CH206911A - Process for the preparation of a quaternary amino fatty acid amide derivative. - Google Patents

Process for the preparation of a quaternary amino fatty acid amide derivative.

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Publication number
CH206911A
CH206911A CH206911DA CH206911A CH 206911 A CH206911 A CH 206911A CH 206911D A CH206911D A CH 206911DA CH 206911 A CH206911 A CH 206911A
Authority
CH
Switzerland
Prior art keywords
fatty acid
acid amide
amide derivative
preparation
amino
Prior art date
Application number
Other languages
German (de)
Inventor
A-G J R Geigy
Original Assignee
Geigy Ag J R
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 Geigy Ag J R filed Critical Geigy Ag J R
Publication of CH206911A publication Critical patent/CH206911A/en

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Classifications

    • 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
    • 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
    • C07C233/16—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 singly-bound oxygen atoms

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

Description

  

  Verfahren zur Herstellung eines     qnaternären        Aminofettsäureamidderivates.            Gegenstand    des vorliegenden     Patentes    ist  ein     Verfahren    zur     Herstellung    eines     quater-          nären        Aminofettsäureamidderivates,    dadurch  gekennzeichnet,     dass    man     Chloraceto-4-amino-          3'-,4'-.dichlor-1,1'-.diphenylsulfid,darstellbar     durch     Kondensation    des     Natriumsalzes    des       3,

  4-Dichlorthiophenols    mit     4-Nitro:chlorben-          zol,        nachfolgende        Reduktion        und        Chloracety-          lierung,    mit     Dimethylamin        umsetzt    und ,das  erhaltene     Dimethylaminoaceto-4-amino-3',4'-          dichlor-1,1'-,diphenylsulfid    mit     Benzylchlorid     in die     quaternäre    Verbindung überführt.  



  Die neue     Verbindung,    ein weisses, in  Wasser klar lösliches Pulver, eignet sich zum       Schützen    von Pelzwerk, Federn,     Haaren,     Leder,     fibrösen        Materialien    und dergleichen  vor     Mottenraupen    und andern     Frassschäd-          lingen    und als     fungicides    und     bactericides     Mittel.

      <I>Beispiel:</I>  Zu<B>110</B> Teilen wässriger     Dimethylamin-          lösung    von 20 % werden 500     Vol.-Teile    Alko  hol und 69,3 Teile Chloraceto-4-amino-3',4'-         di-chlor-1,1'-diphenylsulfid,    hergestellt     durch     Kondensation des     Natriumsalzes    ,des     3,4-Di-          chlorthiophenols    mit     4-Nitrochlorbenzol,    nach  folgende Reduktion und     Chloracetylierung,          zugesetzt        und,die        Mischung    während     24,

  Stun-          den    bei     45-55'C    gerührt. Hierauf werden  der Alkohol und das überschüssige     Dime-          thylamin    mit Wasserdampf     abgeblasen,    und  das     zurückbleibende    ölige Produkt getrocknet.  



  4 Teile .des so erhaltenen     Dimethylamino-          aceto    - 4 =     amino    -     3',4'-,dichlor-1,1'-diphenylsul-          fids    werden in 200     Vol.-Teilen        Benzolgelöst     und mit 13 Teilen     Benzylchlorid    während  24 Stunden auf 70-80   C erwärmt.     Das    aus  gefallene kristalline Produkt     wird        abfiltriert,     mit Äther gewaschen und getrocknet. Die  neue Verbindung bildet     ein    weisses, in  Wasser klar lösliches Pulver.



  Process for the preparation of a quaternary amino fatty acid amide derivative. The present patent relates to a process for the preparation of a quaternary amino fatty acid amide derivative, characterized in that chloroaceto-4-amino-3 '-, 4' -. Dichloro-1,1 '-. Diphenyl sulfide, which can be prepared by condensation of the sodium salt of 3,

  4-dichlorothiophenol with 4-nitro: chlorobenzene, subsequent reduction and chloroacety- lation, reacted with dimethylamine and the resulting dimethylaminoaceto-4-amino-3 ', 4'-dichloro-1,1' -, diphenyl sulfide with benzyl chloride in transferred the quaternary compound.



  The new compound, a white powder that is clearly soluble in water, is suitable for protecting fur, feathers, hair, leather, fibrous materials and the like from moth worms and other feeding pests and as a fungicidal and bactericidal agent.

      <I> Example: </I> To <B> 110 </B> parts of aqueous dimethylamine solution of 20% 500 parts by volume of alcohol and 69.3 parts of chloroaceto-4-amino-3 ', 4' are added - Di-chloro-1,1'-diphenyl sulfide, prepared by condensation of the sodium salt, the 3,4-dichlorothiophenol with 4-nitrochlorobenzene, after the following reduction and chloroacetylation, added and the mixture for 24,

  Stirred for hours at 45-55 ° C. The alcohol and the excess dimethylamine are then blown off with steam, and the oily product that remains is dried.



  4 parts of the dimethylaminoaceto - 4 = amino - 3 ', 4' -, dichloro-1,1'-diphenyl sulfide obtained in this way are dissolved in 200 parts by volume of benzene and diluted with 13 parts of benzyl chloride to 70% over the course of 24 hours. 80 C heated. The precipitated crystalline product is filtered off, washed with ether and dried. The new compound forms a white powder that is clearly soluble in water.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines quater- nären Aminofettsäureamidderivates, dadurch gekennzeichnet, dass man Chloraceto-4=amino- 3',4'-dichlor-1,1'-diphenylsulfid mit Dime- thylamin umsetzt und das erhaltene Dime- thylaminoaceto - 4 - amino-33',4'-dichlor-1,1'-di- phenylsulfid mit Benzylchloi-id in die qua- ternäre Verbindung überführt. PATENT CLAIM: Process for the production of a quaternary amino fatty acid amide derivative, characterized in that chloroaceto-4 = amino-3 ', 4'-dichloro-1,1'-diphenyl sulfide is reacted with dimethylamine and the dimethylaminoaceto-4 - amino-33 ', 4'-dichloro-1,1'-diphenyl sulfide converted into the quaternary compound with benzylchloride. Die neue Verbindung, ein weisses, in Wasser klar lösliches Pulver, eignet sich zum Schützen von Pelzwerk, Federn, Haaren, Leder, fibrösen Materialien und dergleichen vor Mottenraupen und andern F'rasssehäd- lingen und als fungicides und bactericides Mittel. The new compound, a white powder that is clearly soluble in water, is suitable for protecting fur, feathers, hair, leather, fibrous materials and the like from moth caterpillars and other fish shank and as a fungicidal and bactericidal agent.
CH206911D 1935-12-23 1938-02-04 Process for the preparation of a quaternary amino fatty acid amide derivative. CH206911A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE198052X 1935-12-23
DE206911X 1937-02-05

Publications (1)

Publication Number Publication Date
CH206911A true CH206911A (en) 1939-08-31

Family

ID=25758419

Family Applications (1)

Application Number Title Priority Date Filing Date
CH206911D CH206911A (en) 1935-12-23 1938-02-04 Process for the preparation of a quaternary amino fatty acid amide derivative.

Country Status (1)

Country Link
CH (1) CH206911A (en)

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