CH310406A - Process for the preparation of an organic compound containing phosphorus and halogen. - Google Patents

Process for the preparation of an organic compound containing phosphorus and halogen.

Info

Publication number
CH310406A
CH310406A CH310406DA CH310406A CH 310406 A CH310406 A CH 310406A CH 310406D A CH310406D A CH 310406DA CH 310406 A CH310406 A CH 310406A
Authority
CH
Switzerland
Prior art keywords
halogen
preparation
organic compound
compound containing
containing phosphorus
Prior art date
Application number
Other languages
German (de)
Inventor
Aktiengesellschaft Ciba
Original Assignee
Ciba 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 Ciba Geigy filed Critical Ciba Geigy
Publication of CH310406A publication Critical patent/CH310406A/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02—Phosphorus compounds
    • C07F9/28—Phosphorus compounds with one or more P—C bonds
    • C07F9/38—Phosphonic acids [RP(=O)(OH)2]; Thiophosphonic acids ; [RP(=X1)(X2H)2(X1, X2 are each independently O, S or Se)]
    • C07F9/40—Esters thereof
    • C07F9/4003—Esters thereof the acid moiety containing a substituent or a structure which is considered as characteristic
    • C07F9/4006—Esters of acyclic acids which can have further substituents on alkyl

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Biochemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Molecular Biology (AREA)

Description

  

  Verfahren zur Herstellung einer Phosphor und Halogen enthaltenden organischen Verbindung.    Es wurde gefunden, dass man zu der neuen,  Phosphor und Halogen enthaltenden Verbin  dung der Formel  
EMI0001.0001     
         gelangt,    wenn man 1     Mol        Triäthylphosphit     mit 1     Mol        Trichloracetamid    umsetzt. Die neue  Verbindung ist ein hochsiedendes Öl und kann  als Schädlingsbekämpfungsmittel verwendet  werden.  



  Die     erfindungsgemässe    Kondensation er  folgt durch     Umsetzung    der Komponenten in  molekularem Verhältnis unter Abspaltung von  1     Mol        Äthylchlorid.    Die Reaktion verläuft     exo-          therm,    so dass die Komponenten zweckmässig  unter Kühlung und mit     inerten    Lösungsmit  teln, wie Benzol,     Toluol,    Äther,     Dioyan,        Hexan     oder tiefsiedendem Benzin, verdünnt vereinigt  werden. Zur Beendigung der Umsetzung wird  die Reaktionsmischung vorteilhaft auf 80 bis  120  erwärmt.  



  <I>Beispiel:</I>  8 Teile     Trichloracetamid    werden mit 8,4.  Teilen     Triäthylphosphit    vermischt. Durch Er  wärmen auf 75      wird    die     Reaktion    in Gang  gebracht. Die Temperatur     steigt    hierauf ohne  äussere     Erwärmung    rasch an und wird durch  mässiges Kühlen auf 75-85  gehalten. Sobald    die Temperatur fällt, wird während einer  Stunde auf dem Dampfbad erhitzt. Die an  fangs starke Gasentwicklung ist nach kurzer  Zeit beendet. Hierauf wird die Reaktionsmasse  zur Entfernung geringer Mengen leichtflüch  tiger Bestandteile auf dem Dampfbad unter  vermindertem Druck erhitzt. Als Rückstand  werden 12,8 Teile als ein gelblich gefärbtes  Öl erhalten.



  Process for the preparation of an organic compound containing phosphorus and halogen. It has been found that the new, phosphorus and halogen-containing compound of the formula
EMI0001.0001
         obtained when 1 mol of triethyl phosphite is reacted with 1 mol of trichloroacetamide. The new compound is a high boiling oil and can be used as a pesticide.



  The inventive condensation he follows by reacting the components in a molecular ratio with elimination of 1 mol of ethyl chloride. The reaction takes place exothermically, so that the components are advantageously combined with cooling and diluted with inert solvents such as benzene, toluene, ether, diyanogen, hexane or low-boiling gasoline. The reaction mixture is advantageously heated to 80 to 120 to terminate the reaction.



  <I> Example: </I> 8 parts of trichloroacetamide are 8.4. Parts of triethyl phosphite mixed. Warming up to 75 sets the reaction in motion. The temperature then rises rapidly without external heating and is kept at 75-85 by moderate cooling. As soon as the temperature drops, the steam bath is heated for one hour. The gas evolution, which is strong at the beginning, ends after a short time. The reaction mass is then heated on the steam bath under reduced pressure to remove small amounts of volatile components. 12.8 parts are obtained as a residue as a yellowish colored oil.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung der neuen, Phosphor und Halogen enthaltenden Verbin dung der Formel EMI0001.0023 dadurch gekennzeichnet, dass man 1 Mol Tri- äthylphosphit mit 1 Mol Trichloracetamid um setzt. Die neue Verbindung ist ein hochsiedendes Öl und kann als Schädlingsbekämpfungsmittel verwendet werden. UNTERANSPRUCH: Verfahren nach Patentanspruch, dadurch gekennzeichnet, dass man die Umsetzung in Gegenwart von inerten Lösungsmitteln vor nimmt. PATENT CLAIM: Process for the preparation of the new, phosphorus and halogen-containing compound of the formula EMI0001.0023 characterized in that 1 mol of tri-ethyl phosphite is reacted with 1 mol of trichloroacetamide. The new compound is a high boiling oil and can be used as a pesticide. SUBClaim: Process according to patent claim, characterized in that the reaction is carried out in the presence of inert solvents.
CH310406D 1951-09-25 1951-09-25 Process for the preparation of an organic compound containing phosphorus and halogen. CH310406A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH310406T 1951-09-25
CH300840T 1951-09-25

Publications (1)

Publication Number Publication Date
CH310406A true CH310406A (en) 1955-10-15

Family

ID=25734296

Family Applications (1)

Application Number Title Priority Date Filing Date
CH310406D CH310406A (en) 1951-09-25 1951-09-25 Process for the preparation of an organic compound containing phosphorus and halogen.

Country Status (1)

Country Link
CH (1) CH310406A (en)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2861914A (en) * 1951-09-25 1958-11-25 Ciba Ltd New halogen and phosphor containing compounds and method for their use
US4228109A (en) * 1978-08-01 1980-10-14 E. I. Du Pont De Nemours And Company 1-Alkyl-2,2-dichloro-2(phosphinyl)acetates
EP0126249A1 (en) * 1983-04-12 1984-11-28 Bayer Ag Chlorinated phosphorylmethylcarbonyl derivatives, process for their preparation and their use in plant protecting agents
EP0155566A1 (en) * 1984-03-13 1985-09-25 Bayer Ag Chlorinated phosphorylmethylcarbonylpyrazole derivatives

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2861914A (en) * 1951-09-25 1958-11-25 Ciba Ltd New halogen and phosphor containing compounds and method for their use
US4228109A (en) * 1978-08-01 1980-10-14 E. I. Du Pont De Nemours And Company 1-Alkyl-2,2-dichloro-2(phosphinyl)acetates
EP0126249A1 (en) * 1983-04-12 1984-11-28 Bayer Ag Chlorinated phosphorylmethylcarbonyl derivatives, process for their preparation and their use in plant protecting agents
US4541858A (en) * 1983-04-12 1985-09-17 Bayer Aktiengesellschaft Chlorinated phosphorylmethylcarbonyl derivative plant protection agents
EP0155566A1 (en) * 1984-03-13 1985-09-25 Bayer Ag Chlorinated phosphorylmethylcarbonylpyrazole derivatives
US4602931A (en) * 1984-03-13 1986-07-29 Bayer Aktiengesellschaft Herbicidal and fungicidal chlorinated phosphorylmethylcarbonylpyrazoles

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