CH299570A - Process for the preparation of an ammonium compound containing trifluoromethyl groups. - Google Patents

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

Info

Publication number
CH299570A
CH299570A CH299570DA CH299570A CH 299570 A CH299570 A CH 299570A CH 299570D A CH299570D A CH 299570DA CH 299570 A CH299570 A CH 299570A
Authority
CH
Switzerland
Prior art keywords
trifluoromethyl
anilide
chloro
bis
methyl
Prior art date
Application number
Other languages
German (de)
Inventor
Ag Variapat
Original Assignee
Ag Variapat
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 Variapat filed Critical Ag Variapat
Publication of CH299570A publication Critical patent/CH299570A/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
    • 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)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Coloring (AREA)

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  
EMI0001.0009     
    mit einer Verbindung der Formel  
EMI0001.0010     
    worin das eine Z den Rest  
EMI0001.0011     
    und das andere Chlor bedeutet,     umsetzt.    Man  kann beispielsweise     Dimethylaminoacet-3,

  5-          bis-trifluormethyl-anilid    mit     Chloracet-2-chlor-          5-trifluormethyl-anilid    zur Reaktion     bringen,     oder man setzt     Chloracet-3,5-bis-trifluormethyl-          anilid    mit     Dimethylaminoacet-2-chlor-5-tri-          fluormethyl-anilid    um.  



  Die neue     Verbindung,    das     (3,5-Bis-tri-          fluormethyl    -     phenyl    -     carbamyl    -     methyll)    - (2'     -          chlor    - 5'     -trifluormethyl-phenyl-        carbamyl    - me-         thyl)-dimethylammoniumchlorid,    ein weisses  Pulver vom     Schmelzpunkt    126-129 , ist in  heissem Wasser löslich, hemmt das Bakterien  wachstum und schützt damit behandelte Ware,  wie z. B.

   Leinen, Wolle, gegen das     Vermor-          schen    durch Pilze.> Textilmaterialien, Leder,  Pelzwerk, Federn, Haare, die dem     Angriff     von Schädlingen, wie z. B. Mottenraupen,       Teppichkäferlarven,        ausgesetzt    sind, werden  durch sie vor     Beschädigung    und Zerstörung  geschützt.  



       Beispiele:     1. 104,7 Gewichtsteile     Dimethylaminoacet-          3,5-bis-trifluormethyl-anilid    werden mit 90,7  Gewichtsteilen     Chloracet    - 2 -chlor - 5     -trifluor        -          methyl-anilid    in 300 Gewichtsteilen Essigester  einige Stunden unter     Rühren    zum Sieden       erhitzt.    Nach Beendigung der Umsetzung  wird das     Reaktionsprodukt    mit     Petroläther     gefällt,     abgenutscht,    mit     Petroläther    nachge  waschen und getrocknet.

   Man erhält 90 Ge  wichtsteile     (3,5-Bis-trifluormethyl-phenyl-car-          bamyl-methyl)    - (2'- chlor - 5'-trifluormethyl       phenyl-carbamyl-methyl)-dimethylammonium-          chlorid,    das ein weisses, in heissem Wasser  lösliches Pulver vom Schmelzpunkt 126-129   darstellt.  



  2. Zu der gleichen Verbindung gelangt  man auch, wenn äquivalente Mengen von       Chloracet-3,5-bis-trifluormethyl-anilid    und       Dimethylaminoacet-        2-chlor-    5     -trifluormethyl-          anilid    in Essigester nach der oben angegebe  nen Weise umgesetzt werden.



  Process for the preparation of an ammonium compound containing trifluoromethyl groups. The present patent is a process for the preparation of a trifluoromethyl group-containing. Ammonium compound, characterized in that there is a compound of the formula
EMI0001.0009
    with a compound of the formula
EMI0001.0010
    where one Z is the rest
EMI0001.0011
    and the other means chlorine, converts. You can, for example, dimethylaminoacet-3,

  Bring 5- bis-trifluoromethyl-anilide with chloroacet-2-chloro-5-trifluoromethyl-anilide to the reaction, or one sets chloroacet-3,5-bis-trifluoromethyl anilide with dimethylaminoacet-2-chloro-5-trifluoromethyl- anilide around.



  The new compound, (3,5-bis-trifluoromethyl-phenyl-carbamyl-methyll) - (2 '- chloro - 5' -trifluoromethyl-phenyl-carbamyl-methyl) -dimethylammonium chloride, a white powder with a melting point 126-129, is soluble in hot water, inhibits bacterial growth and protects goods treated with it, such as. B.

   Linen, wool, against perishing caused by fungi. B. caterpillars, carpet beetle larvae are exposed, are protected from damage and destruction by them.



       Examples: 1. 104.7 parts by weight of dimethylaminoacet-3,5-bis-trifluoromethyl-anilide are heated to boiling with 90.7 parts by weight of chloroacet-2-chloro-5-trifluoro-methyl-anilide in 300 parts by weight of ethyl acetate for a few hours with stirring. After the reaction has ended, the reaction product is precipitated with petroleum ether, suction filtered, washed with petroleum ether and dried.

   90 parts by weight of (3,5-bis-trifluoromethyl-phenyl-carbamyl-methyl) - (2'-chloro-5'-trifluoromethylphenyl-carbamyl-methyl) -dimethylammonium chloride, which is a white in hot Represents water soluble powder of melting point 126-129.



  2. The same compound is also obtained when equivalent amounts of chloroacet-3,5-bis-trifluoromethyl-anilide and dimethylaminoacet-2-chloro-5-trifluoromethyl-anilide are reacted in ethyl acetate according to the manner given above.

Claims (1)

PATENTANSPRUCH Verfahren zur \Herstellung einer tri- fluormethylgruppenhaltigen Ammoniiunver- bindung, dadurch gekennzeiehnet, dass man eine Verbindung der Formel EMI0002.0009 mit einer Verbindung der Formel EMI0002.0011 worin das eine Z den Rest EMI0002.0012 und das andere Chlor bedeutet, umsetzt. Die neue Verbindung, das (3; PATENT CLAIM Process for the production of an ammonium compound containing trifluoromethyl groups, characterized in that a compound of the formula EMI0002.0009 with a compound of the formula EMI0002.0011 where one Z is the rest EMI0002.0012 and the other means chlorine, converts. The new connection, the (3; 5-Bis-trifluor methyl-phenyl-earbamyl-methyl)-(2'-chlor-5- trifluormethyl-,phenyl..carbamyk- methyl )-di- methylammoniumchlorid, ein weisses Pulver vom Schmelzpunkt 126-129 , ist in heissem Wasser löslich, hemmt das Bakterienwachri- tum und schützt damit behandelte Ware, wie z. B. Leinen, Wolle, gegen das Vermorschen durch Pilze. Textilmaterialien, Leder Pelz werk, Federn, Haare, die dem Angriff von Schädlingen, wie z. 5-Bis-trifluoro methyl-phenyl-earbamyl-methyl) - (2'-chloro-5-trifluoromethyl-, phenyl..carbamyk-methyl) -dimethylammonium chloride, a white powder with a melting point of 126-129, 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 works, feathers, hair that are prone to attack by pests, such as B. Mottenraupen, Teppich käferlarven, ausgesetzt sind, werden durch sie vor Beschädigung und Zerstörung geschützt. UNTERANSPRÜCHE 1. Verfahren nach Patentanspruch, da durch gekennzeichnet., dass man Dimethyl- aininoacet - 3,5 -bis - trifluormethyl-anilid mit Chloracet-2-chlor-5-trifluormethyl-anilid um setzt. 2. B. caterpillars, carpet beetle larvae are exposed, are protected from damage and destruction by them. SUBClaims 1. Method according to claim, characterized in that dimethyl aininoacet - 3,5 -bis - trifluoromethyl anilide with chloroacet-2-chloro-5-trifluoromethyl anilide is implemented. 2. Verfahren nach Patentanspruch, da durch gekennzeichnet, dass man Chloracet-3,5- bis-trifluormethyl-anilid mit Dimethylamino- acet-2=chlor-5-trifluormethyl-anilid umsetzt. Process according to patent claim, characterized in that chloroacet-3,5-bis-trifluoromethyl-anilide is reacted with dimethylamino-acet-2 = chloro-5-trifluoromethyl-anilide.
CH299570D 1950-04-21 1950-04-21 Process for the preparation of an ammonium compound containing trifluoromethyl groups. CH299570A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH292326T 1950-04-21
CH299570T 1950-04-21

Publications (1)

Publication Number Publication Date
CH299570A true CH299570A (en) 1954-06-15

Family

ID=25733199

Family Applications (1)

Application Number Title Priority Date Filing Date
CH299570D CH299570A (en) 1950-04-21 1950-04-21 Process for the preparation of an ammonium compound containing trifluoromethyl groups.

Country Status (1)

Country Link
CH (1) CH299570A (en)

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