CH138199A - Process for N-alkylation with an aminoalkyl halide. - Google Patents

Process for N-alkylation with an aminoalkyl halide.

Info

Publication number
CH138199A
CH138199A CH138199DA CH138199A CH 138199 A CH138199 A CH 138199A CH 138199D A CH138199D A CH 138199DA CH 138199 A CH138199 A CH 138199A
Authority
CH
Switzerland
Prior art keywords
sep
alkylation
aminoalkyl halide
base
halide
Prior art date
Application number
Other languages
German (de)
Inventor
Aktiengesellsc Farbenindustrie
Original Assignee
Ig Farbenindustrie 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 Ig Farbenindustrie Ag filed Critical Ig Farbenindustrie Ag
Publication of CH138199A publication Critical patent/CH138199A/en

Links

Description

  

      Verfahren    zur     N-Alkylier        ung    mit einem     Aminoalhylhalogenid.       Vorliegende Erfindung bezieht sich auf  die Darstellung einer     monoalkylierten    Base  von der Formel:  
EMI0001.0006     
    die als Pharmazeutikum und als Zwischen  produkt zu solchem verwendet     werden    kann.  Die Herstellung geschieht derart, dass man       p-Phenetidin    auf     halogenwasserstoffsaures        a-          Dimethylamino-fl-methyl-y-chlorbutan    ein  wirken lässt und die durch Alkalien frei  gemachte Base reinigt.

   Die freie Base     ist     ein farbloses 01 vom Siedepunkt 162-164   C  unter 5 mm     Druck.            Beispiel:     274 Gewichtsteile     p-Phenetidin    werden  mit<B>186</B> Gewichtsteilen     chlorwasserstoff-          saurem        a-Dimethylamino-ss-methyl-y-chlor-          butan    zwölf     Stunden    bei     120-130'C    ver  schmolzen. Die Schmelze wird in Wasser  aufgenommen, mit Pottasche alkalisch ge  macht und die freie Base in wenig Äther  oder Benzol gelöst.

   Nach Trocknen über       Pottasche    wird zur     Trennung    von überschüs  sigem     p-Phenetidin    fraktioniert     destilliert     und dabei die     monoalkylierte    Base als farb  loses 01 vom Siedepunkt     162-164'C    .unter  5 mm Druck erhalten.



      Process for N-alkylation with an aminoalhyl halide. The present invention relates to the preparation of a monoalkylated base of the formula:
EMI0001.0006
    which can be used as a pharmaceutical and as an intermediate to such. The production takes place in such a way that p-phenetidine is allowed to act on a-dimethylamino-fl-methyl-y-chlorobutane which is hydrogen halide and the base liberated by alkalis is purified.

   The free base is a colorless oil with a boiling point of 162-164 C under 5 mm pressure. Example: 274 parts by weight of p-phenetidine are melted with <B> 186 </B> parts by weight of a-dimethylamino-ss-methyl-y-chlorobutane for twelve hours at 120-130 ° C. The melt is taken up in water, made alkaline with potash and the free base is dissolved in a little ether or benzene.

   After drying over potash, the excess p-phenetidine is separated by fractional distillation and the monoalkylated base is obtained as colorless oil with a boiling point of 162-164 ° C. under 5 mm pressure.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung einer als Pharmazeutikum und als Zwischenprodukt hierzu verwendbaren Verbindung von der Formel EMI0002.0001 EMI0002.0002 dadureli <SEP> @gekennzeichnet, <SEP> dass <SEP> man <SEP> p-Phene tidin <SEP> auf <SEP> halobenwasserstoffsaures <SEP> a-Dime 1;hylamina-ss-metlivl-r <SEP> -chlorbutan <SEP> einwirken <tb> lässt <SEP> und <SEP> die <SEP> durch <SEP> Alha.lien <SEP> freigemachte <tb> Base <SEP> reinigt. <SEP> Die <SEP> so <SEP> entstandene <SEP> Substanz <SEP> ist <tb> ein <SEP> farbloses <SEP> <B>01</B> <SEP> und <SEP> siedet <SEP> hei <SEP> 1.6r164 <SEP> <SEP> C <tb> unter <SEP> 5 <SEP> min <SEP> Druck. PATENT CLAIM: Process for the production of a compound of the formula which can be used as a pharmaceutical and as an intermediate product EMI0002.0001 EMI0002.0002 dadureli <SEP> @marked, <SEP> that <SEP> man <SEP> p-Phene tidine <SEP> on <SEP> hydrohalic acid <SEP> a-Dime 1; hylamina-ss-metlivl-r <SEP> -chlorobutane Act on <SEP> <tb> leaves <SEP> and <SEP> the <SEP> cleared by <SEP> Alha.lien <SEP> <tb> Base <SEP> cleans. <SEP> The <SEP> so <SEP> created <SEP> substance is <SEP> <tb> a <SEP> colorless <SEP> <B> 01 </B> <SEP> and <SEP> boils <SEP> at <SEP> 1.6r164 <SEP> <SEP> C <tb> under <SEP> 5 <SEP> min <SEP> pressure.
CH138199D 1927-01-25 1928-01-12 Process for N-alkylation with an aminoalkyl halide. CH138199A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE138199X 1927-01-25
CH134094T 1928-01-12

Publications (1)

Publication Number Publication Date
CH138199A true CH138199A (en) 1930-02-15

Family

ID=25712226

Family Applications (1)

Application Number Title Priority Date Filing Date
CH138199D CH138199A (en) 1927-01-25 1928-01-12 Process for N-alkylation with an aminoalkyl halide.

Country Status (1)

Country Link
CH (1) CH138199A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2687414A (en) * 1948-11-26 1954-08-24 Searle & Co Method for producing aromatic aminoalkyl amines

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2687414A (en) * 1948-11-26 1954-08-24 Searle & Co Method for producing aromatic aminoalkyl amines

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