AT230882B - Process for the production of 6-aminochryses - Google Patents
Process for the production of 6-aminochrysesInfo
- Publication number
- AT230882B AT230882B AT162562A AT162562A AT230882B AT 230882 B AT230882 B AT 230882B AT 162562 A AT162562 A AT 162562A AT 162562 A AT162562 A AT 162562A AT 230882 B AT230882 B AT 230882B
- Authority
- AT
- Austria
- Prior art keywords
- aminochryses
- production
- catalyst
- nitrochrysenic
- aminochrysenic
- Prior art date
Links
Landscapes
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Description
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Verfahren zur Herstellung von 6-Aminochrysen
Die Erfindung bezieht sich auf ein Verfahren zur Herstellung von 6-Aminochrysen.
6-Aminochrysen (Strukturformeln) ist als chemisches Produkt, nicht jedoch in seiner Anwendung als Medikament, bekannt und wurde bisher durch Reduktion von 6-Nitrochrysen (Strukturformel I) entweder mit Metallen (z. B. Zinn) und Salzsäure in Essigsäure oder mit Jodwasserstoffsäure und rotem Phosphor hergestellt.
EMI1.1
Abgesehen davon, dass diese Methoden nur eine geringe Ausbeute an Amin liefern, sind sie langwierig und können schwerlich zur Herstellung grösserer Mengen von 6-Aminochrysen angewendet werden.
Die Erfindung hat das Ziel, diesen Nachteilen durch ein Verfahren abzuhelfen, welches wesentlich bequemer ist, höhere Ausbeuten ergibt und sich zur Herstellung grösserer Mengen 6-Aminochrysen eignet.
Das erfindungsgemässe Verfahren besteht im wesentlichen darin, dass 6-Nitrochrysen in Anwesenheit eines Katalysators wie Raney-Nickel mit Hydrazinhydrat reduziert wird.
Das nach dem erfindungsgemässen Verfahren hergestellte 6-Aminochrysen kann, wie sich herausgestellt hat, in der Therapie, ganz besonders bei der Behandlung von Splenomegalia verschiedener Herkunft und von Leukämie, insbesondere der myeloischen Leukämie, verwendet werden.
Beispiel : In absolutem Äthanol, dem etwas Benzol zugesetzt ist, werden 130 g 6-Nitrochrysen gelöst und 100 g 95%oignes Hydrazinhydrat hinzugefügt. Dazu gibt man 30 g Raney-Nickel und erwärmt im Wasserbad unter Rückfluss bis zum Ende der Reaktion. Dieses zeigt sich durch eine Entfärbung der Lösung an. Man filtriert vom Katalysator ab, engt das Filtrat im Vakuum auf dem Wasserbad ein und lässt die sich bildenden Kristalle aus 6-Aminochrysen langsam auskristallisieren. Dann wird das Produkt aus Äthanol umkristallisiert. Bei einer Ausbeute von über 90% erhält man ein nahezu farbloses Produkt mit einem Fp 211-2120C.
**WARNUNG** Ende DESC Feld kannt Anfang CLMS uberlappen**.
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Process for the production of 6-aminochryses
The invention relates to a process for the production of 6-aminochryses.
6-aminochrysenic (structural formula) is known as a chemical product, but not in its use as a medicament, and was previously obtained by reducing 6-nitrochrysenic (structural formula I) either with metals (e.g. tin) and hydrochloric acid in acetic acid or with hydriodic acid and red phosphorus.
EMI1.1
Apart from the fact that these methods only give a low yield of amine, they are tedious and can hardly be used for the production of larger quantities of 6-aminochryses.
The aim of the invention is to remedy these disadvantages by a process which is much more convenient, gives higher yields and is suitable for the production of larger quantities of 6-aminochrysene.
The process according to the invention essentially consists in reducing 6-nitrochrysenic in the presence of a catalyst such as Raney nickel with hydrazine hydrate.
The 6-aminochrysenic produced by the method according to the invention can, as has been found, be used in therapy, especially in the treatment of splenomegals of various origins and of leukemia, in particular myeloid leukemia.
Example: 130 g of 6-nitrochrysenic are dissolved in absolute ethanol to which a little benzene has been added and 100 g of 95% oignes hydrazine hydrate are added. 30 g of Raney nickel are added and the mixture is heated under reflux in a water bath until the reaction has ended. This is indicated by a discoloration of the solution. The catalyst is filtered off, the filtrate is concentrated in vacuo on a water bath and the crystals which are formed are slowly crystallized from 6-aminochrysenic. Then the product is recrystallized from ethanol. With a yield of over 90%, an almost colorless product with a melting point of 211-2120C is obtained.
** WARNING ** End of DESC field may overlap beginning of CLMS **.
Claims (1)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| BE230882X | 1961-09-01 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AT230882B true AT230882B (en) | 1963-12-30 |
Family
ID=3866247
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AT162562A AT230882B (en) | 1961-09-01 | 1962-02-27 | Process for the production of 6-aminochryses |
Country Status (1)
| Country | Link |
|---|---|
| AT (1) | AT230882B (en) |
-
1962
- 1962-02-27 AT AT162562A patent/AT230882B/en active
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