CH148958A - 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
- CH148958A CH148958A CH148958DA CH148958A CH 148958 A CH148958 A CH 148958A CH 148958D A CH148958D A CH 148958DA CH 148958 A CH148958 A CH 148958A
- Authority
- CH
- Switzerland
- Prior art keywords
- preparation
- pyridine series
- basic ether
- melts
- ether
- 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
- C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D213/81—Amides; Imides
- C07D213/82—Amides; Imides in position 3
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pyridine Compounds (AREA)
Description
Verfahren zur Darstellung,eines basischen Äthers der Pyridinrenhe. Es wurde gefunden, dass man zu einem basischen Äther der Pyridinreihe gelangen kann, wenn man Dimethylaminoäthanol auf 2-Halogenpyr#idin-3-carboxisäur#eanilid in Ge genwart säurebindender Mittel einwirken lässt.
Das entstandene 2-Dimethylaniirioäthoxy- pyridin-3-carborisäur6anilid bildet ein farbloses Kristallpulver, das bei<B>801'</B> schmilzt. Es ist in Wasser schwer, in organischen Lösungs mitteln und in Säuren leicht löslich. Das farblose Monochlorhydrat der Base schmilzt bei 204 .
Die neue Base soll als solche oder als Zwischenprodukt für therapeutische Zwecke Verwendung finden.
Beispiel: Eine Lösung von 2,8 Teilen Natrium in überschüssigem Dimethylaminoäthanol wird mit 23 Teilen 2-Chlorpyridin-3-car#bonsäure- anilid versetzt und im Ölbad erwärmt. Nach beendigter Reaktion wird der überschüssige Aminoalkohol abdestilliert und die neue Base durch Aufnahme in Äther und Vertreibung des Lösungsmittels isoliert. Durch Kristalli sation aus Essigäther und Alkohol bekommt man das Chlorhydrat in reiner Form.
An Stelle von 2-Chloi#pyridin-3-carbon- säureanilid können auch andere 2-Halogen- pyridin-3-earbonsäureanilide Verwendung finden.
Process for the preparation of a basic ether of the pyridinrenhe. It has been found that a basic ether of the pyridine series can be obtained if dimethylaminoethanol is allowed to act on 2-halopyridine-3-carboxic acid anilide in the presence of acid-binding agents.
The resulting 2-dimethylaniirioethoxypyridine-3-carboric acid anilide forms a colorless crystal powder that melts at <B> 801 '</B>. It is difficult in water, medium in organic solvents and easily soluble in acids. The colorless monochlorohydrate of the base melts at 204.
The new base is intended to be used as such or as an intermediate for therapeutic purposes.
Example: A solution of 2.8 parts of sodium in excess dimethylaminoethanol is mixed with 23 parts of 2-chloropyridine-3-carboxylic acid anilide and heated in an oil bath. After the reaction has ended, the excess amino alcohol is distilled off and the new base is isolated by being taken up in ether and expelled from the solvent. The chlorine hydrate is obtained in pure form through crystallization from vinegar ether and alcohol.
Instead of 2-chloropyridine-3-carboxylic acid anilide, other 2-halopyridine-3-carboxylic acid anilides can also be used.
Claims (1)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH146546T | 1929-08-10 | ||
CH148958T | 1929-08-10 |
Publications (1)
Publication Number | Publication Date |
---|---|
CH148958A true CH148958A (en) | 1931-08-15 |
Family
ID=25714871
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CH148958D CH148958A (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) | CH148958A (en) |
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1929
- 1929-08-10 CH CH148958D patent/CH148958A/en unknown
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