CH281947A - 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
CH281947A
CH281947A CH281947DA CH281947A CH 281947 A CH281947 A CH 281947A CH 281947D A CH281947D A CH 281947DA CH 281947 A CH281947 A CH 281947A
Authority
CH
Switzerland
Prior art keywords
carbamic acid
acid derivative
preparation
heterocyclic
methyl
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 CH281947A publication Critical patent/CH281947A/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
    • 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)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Pyridine Compounds (AREA)

Description

  

  Verfahren zur Herstellung eines     heteroeyclischen        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     6-Me-          thyl-2-pyronyl-(4)-dimethylcarbamat,    siedet  unter 0,3 mm Druck bei 150 bis 152 . Sie soll  als Wirkstoff für Schädlingsbekämpfungsmit  tel Verwendung finden.  



       Beispiel:     Zur     Cberführung    in das     Kaliumsalz    wer  den 12,6 Teile     6-Methyl-pyronon-(2,4)    in 100  Teilen Aceton gelöst und mit 8 Teilen     Calium-          carbonat    zum Sieden erhitzt, so     da.ss    50 Teile  Aceton     abdestillieren.    Dann lässt man auf 50   abkühlen, gibt 50 Teile Aceton und 12 Teile       Dimethylcarbaminsäurechlorid    hinzu und er  hitzt 24 Stunden zum Sieden.

   Die Aufarbei  tung des     Reaktionsproduktes    erfolgt durch    Trennung der     Acetonlösung    von den anorga  nischen Salzanteilen und von eventuell nicht  umgesetztem Ausgangsmaterial. Das     6-Methyl-          2-pyronyl-(4)-dimethylcarbamat    siedet unter  0,3 mm Druck bei<B>150</B>     bis    152 .



  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, 6-methyl-2-pyronyl- (4) -dimethylcarbamate, boils under 0.3 mm pressure at 150 to 152. It should be used as an active ingredient for pest control agents.



       Example: To convert into the potassium salt, 12.6 parts of 6-methylpyronone (2,4) are dissolved in 100 parts of acetone and heated to boiling with 8 parts of potassium carbonate, so that 50 parts of acetone are distilled off. The mixture is then allowed to cool to 50, 50 parts of acetone and 12 parts of dimethylcarbamic acid chloride are added and it is heated to the boil for 24 hours.

   The reaction product is worked up by separating the acetone solution from the inorganic salt components and any unreacted starting material. The 6-methyl-2-pyronyl- (4) -dimethylcarbamate boils under 0.3 mm pressure at <B> 150 </B> to 152.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines hetero- cyelischen Carbaminsäurederivates, dadurch gekennzeichnet, dass man eine Verbindung der Formel EMI0001.0029 mit einem Carbaminsäurederivat der Formel EMI0001.0031 umsetzt, worin X und Y zwei sich im Verlaufe des Verfahrens abspaltende Reste bedeuten. Die erhaltene neue Verbindung, das 6-Me- thyl-2-pyronyl-(4)-dimet.hylcarbamat, siedet unter 0,3 mm Druck bei 150 bis 152 . PATENT CLAIM: Process for the preparation of a heterocyclic carbamic acid derivative, characterized in that a compound of the formula EMI0001.0029 with a carbamic acid derivative of the formula EMI0001.0031 converts, where X and Y are two radicals split off in the course of the process. The new compound obtained, 6-methyl-2-pyronyl- (4) -dimethylcarbamate, boils under 0.3 mm pressure at 150 to 152. UNTERANSPRUCH: Verfahren nach Patentanspruch, dadurch gekennzeichnet, dass man ein Alkalisalz des 6-Methyl-pyronons-(2,4) mit einem Dimethyl- carbaminsäurehalogenid umsetzt. SUBSTANTIAL CLAIM: Process according to patent claim, characterized in that an alkali metal salt of 6-methyl-pyronone (2,4) is reacted with a dimethyl carbamic acid halide.
CH281947D 1949-08-22 1949-08-26 Process for the preparation of a heterocyclic carbamic acid derivative. CH281947A (en)

Applications Claiming Priority (7)

Application Number Priority Date Filing Date Title
CH2681914X 1949-08-22
CH2681879X 1949-08-22
CH2681916X 1949-08-22
CH2694712X 1949-08-22
CH2681915X 1949-08-22
CH281947T 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
CH281947A true CH281947A (en) 1952-03-31

Family

ID=32303869

Family Applications (1)

Application Number Title Priority Date Filing Date
CH281947D CH281947A (en) 1949-08-22 1949-08-26 Process for the preparation of a heterocyclic carbamic acid derivative.

Country Status (1)

Country Link
CH (1) CH281947A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2915398A (en) * 1955-11-30 1959-12-01 Merck & Co Inc beta, delta-dihydroxy-beta-methylvaleric and derivatives thereof as growth promoters

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2915398A (en) * 1955-11-30 1959-12-01 Merck & Co Inc beta, delta-dihydroxy-beta-methylvaleric and derivatives thereof as growth promoters

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