CH281964A - 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
CH281964A
CH281964A CH281964DA CH281964A CH 281964 A CH281964 A CH 281964A CH 281964D A CH281964D A CH 281964DA CH 281964 A CH281964 A CH 281964A
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 CH281964A publication Critical patent/CH281964A/en

Links

Classifications

    • 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
    • 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
    • C07D213/68—One oxygen atom attached in position 4
    • 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
    • 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,     da.ss    man eine Ver  bindung der     Formel     
EMI0001.0008     
    mit einem     Carbaminsäurederivat    der Formel  
EMI0001.0010     
    umsetzt, worin X und Y zwei sich im Verlaufe  des Verfahrens abspaltende Reste bedeuten.  



  Die erhaltene neue Verbindung, das     2,6-Di-          methyl-pyridyl-    (4)     -diäthylcarbamat,    siedet  unter 0,05 mm Druck bei 125 bis 127 . Sie soll  als Wirkstoff für Schädlingsbekämpfungsmit  tel Verwendung finden.  



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

    Nach Zufügen von 14 Teilen     Diäthy        lcarbamin-          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     2,6-Dimethyl-pyridyl-    (4)     -di-          äthylcarbamat    geht bei einem Druck von  0,05 mm bei 125 bis 127  als farbloses Öl über,  das beim Erkalten erstarrt.



  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
EMI0001.0008
    with a carbamic acid derivative of the formula
EMI0001.0010
    converts, where X and Y are two radicals split off in the course of the process.



  The new compound obtained, 2,6-dimethylpyridyl- (4) -diethylcarbamate, boils at 125 to 127 under 0.05 mm pressure. It should be used as an active ingredient for pest control agents.



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

    After adding 14 parts of diethylcarbamic 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 2,6-dimethyl-pyridyl- (4) -diethylcarbamate passes over at a pressure of 0.05 mm at 125 to 127 as a colorless oil which solidifies on cooling.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines hetero- cyclischen Carbaminsäurederivates, dadurch gekennzeichnet, dass man eine Verbindung der Formel EMI0001.0032 mit einem. Carbaminsäurederivat der Formel EMI0001.0034 umsetzt, worin X und Y zwei sich im Verlaufe des Verfahrens abspaltende Reste bedeuten. Die erhaltene neue Verbindung, das 2,6-Di- methyl-pyridyl- (4) -diäthylcarbamat, siedet unter 0,05 mm Druck bei 125 bis 127 . PATENT CLAIM: Process for the preparation of a heterocyclic carbamic acid derivative, characterized in that a compound of the formula EMI0001.0032 with a. Carbamic acid derivative of the formula EMI0001.0034 converts, where X and Y are two radicals split off in the course of the process. The new compound obtained, 2,6-dimethylpyridyl- (4) -diethylcarbamate, boils at 125 to 127 under 0.05 mm pressure. UNTERANSPRUCH: Verfahren nach Patentanspruch, dadurch gekennzeichnet, da.ss man ein Alkalisalz des 4-Oxy-2,6-dimethyl-py ridins mit. einem Di- äthylcarbaminsäurehalogenid umsetzt. SUBCLAIM: Process according to patent claim, characterized in that an alkali salt of 4-oxy-2,6-dimethyl-pyridine is used. a diethylcarbamic acid halide.
CH281964D 1949-08-22 1949-08-26 Process for the preparation of a heterocyclic carbamic acid derivative. CH281964A (en)

Applications Claiming Priority (7)

Application Number Priority Date Filing Date Title
CH2681915X 1949-08-22
CH2681879X 1949-08-22
CH2694712X 1949-08-22
CH2681914X 1949-08-22
CH2681916X 1949-08-22
CH281964T 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
CH281964A true CH281964A (en) 1952-03-31

Family

ID=32303880

Family Applications (1)

Application Number Title Priority Date Filing Date
CH281964D CH281964A (en) 1949-08-22 1949-08-26 Process for the preparation of a heterocyclic carbamic acid derivative.

Country Status (1)

Country Link
CH (1) CH281964A (en)

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