CH240384A - Process for the preparation of an acylated, aliphatic aminocarboxamide. - Google Patents

Process for the preparation of an acylated, aliphatic aminocarboxamide.

Info

Publication number
CH240384A
CH240384A CH240384DA CH240384A CH 240384 A CH240384 A CH 240384A CH 240384D A CH240384D A CH 240384DA CH 240384 A CH240384 A CH 240384A
Authority
CH
Switzerland
Prior art keywords
sep
acylated
aliphatic
preparation
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 CH240384A publication Critical patent/CH240384A/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)
  • Thiazole And Isothizaole Compounds (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, dass ein     a-Halogen-n-buttersäure-          diäthylamid    mit     Methylamin    umgesetzt und  das Reaktionsprodukt mit     einer    das Radikal  der     3,

  4-Dimethoxy-benzoesäure    abgebenden  Verbindung     acyliert        wird.     



  Das     N-(3,4-Dimethoxybenzoyl)-a-methyl-          amino-n-buttersäurediäthylamid    der Formel  
EMI0001.0019     
    bildet eine farblose Flüssigkeit vom Siede  punkt 203-205  unter 0,08 mm.  



  Die neue Verbindung soll therapeutische       Ver%vendung    finden.    <I>Beispiel:</I>  34,3 Teile     a-Methylamino-n-buttersäure-          diäthylamid,        Kp"    106-108  (dargestellt aus       a-Brom-n-buttersäurediäthylamid    durch Er  hitzen mit     Methylamin),    werden     in    200  Teilen Äther gelöst und unter Rühren     und     Kühlen 20 Teile     3,

  4-Dimethoxy-benzoyl-          chlorid        zugetropft.    Nach     2stündigem    Rühren  wird vom a -     Methylamino    - n -     buttersäure-          diäthylamid-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 203-205  unter 0,08 mm,     ist     wenig löslich in Wasser     und    leicht in orga  nischen 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-n-butyric acid diethylamide is reacted with methylamine and the reaction product is

  4-dimethoxy-benzoic acid donating compound is acylated.



  The N- (3,4-dimethoxybenzoyl) -a-methyl-amino-n-butyric acid diethylamide of the formula
EMI0001.0019
    forms a colorless liquid with a boiling point 203-205 below 0.08 mm.



  The new compound is intended to find therapeutic use. <I> Example: </I> 34.3 parts of a-methylamino-n-butyric acid diethylamide, bp "106-108 (prepared from a-bromo-n-butyric acid diethylamide by heating with methylamine) are added to 200 parts of ether dissolved and with stirring and cooling 20 parts 3,

  4-Dimethoxy-benzoyl chloride was added dropwise. After stirring for 2 hours, the a-methylamino-n-butyric acid diethylamide 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 0.08 mm at 203-205, is sparingly soluble in water and easily in organic solvents.

Claims (1)

PATENTANSPRUCH: Verfahren zur Darstellung eines acylier- ten, aliphatischen Aminocarbonsäureamids, dadurch gekennzeichnet, da & ein a-Halogen- EMI0002.0001 n-buttersäurediäthylamid <SEP> mit <SEP> DZethylamia <tb> umgesetzt <SEP> und <SEP> das <SEP> Reaktionsprodukt <SEP> mit <tb> einer <SEP> das <SEP> Radikal <SEP> der <SEP> 3,4-Dimethoxv-lien7oe säure <SEP> abgebenden <SEP> Verbindung <SEP> acvliert <SEP> wird. <tb> Das <SEP> -'Ä\7-(3,4-Dimethoxvbenzovl)-a-methvl amino-n-buttersäurediät.livlamid <SEP> der <SEP> Formel EMI0002.0002 bildet eine farblose Flüssigkeit vom Siede punkt 203-205 unter 0,08 mm. PATENT CLAIM: Process for the preparation of an acylated, aliphatic aminocarboxamide, characterized in that & an α-halogen EMI0002.0001 n-butyric acid diethylamide <SEP> with <SEP> DZethylamia <tb> implements <SEP> and <SEP> the <SEP> reaction product <SEP> with <tb> a <SEP> the <SEP> radical <SEP> of the <SEP> 3,4-Dimethoxv-lien7oeic acid <SEP> releasing <SEP> compound <SEP> is acvlated <SEP>. <tb> The <SEP> -'Ä \ 7- (3,4-Dimethoxvbenzovl) -a-methvl amino-n-butyric acid diet.livlamid <SEP> of the <SEP> formula EMI0002.0002 forms a colorless liquid with a boiling point 203-205 below 0.08 mm. Die neue Verbindung soll therapeutische Veru-endung finden. The new connection is supposed to find therapeutic application.
CH240384D 1942-12-18 1942-12-18 Process for the preparation of an acylated, aliphatic aminocarboxamide. CH240384A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH240384T 1942-12-18
CH234453T 1942-12-18

Publications (1)

Publication Number Publication Date
CH240384A true CH240384A (en) 1945-12-15

Family

ID=25727901

Family Applications (1)

Application Number Title Priority Date Filing Date
CH240384D CH240384A (en) 1942-12-18 1942-12-18 Process for the preparation of an acylated, aliphatic aminocarboxamide.

Country Status (1)

Country Link
CH (1) CH240384A (en)

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