CH184419A - Process for the preparation of a mixture of stereoisomeric dihydrofollicle hormones of the formula C18H24O2. - Google Patents
Process for the preparation of a mixture of stereoisomeric dihydrofollicle hormones of the formula C18H24O2.Info
- Publication number
- CH184419A CH184419A CH184419DA CH184419A CH 184419 A CH184419 A CH 184419A CH 184419D A CH184419D A CH 184419DA CH 184419 A CH184419 A CH 184419A
- Authority
- CH
- Switzerland
- Prior art keywords
- mixture
- formula
- hormones
- dihydrofollicle
- stereoisomeric
- Prior art date
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- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Description
Verfahren zur Herstellung eines Gemisches stereoisornerer Dihydrofollikelhormone der Formel CisH2402. Gegenstand vorliegenden Patentes ist ein Verfahren zur Herstellung eines Gemisches stereoisomerer Dihydrofollikelhormone der Formel ClR'Ì.,402, das .dadurch gekennzeich net ist,
dass man das Gemisch der Oxime der isomeren Follikelhormone der Formel C1811220_ mit einem reduzierenden Mittel und das entstandene Amingemisch bei Ge genwart einer Säure mit einem Nitrit be handelt.
Das so erhältliche Produkt, das bereits im Schweiz. Patent Nr. 177408 beschrieben wurde, soll als Arzneimittel Verwendung finden. <I>Beispiel:</I> 0,5 g des von Butenandt beschriebenen Gemisches der Oxime der isomeren Follikel hormone der Formel C1RH.202 werden in Al kohol gelöst und zum Sieden erhitzt.
Dann wird nach und nach 1 g fein geschnitttenes Natriummetall in die .siedende Lösung ein- getragen, nach vollendeter Lösung .des Na triums mit Wasser verdünnt und durch Ein engen im Vakuum der Alkohol aus der Lö sung entfernt.
Ohne das entstandene Amin- g o emisch zu isolieren, wird nun mit verdünn- ter Salzsäure angesäuert und mit einer Auf lösung von 0,25g galiumnitrit in Wasser versetzt und aufgekocht.
Aus der sauren Lö sung wird mit Äther das Reaktionsprodukt ausgeschüttelt, ,das nach .dem Verdunstendes Äthers .als ölige, .schwach braun gefärbte Masse zurückbleibt. Durch Umkristallisieren kann man aus dem Stereoisomerengemisch das schon beschriebene Stereoisomere des Di- hydrofollikelhormons der Formel C1811240:: mit dem Schmelzpunkt von 168 bis 170 und der typischen Fluoreszenz der schwefelsauren Lösung in ultraviolett isolieren.
Process for the preparation of a mixture of stereoisomeric dihydrofollicle hormones of the formula CisH2402. The subject of the present patent is a process for the preparation of a mixture of stereoisomeric dihydrofollicle hormones of the formula ClR'Ì., 402, which is marked thereby,
that the mixture of the oximes of the isomeric follicle hormones of the formula C1811220_ is treated with a reducing agent and the amine mixture formed is treated with a nitrite in the presence of an acid.
The product available in this way, which is already available in Switzerland. Patent No. 177408 is said to find use as a medicament. <I> Example: </I> 0.5 g of the mixture of oximes of the isomeric follicle hormones of the formula C1RH.202 described by Butenandt is dissolved in alcohol and heated to the boil.
Then gradually 1 g of finely chopped sodium metal is introduced into the boiling solution, after the sodium has dissolved, it is diluted with water and the alcohol is removed from the solution by concentrating it in vacuo.
Without isolating the amine produced, it is now acidified with dilute hydrochloric acid, a solution of 0.25 g of galium nitrite in water is added and the mixture is boiled.
The reaction product is shaken out of the acidic solution with ether, and after the ether has evaporated it remains as an oily, pale brown colored mass. The already described stereoisomer of the dihydrofollicle hormone of the formula C1811240 :: with a melting point of 168 to 170 and the typical fluorescence of the sulfuric acid solution in ultraviolet can be isolated from the stereoisomer mixture by recrystallization.
Claims (1)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE184419X | 1932-12-23 |
Publications (1)
Publication Number | Publication Date |
---|---|
CH184419A true CH184419A (en) | 1936-05-31 |
Family
ID=5719004
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CH184419D CH184419A (en) | 1932-12-23 | 1933-10-24 | Process for the preparation of a mixture of stereoisomeric dihydrofollicle hormones of the formula C18H24O2. |
Country Status (1)
Country | Link |
---|---|
CH (1) | CH184419A (en) |
-
1933
- 1933-10-24 CH CH184419D patent/CH184419A/en unknown
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