthylamin),    werden in 200 Teilen  Äther gelöst und unter Rühren und     Kühlen     12 Teile     ss,ss-Dimethyl-acrylsäurechlorid    zu  getropft.

   Nach     2stündigem    Rühren     wird    vom       a-Äthylamino    - n -     buttersäuremorpholidchlor-          hydrat        abfiltriert    und die ätherische Lösung  mit gesättigter Kalilauge geschüttelt. Nach  dem     Abdestillieren    des Lösungsmittels wird  das     Reaktionsprodukt    im Hochvakuum rekti  fiziert. Die neue     Verbindung    siedet bei 158  bis 160  unter 0,35     mm,    schmilzt bei 50-5l   und ist leicht     löslich    in Wasser und organi  schen     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 procedure is characterized by

       da.ss an α-halo-n-butyric acid morpholide reacted with ethylamine and the reaction product is acylated with a compound which gives off the radical of β, β-dimethyl acrylic acid.



  The N- (ss, ss-dimethyl-acroyl) -a-ethyl-amino-n-butyric acid morpholide of the formula
EMI0001.0020
    forms colorless crystals with a melting point of 50-51a.



  The new compound should find therapeutic use. <I> Example: </I> 40 parts of a-ethylamino-n-butyric acid morpholide, bp "148-150 '(prepared from a-bromo-n-butyric acid morpholide by heating with ethylamine) are dissolved in 200 parts of ether and, with stirring and cooling, 12 parts of ss, ss-dimethyl-acrylic acid chloride are added dropwise.

   After stirring for 2 hours, the α-ethylamino-n-butyric acid morpholide 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 0.35 mm at 158 to 160, melts at 50-5l and is easily soluble in water and organic solvents.

Claims (1)

PATENANSPRUCH Verfahren zur Darstellung eines acylier- ten, aliphatischen Aminocarbonsäureamids, dadurch gekennzeichnet, dass ein a-Halogen- n-buttersäureinorpholid mit Äthylamin um besetzt und das Reaktionsprodukt mit einer das Radikal der ss,p'-Dimetliyl-aerylsäure ab bebenden Verbindung acyliert wird. Claim process for the preparation of an acylated, aliphatic aminocarboxamide, characterized in that an a-halo-n-butyric acid inorpholide is occupied with ethylamine and the reaction product is acylated with a compound which quakes the radical of the β, p'-dimethyl-aerylic acid. Das N-(ss.f-Dimethyl-aeroyl)-a-ätliyl- amino-n-buttersäuremorpholid der Formel EMI0002.0009 bildet farblose Kristalle vom Schmelzpunkt 50-51 . Die neue Verbindung soll therapeutische Verwendung finden. The N- (ss.f-Dimethyl-aeroyl) -a-ätliyl-amino-n-butyric acid morpholide of the formula EMI0002.0009 forms colorless crystals with a melting point of 50-51. The new compound should find therapeutic use.
CH240389D 1942-12-18 1942-12-18 Process for the preparation of an acylated, aliphatic aminocarboxamide. CH240389A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH234453T 1942-12-18
CH240389T 1942-12-18

Publications (1)

Publication Number Publication Date
CH240389A true CH240389A (en) 1945-12-15

Family

ID=25727906

Family Applications (1)

Application Number Title Priority Date Filing Date
CH240389D CH240389A (en) 1942-12-18 1942-12-18 Process for the preparation of an acylated, aliphatic aminocarboxamide.

Country Status (1)

Country Link
CH (1) CH240389A (en)

Similar Documents

Publication Publication Date Title
CH240389A (en) Process for the preparation of an acylated, aliphatic aminocarboxamide.
CH240379A (en) Process for the preparation of an acylated, aliphatic aminocarboxamide.
CH240373A (en) Process for the preparation of an acylated, aliphatic aminocarboxamide.
CH240375A (en) Process for the preparation of an acylated, aliphatic aminocarboxamide.
CH243014A (en) Process for the preparation of an acylated, aliphatic aminocarboxamide.
CH240399A (en) Process for the preparation of an acylated, aliphatic aminocarboxamide.
CH240376A (en) Process for the preparation of an acylated, aliphatic aminocarboxamide.
CH240380A (en) Process for the preparation of an acylated, aliphatic aminocarboxamide.
CH240392A (en) Process for the preparation of an acylated, aliphatic aminocarboxamide.
CH240378A (en) Process for the preparation of an acylated, aliphatic aminocarboxamide.
CH240387A (en) Process for the preparation of an acylated, aliphatic aminocarboxamide.
CH240381A (en) Process for the preparation of an acylated, aliphatic aminocarboxamide.
CH240391A (en) Process for the preparation of an acylated, aliphatic aminocarboxamide.
CH240390A (en) Process for the preparation of an acylated, aliphatic aminocarboxamide.
CH240372A (en) Process for the preparation of an acylated, aliphatic aminocarboxamide.
CH240388A (en) Process for the preparation of an acylated, aliphatic aminocarboxamide.
CH240396A (en) Process for the preparation of an acylated, aliphatic aminocarboxamide.
CH245887A (en) Process for the preparation of an acylated, aliphatic aminocarboxamide.
CH240385A (en) Process for the preparation of an acylated, aliphatic aminocarboxamide.
CH240398A (en) Process for the preparation of an acylated, aliphatic aminocarboxamide.
CH240383A (en) Process for the preparation of an acylated, aliphatic aminocarboxamide.
CH240377A (en) Process for the preparation of an acylated, aliphatic aminocarboxamide.
CH240394A (en) Process for the preparation of an acylated, aliphatic aminocarboxamide.
CH245884A (en) Process for the preparation of an acylated, aliphatic aminocarboxamide.
CH245883A (en) Process for the preparation of an acylated, aliphatic aminocarboxamide.