CH148960A - 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
- CH148960A CH148960A CH148960DA CH148960A CH 148960 A CH148960 A CH 148960A CH 148960D A CH148960D A CH 148960DA CH 148960 A CH148960 A CH 148960A
- Authority
- CH
- Switzerland
- Prior art keywords
- preparation
- pyridine
- pyridine series
- basic ether
- melts
- 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 Pyridinreihe. Es wurde gefunden, dass man zu einem basischen Äther der Pyridinreihe gelangen kann, wenn man Piperidinäthanol auf 2-Ha- logeripyi-idin-3-carbonsäureanilid in Gegenwart säurebindender Mittel einwirken lässt.
Das entstandene Piperidinäthoxy-pyridin-3- cai-bonsäureanilid bildet ein farbloses Kristall pulver, das bei 72-74 schmilzt. Es ist in Wasser schwer, in organischen Lösungsmit teln und in Säuren leicht löslich. Das farb lose Monochlorhydrat der Base schmilzt bei <B>1980.</B>
Die neue Base soll als solche oder als Zwischenprodukt für therapeutische Zwecke Verwendung finden. <I>Beispiel:</I> Eine Lösung von 2,8 Teilen Natrium in überschüssigem Piperidinäthariol wird mit 23 Teilen 2-Chlorpyridin-3-carbonsärireanilid ver setzt und im Ölbad erwärmt. Nach beendig ter Reaktion wird der überschüssige Amino- alkohol abdestilliert und die reue Base durch Aufnahme in Äther und Vertreibung des Lösungsmittels isoliert. Durch Kristallisation aus Essigäther und Alkohol erhäjt man das Chlorhydrat in reiner Form.
An Stelle von 2-Chlorpyridiri-3-carbou- säureanilid können auch andere 2-Halogen- pyridin - 3 - carbonsäureariilide 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 piperidine ethanol is allowed to act on 2-halogeripyi-idine-3-carboxylic acid anilide in the presence of acid-binding agents.
The resulting piperidinethoxy-pyridine-3-cai-bonsäureanilid forms a colorless crystal powder that melts at 72-74. It is difficult in water, easily soluble in organic solvents and in acids. The colorless monochlorohydrate of the base melts at <B> 1980. </B>
The new base is intended to be used as such or as an intermediate for therapeutic purposes. <I> Example: </I> A solution of 2.8 parts of sodium in excess piperidine ethiol 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 regret base is isolated by taking it up in ether and driving off the solvent. The chlorine hydrate is obtained in pure form by crystallization from acetic ether and alcohol.
Instead of 2-chloropyridine-3-carboxylic anilide, other 2-halopyridine-3-carboxylic acid ailides can also be used.
Claims (1)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH146546T | 1929-08-10 | ||
CH148960T | 1929-08-10 |
Publications (1)
Publication Number | Publication Date |
---|---|
CH148960A true CH148960A (en) | 1931-08-15 |
Family
ID=25714873
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CH148960D CH148960A (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) | CH148960A (en) |
-
1929
- 1929-08-10 CH CH148960D patent/CH148960A/en unknown
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