CH311580A - Process for the preparation of a basic substituted fatty acid (2-halogen-6-methyl-anilide). - Google Patents

Process for the preparation of a basic substituted fatty acid (2-halogen-6-methyl-anilide).

Info

Publication number
CH311580A
CH311580A CH311580DA CH311580A CH 311580 A CH311580 A CH 311580A CH 311580D A CH311580D A CH 311580DA CH 311580 A CH311580 A CH 311580A
Authority
CH
Switzerland
Prior art keywords
anilide
methyl
halogen
fatty acid
preparation
Prior art date
Application number
Other languages
German (de)
Inventor
Aktiengesellschaft Cilag
Original Assignee
Cilag Ag
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 Cilag Ag filed Critical Cilag Ag
Publication of CH311580A publication Critical patent/CH311580A/en

Links

Landscapes

  • Hydrogenated Pyridines (AREA)

Description

  

  Verfahren zur     Herstellung    eines basisch substituierten     Fettsäure-          (2-halogen-6-methyl-anilids).       Gegenstand des vorliegenden Patentes bil  det ein Verfahren zur Herstellung eines neuen  basisch substituierten     Fettsäure-(2-halogen-6-          inethyl-anilids),    welches dadurch gekennzeich  net ist, dass man eine Verbindung der Formel  
EMI0001.0006     
    mit     Piperidin    umsetzt. Die     Umsetzung    kann  in An- oder Abwesenheit von     Lösungs-    bzw.

         Verdünnungsmitteln    und     Anlagerungskata-          lysatoren    erfolgen.     Vorzugsweise    wird wegen  der     Lei.ehtflüehtigkeit    des     Piperidins    unter  Druck gearbeitet. Als     Anlagerungskatalysato-          ren    benützt man vorteilhaft.     quaternäre        Am-          inoniumbasen,    wie z. B.     Trimet.hylbenzvIammo-          niumhydroxyd.     



  Das so erhaltene     ss-Piperidino-p.ropionsäure-          (2-ehlor-6-methyl-anilid)    bildet ein farbloses  Kristallpulver;     dessen    Hydrochlorid schmilzt.  bei 181,5-183,5 . Das neue     Anilid    soll als       Lokalanästhetikum    und als     Zwischenprodukt     zur Herstellung weiterer Derivate     Verwen-          dung    finden.  



  <I>Beispiel:</I>       Ein,    Gemisch von 20 Gewichtsteilen     Aeryl-          säure-(2-chlor-6-methyl-anilid)    17 Gewichts-    teilen     Piperidin    und einigen Tropfen     Trime-          thylbenzylammoniumhydroxyd    wird im Auto  klaven während 20 Stunden auf l45  erhitzt.  Nach dem Erkalten wird durch die Reaktions  mischung Wasserdampf     zwecks    Entfernung  flüchtiger Anteile geleitet.

   Anschliessend wird  verdampft und der Rückstand aus     Petroläther          umkristallisiert.    Man erhält so das     ss-Piperi-          dino    -     propionsäure-    (2 - chlor - 6     -methyl-anilid    )  als     farbloses    Kristallpulver.



  Process for the preparation of a basic substituted fatty acid (2-halogen-6-methyl-anilide). The subject of the present patent bil det a process for the preparation of a new basic substituted fatty acid (2-halogen-6-ynethyl-anilide), which is characterized in that a compound of the formula
EMI0001.0006
    Reacts with piperidine. The implementation can take place in the presence or absence of solution or

         Diluents and addition catalysts take place. Because of the volatility of piperidine, it is preferable to work under pressure. It is advantageous to use the addition catalysts. quaternary ammonium bases, such as. B. trimethylbenzene ammonium hydroxide.



  The β-piperidino-propionic acid (2-chloro-6-methyl-anilide) obtained in this way forms a colorless crystal powder; its hydrochloride melts. at 181.5-183.5. The new anilide is to be used as a local anesthetic and as an intermediate for the manufacture of other derivatives.



  <I> Example: </I> A mixture of 20 parts by weight of aerylic acid (2-chloro-6-methyl-anilide), 17 parts by weight of piperidine and a few drops of trimethylbenzylammonium hydroxide is heated to 145 in the car for 20 hours heated. After cooling, water vapor is passed through the reaction mixture to remove volatile components.

   It is then evaporated and the residue is recrystallized from petroleum ether. The β-piperidino-propionic acid (2-chloro-6-methyl anilide) is obtained in this way as a colorless crystal powder.

 

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines basisch substituierten Pettsäure-(2-halogen-6-methyl- anilids), dadurch gekennzeichnet, da.ss man eine Verbindung der Formel EMI0001.0050 mit Piperidin umsetzt.. Das so erhaltene ss- Piperidino-p,ropionsäure- (2-chlor -6-methyl- anilid) ist ein farbloses Kristallpulver; dessen Hydrochlorid schmilzt, bei 181,5-183,5 . Es soll als Lokalanästhetikum und als Zwischen produkt Verwendung finden. PATENT CLAIM: Process for the production of a basic substituted fatty acid (2-halogen-6-methyl-anilide), characterized in that one is a compound of the formula EMI0001.0050 reacts with piperidine .. The resulting ss- piperidino-p, ropionic acid- (2-chloro-6-methyl-anilide) is a colorless crystal powder; its hydrochloride melts, at 181.5-183.5. It should be used as a local anesthetic and as an intermediate product.
CH311580D 1952-02-25 1952-02-25 Process for the preparation of a basic substituted fatty acid (2-halogen-6-methyl-anilide). CH311580A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH311580T 1952-02-25
CH306512T 1952-06-08

Publications (1)

Publication Number Publication Date
CH311580A true CH311580A (en) 1955-11-30

Family

ID=25735179

Family Applications (1)

Application Number Title Priority Date Filing Date
CH311580D CH311580A (en) 1952-02-25 1952-02-25 Process for the preparation of a basic substituted fatty acid (2-halogen-6-methyl-anilide).

Country Status (1)

Country Link
CH (1) CH311580A (en)

Similar Documents

Publication Publication Date Title
CH311614A (en) Process for the production of a new basic substituted fatty acid (2-halogen-6-methyl-anilide).
CH311606A (en) Process for the production of a new basic substituted fatty acid (2-halogen-6-methyl-anilide).
CH311613A (en) Process for the production of a new basic substituted fatty acid (2-halogen-6-methyl-anilide).
CH311580A (en) Process for the preparation of a basic substituted fatty acid (2-halogen-6-methyl-anilide).
CH311608A (en) Process for the production of a new basic substituted fatty acid (2-halogen-6-methyl-anilide).
CH311612A (en) Process for the production of a new basic substituted fatty acid (2-halogen-6-methyl-anilide).
CH311607A (en) Process for the production of a new basic substituted fatty acid (2-halogen-6-methyl-anilide).
CH311610A (en) Process for the production of a new basic substituted fatty acid (2-halogen-6-methyl-anilide).
CH311584A (en) Process for the preparation of a basic substituted fatty acid (2-halogen-6-methyl-anilide).
CH311583A (en) Process for the preparation of a basic substituted fatty acid (2-halogen-6-methyl-anilide).
CH311579A (en) Process for the preparation of a basic substituted fatty acid (2-halogen-6-methyl-anilide).
CH311581A (en) Process for the preparation of a basic substituted fatty acid (2-halogen-6-methyl-anilide).
CH311585A (en) Process for the preparation of a basic substituted fatty acid (2-halogen-6-methyl-anilide).
CH306512A (en) Process for the preparation of a basic substituted fatty acid (2-halo-6-methyl) anilide.
CH311582A (en) Process for the preparation of a basic substituted fatty acid (2-halogen-6-methyl-anilide).
CH311578A (en) Process for the preparation of a basic substituted fatty acid (2-halogen-6-methyl-anilide).
DE897565C (en) Process for the preparation of aminoketones
CH311631A (en) Process for the production of a new basic substituted fatty acid (2-halogen-6-methyl-anilide).
AT254166B (en) Process for the preparation of new 5- (3&#39;-sec.Aminopropyl) -5H-dibenzo [a, d] cycloheptenes or the 10,11-dihydro derivatives thereof
AT290504B (en) Process for the preparation of new 1- (4&#39;-acylaminophenoxy) -2-hydroxy-3-aminopropanes and their acid addition salts
CH311632A (en) Process for the production of a new basic substituted fatty acid (2-halogen-6-methyl-anilide).
CH311637A (en) Process for the production of a new basic substituted fatty acid (2-halogen-6-methyl-anilide).
CH311629A (en) Process for the production of a new basic substituted fatty acid (2-halogen-6-methyl-anilide).
CH308501A (en) Process for the preparation of an alkylated piperide ion.
CH298684A (en) Process for the preparation of the dipropargyl ether of 4,4&#39;-dioxy-a, B-diethyl-stilbene.