CH281955A - Process for the preparation of a heterocyclic carbamic acid derivative. - Google Patents

Process for the preparation of a heterocyclic carbamic acid derivative.

Info

Publication number
CH281955A
CH281955A CH281955DA CH281955A CH 281955 A CH281955 A CH 281955A CH 281955D A CH281955D A CH 281955DA CH 281955 A CH281955 A CH 281955A
Authority
CH
Switzerland
Prior art keywords
acid derivative
carbamic acid
preparation
heterocyclic
formula
Prior art date
Application number
Other languages
German (de)
Inventor
Ag J R Geigy
Original Assignee
Ag J R 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 Ag J R Geigy filed Critical Ag J R Geigy
Priority claimed from GB3001049A external-priority patent/GB681376A/en
Publication of CH281955A publication Critical patent/CH281955A/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D213/62—Oxygen or sulfur atoms
    • C07D213/63—One oxygen atom
    • C07D213/64—One oxygen atom attached in position 2 or 6
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
    • C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
    • C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
    • C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms
    • C07D239/32—One oxygen, sulfur or nitrogen atom
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
    • C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
    • C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D277/32—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D277/34—Oxygen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D309/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings
    • C07D309/34—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
    • C07D309/36—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with oxygen atoms directly attached to ring carbon atoms

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pyridine Compounds (AREA)

Description

  

  Verfahren zur Herstellung eines     heterocyclischen        Carbaminsäurederivates.       Gegenstand vorliegenden Patentes ist ein  Verfahren zur Herstellung eines     heterocycli-          schen        Carbaminsäurederivates.    Das Verfahren  ist dadurch gekennzeichnet, dass man eine Ver  bindung der Formel  
EMI0001.0006     
    mit einem     Carbaminsäurederivat    der Formel  
EMI0001.0008     
    umsetzt, worin X und Y zwei sich im Verlaufe  des Verfahrens abspaltende Reste bedeuten.  



  Die erhaltene neue     Verbindung,    das     4,6-Di-          methy        1-py        ridyl-(2)-dimethylearbamat,    schmilzt  bei 75 bis 76 . Sie soll als Wirkstoff für Schäd  lingsbekämpfungsmittel Verwendung finden.

    <I>Beispiel:</I>  <B>12,3</B> Teile     2-Oxy-4,6-dimethyl-pyridin    wer  den in das     Kaliumsalz    übergeführt, indem man  die     benzolische    Suspension unter Zusatz von  14 Teilen Pottasche einige Stunden der     azeo-          tropen    Destillation mittels eines     Separators    in  der Weise unterwirft, dass das Benzol zum       Reaktionsgemisch        zurückfliesst,    während das  abgeschiedene Wasser abgetrennt wird.

   Nach  Zufügen von 11 Teilen     Dimethylcarbamin-          säurechlorid    erhitzt man weiter etwa 12 Stun-    den unter     Rückfluss    und saugt hierauf vom  anorganischen Salz ab. Man destilliert das  Benzol ab und fraktioniert den Rückstand im  Vakuum. Das     4,6-Dimethyl-pyridyl-(2)-dime-          thylcarbamat    schmilzt, aus     Cyclohexan    umkri  stallisiert, bei 75 bis 76 .



  Process for the preparation of a heterocyclic carbamic acid derivative. The present patent relates to a process for the preparation of a heterocyclic carbamic acid derivative. The method is characterized in that one is a compound of the formula
EMI0001.0006
    with a carbamic acid derivative of the formula
EMI0001.0008
    converts, where X and Y are two radicals split off in the course of the process.



  The new compound obtained, the 4,6-dimethyl 1-pyridyl (2) dimethylearbamate, melts at 75 to 76. It should be used as an active ingredient for pesticides.

    <I> Example: </I> <B> 12.3 </B> parts of 2-oxy-4,6-dimethyl-pyridine are converted into the potassium salt by adding 14 parts of potash to the benzene suspension Subjects to hours of azeotropic distillation by means of a separator in such a way that the benzene flows back to the reaction mixture, while the separated water is separated off.

   After adding 11 parts of dimethylcarbamic acid chloride, the mixture is refluxed for a further 12 hours and the inorganic salt is then suctioned off. The benzene is distilled off and the residue is fractionated in vacuo. The 4,6-dimethylpyridyl- (2) -dimethylcarbamate melts, recrystallized from cyclohexane, at 75 to 76.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines hetero- eyclischen Carbaminsäurederivates, dadurch gekennzeiehnet, dass man eine Verbindung der Formel EMI0001.0032 mit, einem Carbaminsäurederivat der Formel EMI0001.0035 umsetzt, worin X und Y zwei sieh im Verlaufe des Verfahrens abspaltende Reste bedeuten. Die erhaltene neue Verbindung, das 4,6-Di- methyl-pyridyl-(2)-dimethylcarbamat, schmilzt bei 75 bis 76 . PATENT CLAIM: Process for the production of a hetero-eyclic carbamic acid derivative, characterized in that a compound of the formula EMI0001.0032 with, a carbamic acid derivative of the formula EMI0001.0035 converts, in which X and Y are two radicals which are split off in the course of the process. The new compound obtained, 4,6-dimethylpyridyl- (2) -dimethylcarbamate, melts at 75 to 76. UNTERANSPRUCH: Verfahren nach Patentanspruch, dadurch gekennzeichnet, da.ss man ein Alkalisalz des, 2-Oxy-4,6-dimethyl-pyridins mit einem Di- methylcarbaminsäurehalogenid umsetzt. SUBSTANTIAL CLAIM: Process according to patent claim, characterized in that an alkali salt of 2-oxy-4,6-dimethylpyridine is reacted with a dimethylcarbamic acid halide.
CH281955D 1949-08-22 1949-08-26 Process for the preparation of a heterocyclic carbamic acid derivative. CH281955A (en)

Applications Claiming Priority (7)

Application Number Priority Date Filing Date Title
CH2694712X 1949-08-22
CH2681914X 1949-08-22
CH2681916X 1949-08-22
CH2681915X 1949-08-22
CH2681879X 1949-08-22
CH281955T 1949-08-26
GB3001049A GB681376A (en) 1949-11-23 1949-11-23 Manufacture of heterocyclic carbamic acid derivatives and their use as agents for combating pests

Publications (1)

Publication Number Publication Date
CH281955A true CH281955A (en) 1952-03-31

Family

ID=32303875

Family Applications (1)

Application Number Title Priority Date Filing Date
CH281955D CH281955A (en) 1949-08-22 1949-08-26 Process for the preparation of a heterocyclic carbamic acid derivative.

Country Status (1)

Country Link
CH (1) CH281955A (en)

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