CH281966A - 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
CH281966A
CH281966A CH281966DA CH281966A CH 281966 A CH281966 A CH 281966A CH 281966D A CH281966D A CH 281966DA CH 281966 A CH281966 A CH 281966A
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 CH281966A publication Critical patent/CH281966A/en

Links

Classifications

    • 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
    • C07D239/46—Two or more oxygen, sulphur or nitrogen atoms
    • C07D239/56—One oxygen atom and one sulfur atom
    • 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)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)

Description

  

  Verfahren zur Herstellung eines     heterocyclischen        Carbaminsäurederivates.       Gegenstand vorliegenden Patentes ist ein  Verfahren zur Herstellung eines     hetercycli-          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     2-          Äthylmereapto    - 4 -     methyl-pyrimidyl-    (6)     -dime-          t.hylearbamat,    siedet unter 0,1 mm Druck bei  146 bis l.48 . Sie soll als Wirkstoff für Schäd  lingsbekämpfungsmittel Verwendung finden.

      <I>Beispiel:</I>    17 Teile des     Natriumsalzes    des     2-Äthyl-          mercapto-4-znethyl-6-oxy-pyrimidins,    welches  durch Umsetzen von     2-Äthylmercapto-4-me-          thyl-6-oxjj-pyrimidin    mit     Natriummethylat    er  hältlich ist, werden in Benzol suspendiert und  nach Zugabe von 71 Teilen     Dimethylcarbamin-          säurechlorid    etwa 12 Stunden unter     Rüekfluss     gekocht. Nachdem man das gebildete Kochsalz  durch Absaugen abgetrennt hat, destilliert  man das Benzol ab.

   Beim Fraktionieren des    Rückstandes erhält man das     2-Ät.hy        lmercapto-          4-methyl-pyrimidyl-(6)-dimethylcarbamat    als     3s     farbloses Öl, welches unter 0,1 mm Druck bei  146 bis 148  übergeht.



  Process for the preparation of a heterocyclic carbamic acid derivative. The subject of the present patent is a process for the production of a hetercyclic 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, 2-ethylmereapto-4-methyl-pyrimidyl- (6) -dimethyl-ethylearbamate, boils under 0.1 mm pressure at 146 to 1.48. It should be used as an active ingredient for pesticides.

      <I> Example: </I> 17 parts of the sodium salt of 2-ethyl mercapto-4-methyl-6-oxy-pyrimidine, which is obtained by reacting 2-ethyl-mercapto-4-methyl-6-oxyj-pyrimidine with Sodium methylate is available, are suspended in benzene and, after addition of 71 parts of dimethylcarbamic acid chloride, refluxed for about 12 hours. After the sodium chloride formed has been separated off by suction, the benzene is distilled off.

   When the residue is fractionated, the 2-Ät.hy lmercapto-4-methyl-pyrimidyl- (6) -dimethylcarbamate is obtained as a 3 s colorless oil, which passes over at 146 to 148 under 0.1 mm pressure.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines hetero- cyclischen Carbaminsäurederivates, dadurch gekennzeichnet, dass man eine Verbindung der Formel EMI0001.0030 mit. einem Cärbaminsäurederivat der Formel EMI0001.0033 umsetzt, worin X und Y zwei sich im Verlaufe des Verfahrens abspaltende Reste bedeuten. Die erhaltene neue Verbindung, das 2- Ät.hy lmercapto - 4 - methyl-pyrimidyl- (6) -dime- thylcarbamat, siedet unter 0,1 mm Druck bei 1.46 bis 1480. PATENT CLAIM: Process for the preparation of a heterocyclic carbamic acid derivative, characterized in that a compound of the formula EMI0001.0030 With. a carbamic acid derivative of the formula EMI0001.0033 converts, where X and Y are two radicals split off in the course of the process. The new compound obtained, the 2-Ät.hy lmercapto-4-methyl-pyrimidyl- (6) -dimethylcarbamate, boils under 0.1 mm pressure at 1.46 to 1480. UNTERANSPRUCFI Verfahren nach Patentanspruch, dadurch gekennzeichnet, dass man ein Alkalisalz des 2- Äthylmercapto-4-methy 1-6-oxy-pyrimidins mit einem Dimethylcarbaminsäurehalogenid um setzt. SUBSTANTIAL CLAIMS Process according to patent claim, characterized in that an alkali salt of 2-ethylmercapto-4-methy 1-6-oxy-pyrimidine is reacted with a dimethylcarbamic acid halide.
CH281966D 1949-08-22 1949-08-26 Process for the preparation of a heterocyclic carbamic acid derivative. CH281966A (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
CH281966T 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
CH281966A true CH281966A (en) 1952-03-31

Family

ID=32303882

Family Applications (1)

Application Number Title Priority Date Filing Date
CH281966D CH281966A (en) 1949-08-22 1949-08-26 Process for the preparation of a heterocyclic carbamic acid derivative.

Country Status (1)

Country Link
CH (1) CH281966A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0022511A2 (en) * 1979-07-12 1981-01-21 Bayer Ag O-Pyrimidinyl esters of N,N-dimethyl carbamic acid, a process for their preparation and their use as parasiticides

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0022511A2 (en) * 1979-07-12 1981-01-21 Bayer Ag O-Pyrimidinyl esters of N,N-dimethyl carbamic acid, a process for their preparation and their use as parasiticides
EP0022511A3 (en) * 1979-07-12 1981-04-15 Bayer Ag O-pyrimidinyl esters of n,n-dimethyl carbamic acid, a process for their preparation and their use as parasiticides; intermediates

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