CH150168A - Process for the preparation of a basic ether of the pyridine series. - Google Patents
Process for the preparation of a basic ether of the pyridine series.Info
- Publication number
- CH150168A CH150168A CH150168DA CH150168A CH 150168 A CH150168 A CH 150168A CH 150168D A CH150168D A CH 150168DA CH 150168 A CH150168 A CH 150168A
- Authority
- CH
- Switzerland
- Prior art keywords
- preparation
- pyridine series
- basic ether
- ether
- pyridone
- Prior art date
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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pyridine Compounds (AREA)
Description
Verfahren zur Darstellung eines basischen Äthers der Pyridinreihe. Es wurde gefunden, dass man zu einem basischen Äther der Pyridinreihe gelangen kann, wenn man .einen Ester des Diäthyl- aminoäthanols auf 2-Pyridon in Gegenwart säurebindender Mittel einwirken lässt.
Das entstandene 2-Diäthylaminoäthoxy- pyridin bildet ein farbloses Öl vom Sdp. 98 bis<B>100'</B> bei 2 mm Druck. Es ist in Wasser leicht löslich. Das farblose Monochlorhydrat der Base .schmilzt bei 135 .
Die neue Base soll als solche oder als Zwischenprodukt für therapeutische Zwecke Verwendung finden.
Beispiel: Man gibt 38 Teile 2-Pyridon zu einer al koholischen Lösung von 9,2 Teilen Natrium. Hierauf destilliert man den Alkohol ab und erhitzt nach Zusatz von Toluol mit 70; Teilen Chloräthyldiäthylamin. Nach beendeter Reaktion wird das Lösungsmittel abgetrie ben und der Rückstand vom gleichzeitig sich bildenden, höher siedenden N-Diäthy 1- aminoäthyl-2-pyridon getrennt. Dies ge schieht entweder durch Wasserdampfdestil- lation, wobei der Äther überdestilliert, oder durch Fraktionierung.
Die bei 95-105 unter 2 mm Druck siedende Fraktion wird gesondert aufgefangen und durch nochmalige Destillation in reiner Form erhalten.
Als säurebindende Mittel können zum Beispiel auch Alkalihydroxyde oder -kar- bonate Verwendung finden. Ebenso lässt sich das Toluol durch andere Lösungsmittel, zum Beispiel durch Alkohol, Aceton oder Wasser, ersetzen.
An Stelle des Chlorides können auch an dere Ester des Diäthylaminoäthanols, zum Beispiel das Bromid oder aromatische Sulfo- säureester, Verwendung finden.
Process for the preparation of a basic ether of the pyridine series. It has been found that a basic ether of the pyridine series can be obtained if an ester of diethyl aminoethanol is allowed to act on 2-pyridone in the presence of acid-binding agents.
The 2-diethylaminoethoxypyridine formed forms a colorless oil with a boiling point of 98 to 100 under a pressure of 2 mm. It is easily soluble in water. The colorless monochlorohydrate of the base melts at 135.
The new base is intended to be used as such or as an intermediate for therapeutic purposes.
Example: 38 parts of 2-pyridone are added to an alcoholic solution of 9.2 parts of sodium. The alcohol is then distilled off and, after addition of toluene, heated at 70; Parts of chloroethyl diethylamine. After the reaction has ended, the solvent is removed and the residue is separated from the higher-boiling N-diethy 1- aminoethyl-2-pyridone which is formed at the same time. This is done either by steam distillation, with the ether distilling over, or by fractionation.
The fraction which boils at 95-105 under 2 mm pressure is collected separately and obtained in pure form by repeated distillation.
Alkali hydroxides or carbonates, for example, can also be used as acid-binding agents. The toluene can also be replaced by other solvents, for example alcohol, acetone or water.
Other esters of diethylaminoethanol, for example bromide or aromatic sulfonic acid esters, can also be used in place of the chloride.
Claims (1)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH146546T | 1929-08-10 | ||
CH150168T | 1929-08-10 |
Publications (1)
Publication Number | Publication Date |
---|---|
CH150168A true CH150168A (en) | 1931-10-15 |
Family
ID=25714875
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CH150168D CH150168A (en) | 1929-08-10 | 1929-08-10 | Process for the preparation of a basic ether of the pyridine series. |
Country Status (1)
Country | Link |
---|---|
CH (1) | CH150168A (en) |
-
1929
- 1929-08-10 CH CH150168D patent/CH150168A/en unknown
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