CH221221A - Process for the preparation of 3,5-dimethyl-isoxazole-carboxylic acid- (4) - (N-methyl-anilide). - Google Patents

Process for the preparation of 3,5-dimethyl-isoxazole-carboxylic acid- (4) - (N-methyl-anilide).

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Publication number
CH221221A
CH221221A CH221221DA CH221221A CH 221221 A CH221221 A CH 221221A CH 221221D A CH221221D A CH 221221DA CH 221221 A CH221221 A CH 221221A
Authority
CH
Switzerland
Prior art keywords
anilide
methyl
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 CH221221A publication Critical patent/CH221221A/en

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  • 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)-(N-methyl-anilid).       Gegenstand des vorliegenden Patentes ist  ein Verfahren zur Darstellung von 3,5-Di       methyl-isogazol-carbonsäure-(4)-(N-methyl-          anilid),    welches dadurch gekennzeichnet ist,  dass     Acetessigsäure-(N-methyl-anilid)    mit       Äthylendiamin    umgesetzt, das gebildete       Äthylendiamino-bis-(crotonsäure-N-methyl-          anilid)        acetyliert    und auf die     Acetylverbin-          dung        Hydrogylamin    einwirken gelassen  wird.  



  Das     3t,5-Dimethyl-isogazol-carbonsäure-          (4)-(N-methyl-anilid)    soll als Arzneimittel  verwendet werden.  



  <I>Beispiel:</I>  382 Gewichtsteile     Acetessigsäure-(N-          methyl-anilid)    werden in 200     Gewichtsteilen     Äthylalkohol gelöst und 80 Gewichtsteile       Äthylendiamin-hydrat    zugesetzt. Nach eini  gem Stehen kristallisiert die     Äthylendiamino-          verbindung    aus.

   Sie wird abgesaugt. 406 Ge  wichtsteile davon werden mit 240 Gewichts  teilen     Essigsäureanhydrid        acetyliert.    Das       Acetylierungsgemisch    wird zugegeben zur  Lösung von 200 Gewichtsteilen Hydrogyl-         aminsulf        at    in 1000 Gewichtsteilen 50     %        igem     Alkohol von etwa 60  . Nach einstündigem  Kochen destilliert man den Alkohol ab und  versetzt mit überschüssiger konzentrierter  Natronlauge. Das abgeschiedene 01     wird    in  Äther aufgenommen. Nach Verjagen des  Äthers destilliert man im Vakuum.

   Man  erhält     3,5-Dimethyl-isogazol-carbonsäure-(4)-          (N-methyl-anilid)    vom     Kp,o        19,6-198',    das  nach einigem Stehen zu Kristallen vom  Schmelzpunkt 42-43   erstarrt.



  Process for the preparation of 3,5-dimethyl-isogazole-carboxylic acid- (4) - (N-methyl-anilide). The subject of the present patent is a process for the preparation of 3,5-dimethyl-isogazole-carboxylic acid- (4) - (N-methyl-anilide), which is characterized in that acetoacetic acid- (N-methyl-anilide) with ethylenediamine implemented, the ethylenediamino-bis- (crotonic acid-N-methyl-anilide) formed is acetylated and the acetyl compound is allowed to act on the hydroylamine.



  The 3t, 5-dimethyl-isogazole-carboxylic acid (4) - (N-methyl-anilide) is to be used as a medicament.



  <I> Example: </I> 382 parts by weight of acetoacetic acid (N-methyl anilide) are dissolved in 200 parts by weight of ethyl alcohol and 80 parts by weight of ethylene diamine hydrate are added. After standing for some time, the ethylene diamine compound crystallizes out.

   She is sucked off. 406 parts by weight of it are acetylated with 240 parts by weight of acetic anhydride. The acetylation mixture is added to the solution of 200 parts by weight of hydrogen amine sulfate in 1000 parts by weight of 50% alcohol of about 60%. After boiling for one hour, the alcohol is distilled off and excess concentrated sodium hydroxide solution is added. The separated 01 is taken up in ether. After the ether has been driven off, it is distilled in vacuo.

   3,5-Dimethyl-isogazole-carboxylic acid- (4) - (N-methyl-anilide) with a bp.

Claims (1)

PATENTANSPRUCH: Verfahren zur Darstellung von 3,5-Di methyl-isogazol-carbonsäure-(4)-(N-methyl- anilid), dadurch gekennzeichnet, dass Acet- essigsäure-(N-methyl-anilid) mit Äthylen diamin umgesetzt, das gebildete Äthylen- diamino - bis - (crotonsäure - N- methyl - anilid) acetyliert und auf die Acetylverbindung Hydrogylamin einwirken gelassen wird. PATENT CLAIM: Process for the preparation of 3,5-dimethyl-isogazole-carboxylic acid- (4) - (N-methyl-anilide), characterized in that acetoacetic acid- (N-methyl-anilide) reacted with ethylene diamine, the formed ethylene diamino - bis - (crotonic acid - N-methyl - anilide) is acetylated and allowed to act on the acetyl compound hydroylamine.
CH221221D 1940-02-27 1940-02-27 Process for the preparation of 3,5-dimethyl-isoxazole-carboxylic acid- (4) - (N-methyl-anilide). CH221221A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH221221T 1940-02-27
CH215778T 1940-02-27

Publications (1)

Publication Number Publication Date
CH221221A true CH221221A (en) 1942-05-15

Family

ID=25725765

Family Applications (1)

Application Number Title Priority Date Filing Date
CH221221D CH221221A (en) 1940-02-27 1940-02-27 Process for the preparation of 3,5-dimethyl-isoxazole-carboxylic acid- (4) - (N-methyl-anilide).

Country Status (1)

Country Link
CH (1) CH221221A (en)

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