CH285690A - Process for the preparation of a quaternary ammonium compound. - Google Patents

Process for the preparation of a quaternary ammonium compound.

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Publication number
CH285690A
CH285690A CH285690DA CH285690A CH 285690 A CH285690 A CH 285690A CH 285690D A CH285690D A CH 285690DA CH 285690 A CH285690 A CH 285690A
Authority
CH
Switzerland
Prior art keywords
sep
compound
methyl
quaternary ammonium
toluidide
Prior art date
Application number
Other languages
German (de)
Inventor
Ag J R Geigy
Original Assignee
Ag J R Geigy
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 Ag J R Geigy filed Critical Ag J R Geigy
Publication of CH285690A publication Critical patent/CH285690A/en

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C233/00—Carboxylic acid amides
    • C07C233/89—Carboxylic acid amides having nitrogen atoms of carboxamide groups quaternised
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
    • A01N37/44—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a nitrogen atom attached to the same carbon skeleton by a single or double bond, this nitrogen atom not being a member of a derivative or of a thio analogue of a carboxylic group, e.g. amino-carboxylic acids
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C233/00—Carboxylic acid amides
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C237/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Agronomy & Crop Science (AREA)
  • Pest Control & Pesticides (AREA)
  • Plant Pathology (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Dentistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Description

       

  <B>Verfahren zur Herstellung einer</B>     quaternären        Ammoniumverbindung.       Gegenstand vorliegenden Patentes ist ein  Verfahren zur Herstellung einer     quaternären          Ammoniumverbindung.    Das Verfahren ist da  durch gekennzeichnet, dass man eine Verbin  dung der Formel  
EMI0001.0005     
    mit einer Verbindung der Formel  
EMI0001.0006     
  
    X-CH.-CO-NH-<B> < C></B>-CH3
<tb>  CH,
<tb>  worin <SEP> das <SEP> eine <SEP> X <SEP> den <SEP> -N <SEP> -Rest <SEP> und
<tb>  @ <SEP> CH3       das andere X Chlor bedeutet, umsetzt.

   In Aus  führung des Verfahrens kann man     Dodeea-          noyl-N,N-diinetliyl-aminoäthyl-N'-methyl-amid     mit     Chloracet-p-toluidid    reagieren lassen, oder  man setzt     Dodeeanoyl-ss-chlor-äthyl-methy        1-          amid    mit     Dimethylamino-essigsäure-p-toluidid     um.  



  Die erhaltene neue Verbindung, das     (Do-          deeanoyl-1@T'-methyl-aminoäthyl        )-(p-toly    1-     car-          bamyl    -     methyl)    -     diniethyl    -     ammoniumehlorid,     zeigt einen Schmelzpunkt von l33 .

   Sie soll  als Desinfektionsmittel Verwendung     finden.          Beispiel   <I>1:</I>  284 Teile     Dodecanoyl-N,N-dimethyl-amino-          äthyl-N'-methyl-amid    und 7.83,5 Teile     Chlor-          acet-p-toluidid    werden in 700 Teilen Benzol  8 Stunden unter     Rüekfluss    erwärmt. Das Ben-         zol    wird     abdestilliert    und der feste Rückstand  aus Aceton umkristallisiert.

   Das     (Dodecanoyl-          N'-metliy    1-     aminoäthy    1) -     (p-toly        l-carbamyl-me-          thy    l)     -dimethyl-ammoniumchlorid    wird in wei  ssen Kristallen vom Schmelzpunkt 133  erhal  ten, die sich klar in Wasser lösen.  



  <I>Beispiel</I>  275,5 Teile     Dodecanoyl.-ss-chlor-äthyl-me-          thylamid    und<B>192</B> Teile     Dimethylamino-essig-          säure-p-toluidid    werden in 600 Teilen Äthyl  acetat 12 Stunden unter     Rückfluss    gekocht.  Nach dem Abkühlen wird das erhaltene     (Do-          deeanoyl    -N'     -methyl-aminoäthyl)-        (p-tolyl-car-          ba.myl-metliyl)-dimethyl-ammoniumehlorid    ab  gesaugt.



  <B> Process for the production of a quaternary ammonium compound. The present patent is a process for the preparation of a quaternary ammonium compound. The process is characterized in that it is a compound of the formula
EMI0001.0005
    with a compound of the formula
EMI0001.0006
  
    X-CH.-CO-NH- <B> <C> </B> -CH3
<tb> CH,
<tb> where <SEP> the <SEP> one <SEP> X <SEP> the <SEP> -N <SEP> remainder <SEP> and
<tb> @ <SEP> CH3 the other X means chlorine, converts.

   In execution of the process, dodeeanoyl-N, N-diinetliyl-aminoethyl-N'-methyl-amide can be allowed to react with chloroacet-p-toluidide, or dodeeanoyl-ss-chloroethyl-methy 1-amide is added Dimethylamino-acetic acid-p-toluidide um.



  The new compound obtained, (dodeanoyl-1 @ T'-methyl-aminoethyl) - (p-toly-1-carbamyl-methyl) -diniethylammonium chloride, has a melting point of 133.

   It should be used as a disinfectant. Example <I> 1 </I> 284 parts of dodecanoyl-N, N-dimethyl-amino-ethyl-N'-methyl-amide and 7.83.5 parts of chloroacet-p-toluidide are mixed in 700 parts of benzene for 8 hours Return warmed. The benzene is distilled off and the solid residue is recrystallized from acetone.

   The (Dodecanoyl-N'-methyl 1-aminoethy 1) - (p-toly 1-carbamyl-methyl 1) -dimethylammonium chloride is obtained in white crystals with a melting point of 133, which dissolve clearly in water.



  <I> Example </I> 275.5 parts of dodecanoyl.-ss-chloro-ethyl-methylamide and <B> 192 </B> parts of dimethylamino-acetic acid-p-toluidide are used in 600 parts of ethyl acetate 12 Boiled under reflux for hours. After cooling, the (dodeanoyl -N'-methyl-aminoethyl) - (p-tolyl-carba.myl-methyl) -dimethyl-ammonium chloride obtained is sucked off.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung einer quater- nären Ammoniumverbindung, dadurch ge kennzeichnet, dass man eine Verbindung der Formel EMI0001.0052 mit einer Verbindung der Formel EMI0001.0053 EMI0001.0054 CH3 <tb> worin <SEP> das <SEP> eine <SEP> X <SEP> den <SEP> -N <SEP> -Rest: <SEP> und <tb> <B>#-</B>CH3 das andere X Chlor bedeutet, umsetzt. PATENT CLAIM: Process for the production of a quaternary ammonium compound, characterized in that a compound of the formula EMI0001.0052 with a compound of the formula EMI0001.0053 EMI0001.0054 CH3 <tb> where <SEP> the <SEP> an <SEP> X <SEP> the <SEP> -N <SEP> remainder: <SEP> and <tb> <B> # - </B> CH3 the other X means chlorine, converts. Die erhaltene neue Verbindung, das (Do- cl ecanoyl -N'-methyl - aminoä,thyl) - (p-tolyl-car- halnyl - methyl) - dimethyl - ammoniumchlorid, zeigt einen Schmelzpunkt von 133 . UNTERANSPRÜCHE 1. The new compound obtained, the (Do- cl ecanoyl -N'-methyl-aminoä, thyl) - (p-tolyl-carhalnyl-methyl) -dimethyl-ammonium chloride, shows a melting point of 133. SUBCLAIMS 1. Verfahren nach Patentanspruch, da durch gekennzeichnet, dass man Dodecanoyl- N,N - dimethyl. - aminoä.thy l-N'-methy lami.d mit Chlor acet-p-toluidid umsetzt. 2. Verfahren nach Patentanspruch, da durch gekennzeichnet, dass man Dodecanoyl- ss-chlor-äth3-1-methylamid mit Dimethylamino- essigsäure-p-toluidid umsetzt. Process according to claim, characterized in that one dodecanoyl- N, N - dimethyl. - Reacts aminoä.thy l-N'-methy lami.d with chlorine acet-p-toluidide. 2. The method according to claim, characterized in that dodecanoyl-ss-chloro-eth3-1-methylamide is reacted with dimethylamino-acetic acid-p-toluidide.
CH285690D 1950-02-24 1950-02-24 Process for the preparation of a quaternary ammonium compound. CH285690A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH282881T 1950-02-24
CH285690T 1950-02-24

Publications (1)

Publication Number Publication Date
CH285690A true CH285690A (en) 1952-09-15

Family

ID=25732215

Family Applications (1)

Application Number Title Priority Date Filing Date
CH285690D CH285690A (en) 1950-02-24 1950-02-24 Process for the preparation of a quaternary ammonium compound.

Country Status (1)

Country Link
CH (1) CH285690A (en)

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