CH228854A - Process for the preparation of a basic amide. - Google Patents

Process for the preparation of a basic amide.

Info

Publication number
CH228854A
CH228854A CH228854DA CH228854A CH 228854 A CH228854 A CH 228854A CH 228854D A CH228854D A CH 228854DA CH 228854 A CH228854 A CH 228854A
Authority
CH
Switzerland
Prior art keywords
sep
preparation
basic amide
phenyl
amide
Prior art date
Application number
Other languages
German (de)
Inventor
Gesellschaft Fuer Chemis Basel
Original Assignee
Chem Ind Basel
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 Chem Ind Basel filed Critical Chem Ind Basel
Publication of CH228854A publication Critical patent/CH228854A/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C233/00—Carboxylic acid amides
    • C07C233/01—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
    • C07C233/12—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by halogen atoms or by nitro or nitroso groups

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Description

  

  Verfahren zur Darstellung eines     basisehen        Amides.       Es wurde gefunden, dass man zu     einem          basischen        Amid        gelangen    kann, wenn man  eine     Verbindung        der        Formel     
EMI0001.0010     
         worin        R        einen          sich    bei der       Reaktion        abspaltenden    Rest     bedeutet,    z. B.

         Phenyl    -     cycl,ohexyl    -     eseigsäure,    ihre     Ester,          Halogenide    oder ihr     Anhydrid,    mit     Diäthyl-          amino,äthyl,a-min        umsetzt.     



  Die     verfahrensgemässe        Umsetzung    wird  zweckmässig in Gegenwart von     Lösungsmit-          teln        vorgenommen,    gegebenenfalls     arbeitet          man    in     Cregenwart    von     Kondensationsmitteln.     
EMI0001.0036     
  
    Das <SEP> so <SEP> gewonnene <SEP> Phenyl-cyc1.ahexyl  essigs#äura,diäthylaminoäthyba#md <SEP> zeigt <SEP> den
<tb>  F.84-86 . <SEP> Es <SEP> soll <SEP> therapeutische <SEP> Verwen  dung <SEP> finden.
<tb>  



  <I>Beispiel:</I>
<tb>  22 <SEP> Teile <SEP> Phienyl <SEP> - <SEP> @cyclohexyl <SEP> - <SEP> es,sigsäume
<tb>  werden <SEP> in <SEP> bekannter <SEP> Weise <SEP> in <SEP> das <SEP> Säure  chlorid <SEP> verwandelt. <SEP> Dieses <SEP> lässt <SEP> man <SEP> mit <SEP> des
<tb>  berechneten <SEP> 1VIenge <SEP> Diäthylaminoäthylamin
<tb>  reagieren. <SEP> Nach <SEP> beendigter <SEP> Umsetzung <SEP> .gibt
<tb>  manWasser <SEP> und <SEP> Kaliumcarbonatlösung <SEP> hinzu
<tb>  und, <SEP> .schüttelt <SEP> mit <SEP> Äther <SEP> aus. <SEP> Die <SEP> ätherische
<tb>  Lösung <SEP> wird <SEP> über <SEP> Kaliumearbonatlösung <SEP> ge  trocknet <SEP> und <SEP> eingedampft. <SEP> Man <SEP> erhält <SEP> so
<tb>  Phenyl <SEP> - <SEP> cycl@ohexyl <SEP> - <SEP> essigs,äure-@diäthylaminoa  äthylamid <SEP> vom <SEP> F. <SEP> 84-86 .

   <SEP> Es <SEP> bildet <SEP> sein
<tb>  Hydrochlorid <SEP> vom <SEP> F'.169-171 .



  Process for the preparation of a basic amide. It has been found that a basic amide can be obtained by using a compound of the formula
EMI0001.0010
         wherein R denotes a radical which is split off during the reaction, e.g. B.

         Phenyl - cycl, ohexyl - acetic acid, its esters, halides or its anhydride, with diethylamino, ethyl, a-min.



  The implementation according to the process is expediently carried out in the presence of solvents; if necessary, one works in the presence of condensation agents.
EMI0001.0036
  
    The <SEP> so <SEP> obtained <SEP> Phenyl-cyc1.ahexyl acetic # aura, diethylaminoäthyba # md <SEP> shows <SEP> the
<tb> F.84-86. <SEP> <SEP> should be <SEP> therapeutic <SEP> use <SEP>.
<tb>



  <I> Example: </I>
<tb> 22 <SEP> parts <SEP> Phienyl <SEP> - <SEP> @cyclohexyl <SEP> - <SEP> es, sigsäum
<tb> <SEP> are converted into <SEP> in the known <SEP> way <SEP> in <SEP> the <SEP> acid chloride <SEP>. <SEP> This <SEP> leaves <SEP> one <SEP> with <SEP> des
<tb> calculated <SEP> 1VIenge <SEP> diethylaminoethylamine
<tb> react. <SEP> After <SEP> completed <SEP> implementation <SEP>. Gives
<tb> manWater <SEP> and <SEP> potassium carbonate solution <SEP>
<tb> and, <SEP>. shakes <SEP> with <SEP> ether <SEP>. <SEP> The <SEP> essential
<tb> Solution <SEP> is <SEP> dried over <SEP> potassium carbonate solution <SEP> <SEP> and <SEP> evaporated. <SEP> You <SEP> get <SEP> like this
<tb> Phenyl <SEP> - <SEP> cycl @ ohexyl <SEP> - <SEP> acetic, acid- @ diethylaminoa äthylamid <SEP> from <SEP> F. <SEP> 84-86.

   <SEP> It forms <SEP> to be <SEP>
<tb> Hydrochloride <SEP> from <SEP> F'.169-171.

Claims (1)

PATENTANSPRUCH: Verfahren zur Dars@tellung eines basischen Amides,dadurch gekennzeichnet, dass man eine Verbindung der Formel EMI0002.0001 EMI0002.0002 worin <SEP> R <SEP> einen <SEP> reaktionsfähigen, <SEP> sieh <SEP> be-i <SEP> der <tb> Reaktion <SEP> abspaltenden <SEP> Rest <SEP> bedeutet, <SEP> mit <SEP> Di äth <SEP> yla@minoät@hylamin <SEP> umsetzt. <tb> Da <SEP> so <SEP> gewonnene <SEP> Phenyl-eyelohexyl esai,äure-d#iäthyl,aminoäthyl,a#mid <SEP> zeig <SEP> den <tb> F.84-86 . <SEP> Es <SEP> soll <SEP> thera.p.eutisehe <SEP> Verwen dunb <SEP> finden. PATENT CLAIM: Process for the presentation of a basic amide, characterized in that a compound of the formula EMI0002.0001 EMI0002.0002 where <SEP> R <SEP> a <SEP> reactive, <SEP> see <SEP> be-i <SEP> der <tb> reaction <SEP> separating <SEP> rest <SEP> means <SEP> reacts with <SEP> diet <SEP> yla @ minoät @ hylamin <SEP>. <tb> Since <SEP> so <SEP> obtained <SEP> Phenyl-eyelohexyl esai, äure-d # iäthyl, aminoäthyl, a # mid <SEP> show <SEP> den <tb> F.84-86. <SEP> It <SEP> should find <SEP> thera.p.eutisehe <SEP> use dunb <SEP>.
CH228854D 1938-08-05 1938-08-05 Process for the preparation of a basic amide. CH228854A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH215776T 1938-08-05
CH228854T 1938-08-05

Publications (1)

Publication Number Publication Date
CH228854A true CH228854A (en) 1943-09-15

Family

ID=25725762

Family Applications (1)

Application Number Title Priority Date Filing Date
CH228854D CH228854A (en) 1938-08-05 1938-08-05 Process for the preparation of a basic amide.

Country Status (1)

Country Link
CH (1) CH228854A (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2563354A (en) * 1949-07-07 1951-08-07 American Cyanamid Co Acylation of amino stilbene sulfonic acids
EP0383256A2 (en) * 1989-02-14 1990-08-22 Fujisawa Pharmaceutical Co., Ltd. A novel substituted-acetamide compound and a process for the preparation thereof
US5192779A (en) * 1989-02-14 1993-03-09 Fujisawa Pharmaceutical Co., Ltd. Substituted-acetamide compound and a process for the preparation thereof

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2563354A (en) * 1949-07-07 1951-08-07 American Cyanamid Co Acylation of amino stilbene sulfonic acids
EP0383256A2 (en) * 1989-02-14 1990-08-22 Fujisawa Pharmaceutical Co., Ltd. A novel substituted-acetamide compound and a process for the preparation thereof
EP0383256A3 (en) * 1989-02-14 1992-01-02 Fujisawa Pharmaceutical Co., Ltd. A novel substituted-acetamide compound and a process for the preparation thereof
US5192779A (en) * 1989-02-14 1993-03-09 Fujisawa Pharmaceutical Co., Ltd. Substituted-acetamide compound and a process for the preparation thereof

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