CH221220A - Process for the preparation of 3,5-dimethyl-isoxazole-carboxylic acid- (4) -di-n-propyl-amide. - Google Patents

Process for the preparation of 3,5-dimethyl-isoxazole-carboxylic acid- (4) -di-n-propyl-amide.

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Publication number
CH221220A
CH221220A CH221220DA CH221220A CH 221220 A CH221220 A CH 221220A CH 221220D A CH221220D A CH 221220DA CH 221220 A CH221220 A CH 221220A
Authority
CH
Switzerland
Prior art keywords
propyl
amide
dimethyl
carboxylic acid
preparation
Prior art date
Application number
Other languages
German (de)
Inventor
F Hoffmann- Aktiengesellschaft
Original Assignee
Hoffmann La Roche
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 Hoffmann La Roche filed Critical Hoffmann La Roche
Publication of CH221220A publication Critical patent/CH221220A/en

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  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)

Description

  

  Verfahren zur Darstellung von     3,5-Dimethyl-isogazol-carbonsäure-(4)-di-n-propyl-amid.       Gegenstand des vorliegenden Patentes  ist ein Verfahren zur Darstellung von 3,5       Dimethyl-isoxazol-carbonsäure-(4)-di-n-pro-          pyl-amid,    welches dadurch gekennzeichnet  ist,     dass        Acetessigsäure-di-n-propyl-amid    mit       Äthylendiamin    umgesetzt, das gebildete       Äthylendiamino-bis-(crotonsäure-di-n-propyl-          amid)

          acetyliert    und auf die     Acetylverbin-          dung        Hydroxylamin        einwirken    gelassen  wird.  



  Das     3,5-Dimethyl-isoxazol-carbonsäure-          (4)-di-n-propyl-amid    soll als Arzneimittel  verwendet werden.  



  <I>Beispiel:</I>  40 Gewichtsteile     Acetessigsäure-di-n-pro-          pyl-amid    löst man in 15 Gewichtsteilen  Alkohol und setzt 8 Gewichtsteile     Athylen-          diaminhydrat    zu. Nach eintätigem Stehen  hat sich     Äthylendiamino-bis-(crotonsäure-di-          n-propyl-amid)    kristallisiert ausgeschieden.  4 Gewichtsteile davon     werden    mit 2,2 Ge  wichtsteilen     Essigsäureanhydrid    mehrere  Stunden auf<B>100'</B> erhitzt.

   Das     Acetylierungs-          gemisch    wird zu einer siedenden Lösung von    1,8 Gewichtsteilen     Hydroxylaminsulfat    in  3,5     Gewichtsteilen    Wasser und 5 Gewichts  teilen Methylalkohol zugegeben. Nach zwei  stündigem Kochen wird der Methylalkohol       abdestilliert    und der Rückstand mit konzen  trierter Lauge im     Überschuss    versetzt. Man  extrahiert mit Äther. Die Ätherlösung wird  verdampft und der Rückstand destilliert.

    Man erhält     3:,5-Dimethyl-isoxazol-carbon-          säure-(4)-di-n-propyl-amid    als hellgelbes,  bitter schmeckendes<B>01</B> vom     gplo        1ss$-170     .



  Process for the preparation of 3,5-dimethyl-isogazole-carboxylic acid- (4) -di-n-propyl-amide. The subject matter of the present patent is a process for the preparation of 3,5-dimethyl-isoxazole-carboxylic acid- (4) -di-n-propyl-amide, which is characterized in that acetoacetic acid-di-n-propyl-amide with ethylenediamine implemented, the ethylenediamino-bis- (crotonic acid-di-n-propyl amide) formed

          acetylated and allowed to act on the acetyl compound hydroxylamine.



  The 3,5-dimethyl-isoxazole-carboxylic acid- (4) -di-n-propyl-amide is to be used as a medicament.



  <I> Example: </I> 40 parts by weight of acetoacetic acid di-n-propyl amide are dissolved in 15 parts by weight of alcohol and 8 parts by weight of ethylene diamine hydrate are added. After standing for one day, ethylenediamino-bis- (crotonic acid-di-n-propyl-amide) precipitated in crystallized form. 4 parts by weight of this are heated to <B> 100 '</B> for several hours with 2.2 parts by weight of acetic anhydride.

   The acetylation mixture is added to a boiling solution of 1.8 parts by weight of hydroxylamine sulfate in 3.5 parts by weight of water and 5 parts by weight of methyl alcohol. After two hours of boiling, the methyl alcohol is distilled off and the residue is treated with excess concentrated alkali. Extract with ether. The ether solution is evaporated and the residue is distilled.

    3:, 5-Dimethyl-isoxazole-carboxylic acid- (4) -di-n-propyl-amide is obtained as a light yellow, bitter-tasting <B> 01 </B> from gplo 1ss $ -170.

Claims (1)

PATENTANSPRUCH: Verfahren zur Darstellung von 3,5 Dimethyl-isogazol- carbonsäure-(4)- di-n-pro- pyl-amid, dadurch gekennzeichnet, dass Acetessigsäure-di-n-propyl-amid mit Äthy- lendiainin umgesetzt, das gebildete Äthylen- diamino-bis -(crotonsäure - di-n -propyl - amid) PATENT CLAIM: Process for the preparation of 3,5-dimethyl-isogazole-carboxylic acid- (4) - di-n-propyl-amide, characterized in that acetoacetic acid-di-n-propyl-amide reacted with ethylenediainine, the formed Ethylenediamino-bis - (crotonic acid - di-n -propyl - amide) acetyliert und auf die Acetylverbindung Hydrogylamin einwirken gelassen wird. acetylated and allowed to act on the acetyl compound hydroylamine.
CH221220D 1940-02-27 1940-02-27 Process for the preparation of 3,5-dimethyl-isoxazole-carboxylic acid- (4) -di-n-propyl-amide. CH221220A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH221220T 1940-02-27
CH215778T 1940-02-27

Publications (1)

Publication Number Publication Date
CH221220A true CH221220A (en) 1942-05-15

Family

ID=25725764

Family Applications (1)

Application Number Title Priority Date Filing Date
CH221220D CH221220A (en) 1940-02-27 1940-02-27 Process for the preparation of 3,5-dimethyl-isoxazole-carboxylic acid- (4) -di-n-propyl-amide.

Country Status (1)

Country Link
CH (1) CH221220A (en)

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