CH299580A

CH299580A - Process for the preparation of an ammonium compound containing trifluoromethyl groups.

Info

Publication number: CH299580A
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     trifluor-          methylgruppenhaltigen        Ammoniumverbin-          dung,    dadurch gekennzeichnet, dass man eine  Verbindung der Formel  
EMI0001.0008     
    mit einer Verbindung der Formel  
EMI0001.0009     
         worin    das eine Z den Rest  
EMI0001.0011     
    und das andere Chlor bedeutet,     umsetzt.     



  Man kann beispielsweise     Dimethylamino-          i        iteet        -4-chloranilid        mit        Chloracet-3-trifluor-          methyl-4-chloranilid    zur 'Reaktion     bringen,     oder man setzt     Chloracet-4-chloranilid    mit       1)imethylam.inoacet-    3     -trifluormethyl-        4-chlor-          anilid    um.  



  Die neue Verbindung, das (3-Trifluor  methyl-4-chlorphenyl-carbamyl-methyl)-(4'-         chlorphenyl-carbamyl-methyl)-dimethylammo-          nium-chlorid,    ein weisses Pulver vom Schmelz  punkt 208 bis 209 , ist in heissem Wasser lös  lich,     hemmt    das     Bakterienwachstum        und     schützt damit behandelte Ware, wie z. B. Lei  nen, Wolle, gegen das Vermorschen durch  Pilze. Textilmaterialien, Leder, Pelzwerk, Fe  dern, Haare, die dem     Angriff    von Schädlin  gen, wie z. B.

   Mottenraupen, Teppichkäfer  larven,     ausgesetzt    sind, werden     durch    sie vor       Beschädigung    und     Zerstörung    geschützt.  



       Beispiele:     1. 106 Gewichtsteile     Dimethylaminoacet-          4-chloranilid    werden mit 136 Gewichtsteilen       Chloracet    - 3 -     trifluormethyl-4-chloranilid    in  500     Volumteilen    Essigester unter     Rühren     einige Stunden zum Sieden erhitzt. Nach     Be-          endigung    der Umsetzung wird     gekählt,    der  Kristallbrei     abgenutscht,    mit Essigester und       Petroläther    nachgewaschen und getrocknet.

    Man erhält 190 Gewichtsteile     (4=Chlörphenyl-          carbamyl-methyl)    - (3'-     trifluormethyl-    4'-     ehlor-          phenyl-carbamyl-methyl)    -     dimethylammonium-          chlorid,    das ein weisses, in heissem Wasser lös  liches Pulver vom     Schmelzpunkt    208 bis 209   darstellt.  



  2. Zu der gleichen Verbindung gelangt  'man auch, wenn äquivalente Mengen von       Chloracet    - 4 -     chloranilid    und von     Dimethyl-          aminoacet    - 3     -trifluormethyl    - 4 -     chloranilid    in  der oben angegebenen 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
EMI0001.0008
    with a compound of the formula
EMI0001.0009
         where one Z is the rest
EMI0001.0011
    and the other means chlorine, converts.



  For example, dimethylamino-i iteet -4-chloroanilide can be reacted with chloroacet-3-trifluoromethyl-4-chloroanilide, or chloroacet-4-chloroanilide is used with 1) imethylaminoacet-3-trifluoromethyl-4-chloro - anilid um.



  The new compound, (3-trifluoro methyl-4-chlorophenyl-carbamyl-methyl) - (4'-chlorophenyl-carbamyl-methyl) -dimethylammonium chloride, a white powder with a melting point of 208 to 209, is hot Wasserlös Lich, inhibits bacterial growth and protects treated goods, such as B. Lei nen, wool, against rot by fungi. Textile materials, leather, fur, Fe countries, hair that conditions the attack by pests, such. B.

   Moth caterpillars, carpet beetle larvae, are exposed to being protected from damage and destruction.



       Examples: 1. 106 parts by weight of dimethylaminoacet-4-chloroanilide and 136 parts by weight of chloroacet-3-trifluoromethyl-4-chloroanilide in 500 parts by volume of ethyl acetate are heated to boiling for a few hours while stirring. When the reaction has ended, it is counted, the crystal pulp is suction filtered, washed with ethyl acetate and petroleum ether and dried.

    190 parts by weight of (4 = chlorophenyl-carbamyl-methyl) - (3'-trifluoromethyl-4'-chlorophenyl-carbamyl-methyl) -dimethylammonium chloride, which is a white powder with a melting point of 208 to which is soluble in hot water, are obtained 209 represents.



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

Claims

PATENT CLAIM: Process for the production of an ammonium compound containing trifluoromethyl groups, characterized in that a compound of the formula EMI0002.0006 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, which is (3-trifluoromethyl-4-chloropheny 1-earbamylmethyl) - (4 'chlorophenyl-carbamyl-methyl) -dimethylammonium chloride, a white powder with a melting point of 208 to 209 Lich soluble in hot water, inhibits bacterial growth and protects treated goods, such as. B.

Linen, wool against rot by fungi. Textile materials, leather, fur, Fe countries, hair that can be attacked by pests, such as. B. caterpillars, carpet beetle larvae are exposed, are protected from damage and destruction by them. UN TERAIN CLAIMS 1.

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