CH185361A - Process for the preparation of diphenylacetic acid-2-diethylaminoethanol ester. - Google Patents
Process for the preparation of diphenylacetic acid-2-diethylaminoethanol ester.Info
- Publication number
- CH185361A CH185361A CH185361DA CH185361A CH 185361 A CH185361 A CH 185361A CH 185361D A CH185361D A CH 185361DA CH 185361 A CH185361 A CH 185361A
- Authority
- CH
- Switzerland
- Prior art keywords
- diphenylacetic acid
- diethylaminoethanol
- ester
- acid
- metal salt
- Prior art date
Links
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zur Herstellung von Diphenylessigsäure-2-diäthylaminoäthanolester. Es wurde gefunden, dass man zu Diphenyl- essigsäure-2-diäthylaminoäthanolester gelan gen kann, wenn man auf ein Metallsalz der Di- phenylessigsäure einen reaktionsfähigen Ester des 2-Diäthylamirioäthanols einwirken lässt.
Der so erhaltene Diphenyl2ssigsäure-2- diäthylaminoäthanolester siedet bei 139 unter 0,005 mm Druck. Sein Hydrochlorid zeigt den F. 113-114'. Sein Jodmethylat bildet Kri stalle vom F. 140-1411. Sein Chlormethylat schmilzt bei<B>77-78'.</B>
Die neue Verbindung soll therapeutische Verwendung finden.
<I>Beispiel:</I> 42,4 Teile Diphenylessigsäure, 41 Teile Chloräthyldiäthylamin-hydrochlorid, 55 Teile Kaliumcarbonat und 120 Teile Aceton werden am Rückfluss bis zur beendeten Reaktion ge kocht. Nach dem Abkühlen wird filtriert, mit Aceton gewaschen und das eingedampfte Fil trat in Äther aufgenommen. Die Ätherlösung wird mit verdünnter Natriumcarbonatlösung gewaschen und über Kaliumcarbonat getrock net.
Nach dern Verdampfen des Äthers erhält man den Diphenylessigsäure-2-diäthylamino- äthanolester als Öl, das im Hochvakuum frak tioniert werden kann.
Dieselbe Verbindung kann auch gewonnen werden, wenn man zum Beispiel an Stelle von Kaliumcarbonat ein anderes Alkalicarbonat verwendet, oder wenn man ein fertiges Alkali- oder anderes Metallsalz der Diphenylessig- säure mit Chloräthyldiäthylaminumsetzt. Statt diesem können auch Ester des Diäthylamino- äthanols mit andern Halogenwasserstoffsäuren oder zum Beispiel mit Arylsulfonsäuren, wie Toluolsulfonsäure, verwendet werden. .
Process for the preparation of diphenylacetic acid-2-diethylaminoethanol ester. It has been found that diphenylacetic acid-2-diethylaminoethanol ester can be obtained if a reactive ester of 2-diethylaminoethanol is allowed to act on a metal salt of diphenylacetic acid.
The 2-diethylaminoethanol diphenyl / acetic acid thus obtained boils at 139 under 0.005 mm pressure. Its hydrochloride shows the F. 113-114 '. Its iodine methylate forms crystals from F. 140-1411. Its chloromethylate melts at <B> 77-78 '. </B>
The new compound should find therapeutic use.
<I> Example: </I> 42.4 parts of diphenylacetic acid, 41 parts of chloroethyl diethylamine hydrochloride, 55 parts of potassium carbonate and 120 parts of acetone are refluxed until the reaction has ended. After cooling, it is filtered, washed with acetone and the evaporated Fil is taken up in ether. The ether solution is washed with dilute sodium carbonate solution and getrock over potassium carbonate.
After evaporation of the ether, the diphenylacetic acid-2-diethylaminoethanol ester is obtained as an oil which can be fractionated in a high vacuum.
The same compound can also be obtained if, for example, another alkali metal carbonate is used instead of potassium carbonate, or if a finished alkali or other metal salt of diphenyl acetic acid is reacted with chloroethyl diethylamine. Instead of this, it is also possible to use esters of diethylaminoethanol with other hydrohalic acids or, for example, with arylsulfonic acids such as toluenesulfonic acid. .
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH185361T | 1934-07-12 | ||
| CH183065T | 1934-07-12 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH185361A true CH185361A (en) | 1936-07-15 |
Family
ID=25720822
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH185361D CH185361A (en) | 1934-07-12 | 1934-07-12 | Process for the preparation of diphenylacetic acid-2-diethylaminoethanol ester. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH185361A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2437035A (en) * | 1946-03-30 | 1948-03-02 | Hoffmann La Roche | Ether-esters of organic hydroxy diphenyl acetic acid and process for manufacture of same |
-
1934
- 1934-07-12 CH CH185361D patent/CH185361A/en unknown
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2437035A (en) * | 1946-03-30 | 1948-03-02 | Hoffmann La Roche | Ether-esters of organic hydroxy diphenyl acetic acid and process for manufacture of same |
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