CH204755A - Process for the preparation of a new therapeutically effective amidine. - Google Patents
Process for the preparation of a new therapeutically effective amidine.Info
- Publication number
- CH204755A CH204755A CH204755DA CH204755A CH 204755 A CH204755 A CH 204755A CH 204755D A CH204755D A CH 204755DA CH 204755 A CH204755 A CH 204755A
- Authority
- CH
- Switzerland
- Prior art keywords
- oxy
- quinoline
- reaction
- process according
- ether
- Prior art date
Links
Landscapes
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Description
Verfahren zur Herstellung eines neuen therapeutisch wirksamen Amidines. Es wurde gefunden, .dass man zu einem neuen therapeutisch wirksamen Amidin ge langen kann, wenn man einen Chinolin-8- oxy-n-butyrimidoäther mit Ammoniak um setzt.
Das so gewonnene Chinolin-8-oxy-n-bute- nylamidin der Formel
EMI0001.0011
bildet ein. Hydrochlorid vom F. 248 , das sieh in Wasser leicht löst.
Die neue Verbindung soll therapeutische Verwendung finden.
<I>Beispiel:</I> Man leitet @Salzsäuregas in ein gekühltes Gemisch äquimolarer Mengen von Alkohol und Chinolin-8-oxybutyronitril (F. 66 bis 67 , hergestellt zum Beispiel durch Umset- zung von y - Chlorbutyronitril mit 8 - Oxy- ohinolin in Gegenwart von säurebindenden Mitteln)
ein und verreibt das entstandene Chiolin -8-oxy-n-butyrimidoäthyläther-hydro- ohlorid mit einem indifferenten Lösungsmit- tel, wie Petroläther, Äther oder Benzol.
Man erhält es so in Form eines farblosen Kristall- pulvers. 33 Teile Cbinolin-8-oxy-n-butyr- imidoäthyläther-hy drochlorid, aus dem sich während der Umsetzung Chinolin-8-oxy-n- butyrimidoäthyläther bildet,
werden mit einer alkoholischen Lösung von 4 Teilen Ammoniak geschüttelt. Sodann wird der Alkohol abdestilliert und der Rückstrand aus wenig Wasser umkristallisiert. Man erhält so das Chinolin-8-oxy-n-butenylamidin-hydro- ,chlorid als farbloses Kristallpulver, aus dem sich mittels Alkalien ,
die freie Base .gewinnen läBt.
Statt von Chinolin - 8 - oxy - n - butyrimido- ätliyIäther kann man ebensogut auch von einem andern Äther, wie z. B. vom Methyl-, Propyl- oder Butyläthier"ausgehen. An Stelle des salzsauren Salzes des Chino- lin-8-oxy-n-butyrimidoäthyläthers kann man die freie Base selbst oder ein anderes Salz, wie z.
B. .das Hydrobromid oder das schwe- felsaure Salz Verwendung finden.
Process for the preparation of a new therapeutically effective amidine. It has been found that a new therapeutically effective amidine can be obtained by reacting a quinoline-8-oxy-n-butyrimido ether with ammonia.
The quinoline-8-oxy-n-butenylamidine of the formula obtained in this way
EMI0001.0011
forms a. Hydrochloride of F. 248, which easily dissolves in water.
The new compound should find therapeutic use.
<I> Example: </I> @ Hydrochloric acid gas is passed into a cooled mixture of equimolar amounts of alcohol and quinoline-8-oxybutyronitrile (F. 66 to 67, produced for example by the reaction of γ-chlorobutyronitrile with 8-oxy- ohinolin in the presence of acid-binding agents)
and rub the resulting chiolin -8-oxy-n-butyrimidoethyl ether hydrochloride with an inert solvent such as petroleum ether, ether or benzene.
It is obtained in the form of a colorless crystal powder. 33 parts of Cbinolin-8-oxy-n-butyr- imidoäthyläther-hydrochloride, from which quinoline-8-oxy-n-butyrimidoethylether is formed during the reaction,
are shaken with an alcoholic solution of 4 parts of ammonia. The alcohol is then distilled off and the back beach is recrystallized from a little water. This gives the quinoline-8-oxy-n-butenylamidine hydrochloride as a colorless crystal powder, from which, by means of alkalis,
the free base can be obtained.
Instead of quinoline-8-oxy-n-butyrimido-ätliyIäther one can just as well also from another ether, such as z. B. from the methyl, propyl or butyl ethers "proceed. Instead of the hydrochloric acid salt of quinoline-8-oxy-n-butyrimido ethyl ether, the free base itself or another salt, such as.
B.. The hydrobromide or the sulfuric acid salt are used.
Claims (1)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH204755T | 1935-06-21 | ||
CH200478T | 1938-10-15 |
Publications (1)
Publication Number | Publication Date |
---|---|
CH204755A true CH204755A (en) | 1939-05-15 |
Family
ID=25723512
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CH204755D CH204755A (en) | 1935-06-21 | 1935-06-21 | Process for the preparation of a new therapeutically effective amidine. |
Country Status (1)
Country | Link |
---|---|
CH (1) | CH204755A (en) |
-
1935
- 1935-06-21 CH CH204755D patent/CH204755A/en unknown
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