CH281955A - Verfahren zur Herstellung eines heterocyclischen Carbaminsäurederivates. - Google Patents
Verfahren zur Herstellung eines heterocyclischen Carbaminsäurederivates.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
Links
- 238000000034 method Methods 0.000 title claims description 8
- -1 heterocyclic carbamic acid derivative Chemical class 0.000 title claims description 5
- 238000002360 preparation method Methods 0.000 title description 3
- 150000001875 compounds Chemical class 0.000 claims description 4
- 150000004657 carbamic acid derivatives Chemical class 0.000 claims description 3
- 239000000155 melt Substances 0.000 claims description 3
- 150000003254 radicals Chemical class 0.000 claims description 2
- 150000001447 alkali salts Chemical class 0.000 claims 1
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 9
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- YIIMEMSDCNDGTB-UHFFFAOYSA-N Dimethylcarbamoyl chloride Chemical compound CN(C)C(Cl)=O YIIMEMSDCNDGTB-UHFFFAOYSA-N 0.000 description 1
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 1
- 239000004480 active ingredient Substances 0.000 description 1
- 238000010533 azeotropic distillation Methods 0.000 description 1
- 229910017053 inorganic salt Inorganic materials 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 239000000575 pesticide Substances 0.000 description 1
- 229940072033 potash Drugs 0.000 description 1
- XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 description 1
- 235000015320 potassium carbonate Nutrition 0.000 description 1
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Substances [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
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 .
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 .UNTERANSPRUCH: Verfahren nach Patentanspruch, dadurch gekennzeichnet, da.ss man ein Alkalisalz des, 2-Oxy-4,6-dimethyl-pyridins mit einem Di- methylcarbaminsäurehalogenid umsetzt.
Applications Claiming Priority (7)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH2681879X | 1949-08-22 | ||
| CH2681916X | 1949-08-22 | ||
| CH2681914X | 1949-08-22 | ||
| CH2681915X | 1949-08-22 | ||
| CH2694712X | 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 (de) | 1952-03-31 |
Family
ID=32303875
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH281955D CH281955A (de) | 1949-08-22 | 1949-08-26 | Verfahren zur Herstellung eines heterocyclischen Carbaminsäurederivates. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH281955A (de) |
-
1949
- 1949-08-26 CH CH281955D patent/CH281955A/de unknown
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