CH299577A

CH299577A - Process for the preparation of an ammonium compound containing trifluoromethyl groups.

Info

Publication number: CH299577A
Authority: CH
Inventors: Ag Variapat
Original assignee: Ag Variapat
Priority date: 1950-04-21
Filing date: 1950-04-21
Publication date: 1954-06-15

Description

  

  Verfahren     zur    Darstellung einer     trifluormethylgruppenhaltigen        Ammoniumverhindung.            Gegenstand    des vorliegenden Patentes ist  ein Verfahren zur Herstellung einer     tri-          fluormethylgruppenhaltigen        Ammoniumver-          bindung,    dadurch gekennzeichnet, dass man  eine     Verbindung    der Formel  
EMI0001.0010     
    mit einer Verbindung der Formel  
EMI0001.0011     
    worin das eine Z den Rest  
EMI0001.0012     
    und das andere     Chlor    bedeutet, umsetzt.

    Man kann beispielsweise     Dimethylamino-          acet-3-trifluormethyl-anilid    mit     Chloracet-4-          ehloranilid    zur Reaktion bringen, oder man       setzt        Chloracet-3-trifluormethyl-anilid    mit       Dimethylaminoacet-4-chloranilid    um.  



  Die neue     Verbindung,    das     (3-Trifliior-          methyl-phenyl-carbamyl-methyl)    - (4'-chlor-         phenyl-carbamyl-methyl)        -dimethylammonium-          chlorid,    ein weisses Pulver vom Schmelzpunkt       185-186 ,    ist in heissem Wasser löslich,  hemmt das Bakterienwachstum und schützt  damit behandelte Ware, wie z. B. Leinen,  Wolle, gegen das Vermorschen durch     Pilze.     Textilmaterialien, Leder, Pelzwerk, Federn,  Haare, die dem Angriff von     Schädlingen,    wie  z. B.

   Mottenraupen,     Teppichkäferlarven,    aus  gesetzt sind, werden durch sie vor Beschädi  gung und Zerstörung geschützt.  



  <I>Beispiele:</I>  1. 123 Gewichtsteile     Dimethylaminoacet-3-          trifluormethyl        anilid    und 102     Gewichtsteile          Chloracet-4-chloranilid    werden in 750     Volum-          teilen    Essigester einige Stunden unter Rüh  ren zum Sieden erhitzt. Nach Beendigung  der Umsetzung     wird    ein Teil des Essigesters       abdestilliert,        gekühlt,    der ausgefallene Kri  stallbrei     abgenutscht,    mit     wenig    Essigester  nachgewaschen und getrocknet.

   Man erhält  180 Gewichtsteile     (3-Trifluormethyl-phenyl-          carbamyl    -     methyl)    - (V-     chlorphenyl    -     carbamyl-          methyl)-dimethylammoniumchlorid,    das ein  weisses, in heissem     Wasser    lösliches Pulver  vom Schmelzpunkt 185-186  darstellt.  



  2. Zu der gleichen Verbindung gelangt  man auch, wenn äquivalente Mengen von       Chloracet-3-trifluormethyl-anilid    und     Dime-          thylaminoacet-4-chloranilid    in der oben ange  gebenen Weise umgesetzt werden.



  Process for the preparation of an ammonium compound containing trifluoromethyl groups. The present patent relates to a process for the preparation of an ammonium compound containing trifluoromethyl groups, characterized in that a compound of the formula
EMI0001.0010
    with a compound of the formula
EMI0001.0011
    where one Z is the rest
EMI0001.0012
    and the other means chlorine, converts.

    For example, dimethylaminoacet-3-trifluoromethyl anilide can be reacted with chloroacet-4-chloroanilide, or chloroacet-3-trifluoromethyl anilide is reacted with dimethylaminoacet-4-chloroanilide.



  The new compound, (3-trifluoromethyl-phenyl-carbamyl-methyl) - (4'-chlorophenyl-carbamyl-methyl) -dimethylammonium chloride, a white powder with a melting point of 185-186, is soluble in hot water , inhibits bacterial growth and protects goods treated with it, such as B. Linen, wool, against rot by fungi. Textile materials, leather, fur, feathers, hair that are prone to attack by pests such as B.

   Moth caterpillars, carpet beetle larvae, are exposed, are protected from damage and destruction by them.



  <I> Examples: </I> 1. 123 parts by weight of dimethylaminoacet-3-trifluoromethyl anilide and 102 parts by weight of chloroacet-4-chloroanilide are heated to boiling with stirring in 750 parts by volume of ethyl acetate for a few hours. After the reaction has ended, part of the ethyl acetate is distilled off, cooled, the precipitated crystal slurry is suction filtered, washed with a little ethyl acetate and dried.

   180 parts by weight of (3-trifluoromethyl-phenyl-carbamyl-methyl) - (V-chlorophenyl-carbamyl-methyl) -dimethylammonium chloride, which is a white powder with a melting point of 185-186 which is soluble in hot water, are obtained.



  2. The same compound is also obtained when equivalent amounts of chloroacet-3-trifluoromethyl-anilide and dimethylaminoacet-4-chloroanilide are reacted in the manner indicated above.

Claims

PATENT CLAIMS Process for the preparation of an ammonium compound containing trifluoromethyl groups, characterized in that a compound of the formula EMI0002.0007 with a compound of the formula EMI0002.0008 where one Z is the rest EMI0002.0009 and the other means chlorine, converts.

The new compound, (3-trifluoromethyl-phenyl-e.arbamyl-methyl) - (4'-chlorophenyl-carbamyl-methyl) -dimethylammonium chloride, a white powder with a melting point of 185-186, is in hot water soluble, inhibits bacterial growth and protects goods treated with it, such as B. Linen, wool, against rot by fungi. Textile materials, leather, fur, feathers, hair that are prone to attack by pests such as B. caterpillars, carpet beetle larvae, are set off, are protected from damage and destruction by them. SUBCLAIMS: 1.

Process according to patent claim, characterized in that dimethylaminoacet-3-trifluoromethyl anilide is reacted with chloroacet-4-chloroanilide. 2. The method according to claim, characterized in that one reacts Ohloracet-3-trifluoromethyl-anilide with dimethylaminoacet-4-chloroanilide.