CH214534A - Process for the preparation of a diazoketone of the cyclopentanopolyhydrophenanthrene series. - Google Patents

Process for the preparation of a diazoketone of the cyclopentanopolyhydrophenanthrene series.

Info

Publication number
CH214534A
CH214534A CH214534DA CH214534A CH 214534 A CH214534 A CH 214534A CH 214534D A CH214534D A CH 214534DA CH 214534 A CH214534 A CH 214534A
Authority
CH
Switzerland
Prior art keywords
preparation
diazoketone
series
cyclopentanopolyhydrophenanthrene series
bisnor
Prior art date
Application number
Other languages
German (de)
Inventor
Gesellschaft Fuer Chemis Basel
Original Assignee
Chem Ind Basel
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Chem Ind Basel filed Critical Chem Ind Basel
Publication of CH214534A publication Critical patent/CH214534A/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J41/00—Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J75/00—Processes for the preparation of steroids in general

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Description

  

  Verfahren zur Darstellung eines     Diazoketons    der     Cyclopentanopolyhydrophenanthren-Reihe.       Es wurde gefunden, dass man zu einem       Diazoketon    der     Cyclopentanopolyhydrophen-          anthren-Reihe    gelangen kann, wenn man ein       d\,"-3-Keto-bisnor-cholensäurehalogenid    mit       Diazomethan    umsetzt. Die Umsetzung erfolgt       vorteilhaft    in Gegenwart eines Überschusses  von     Diazoverbindung,    der die entstehende       Halogenwasserstoffsäure    bindet.  



  Die so erhaltene Verbindung der Formel  
EMI0001.0011     
    bildet hellgelbe     Kristalle.    Sie soll als Zwi  schenprodukt zur Herstellung therapeutisch  verwendbarer Verbindungen dienen.  



       Beispiel:     Die     benzolisohe    Lösung von 1 Teil     44,'-          3-Keto-bisnor-cholensäurechlorid    wird langsam  in eine Lösung von aus 2 Teilen Nitroso-         methylurethan    dargestelltem     Diazomethan    in  Äther     zutropfen    gelassen.

   Nach Aufhören der  Stickstoffentwicklung lässt man noch einige  Zeit stehen, engt dann die gelb gefärbte Lösung  ein, setzt vorsichtig     Hexan    zu und gewinnt  so in Form hellgelber     Kristalle    die Verbin  dung der Formel  
EMI0001.0022     
    An Stelle des     44,@-3-Keto-bisnor-cholen-          säurechlorids    kann man ebensogut auch das       Bromid        verwenden.  



  Process for the preparation of a diazoketone of the cyclopentanopolyhydrophenanthrene series. It has been found that a diazoketone of the cyclopentanopolyhydrophenanthene series can be obtained if a d \, "- 3-keto-bisnor-cholenic acid halide is reacted with diazomethane. The reaction is advantageously carried out in the presence of an excess of diazo compound which contains the resulting hydrohalic acid binds.



  The compound of the formula thus obtained
EMI0001.0011
    forms light yellow crystals. It should serve as an inter mediate product for the preparation of therapeutically useful compounds.



       Example: The benzol solution of 1 part 44'-3-keto-bisnor-cholenic acid chloride is slowly added dropwise to a solution of diazomethane in ether, prepared from 2 parts of nitrosomethyl urethane.

   After the evolution of nitrogen has ceased, the mixture is left to stand for a while, then the yellow-colored solution is concentrated, hexane is carefully added and the compound of the formula is obtained in the form of light yellow crystals
EMI0001.0022
    In place of the 44, @ - 3-keto-bisnor-cholenic acid chloride one can just as well use the bromide.

Claims (1)

PATENTANSPRUCH: Verfahren zur Darstellung eines Diazo- ketons der Cyclopentanopolyhydrophenanthren- Reihe, dadurch gekennzeichnet, dass man ein dI>5-3-Keto-bisnor-cholensäurehalogenid mit Diazomethan umsetzt. Die so erhaltene Verbindung der Formel EMI0002.0002 bildet Hellgelbe Kristalle. Sie soll als Zwi schenprodukt zur Herstellung therapeutisch verwendbarer Verbindungen dienen. Claim: Process for the preparation of a diazo ketone of the cyclopentanopolyhydrophenanthren series, characterized in that a dI> 5-3-keto-bisnor-cholenic acid halide is reacted with diazomethane. The compound of the formula thus obtained EMI0002.0002 forms light yellow crystals. It should serve as an inter mediate product for the preparation of therapeutically useful compounds.
CH214534D 1937-07-09 1937-07-09 Process for the preparation of a diazoketone of the cyclopentanopolyhydrophenanthrene series. CH214534A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH214534T 1937-07-09
CH211650T 1937-07-09

Publications (1)

Publication Number Publication Date
CH214534A true CH214534A (en) 1941-04-30

Family

ID=25725049

Family Applications (1)

Application Number Title Priority Date Filing Date
CH214534D CH214534A (en) 1937-07-09 1937-07-09 Process for the preparation of a diazoketone of the cyclopentanopolyhydrophenanthrene series.

Country Status (1)

Country Link
CH (1) CH214534A (en)

Similar Documents

Publication Publication Date Title
CH214534A (en) Process for the preparation of a diazoketone of the cyclopentanopolyhydrophenanthrene series.
CH211650A (en) Process for the preparation of a diazoketone of the cyclopentanopolyhydrophenanthrene series.
CH214535A (en) Process for the preparation of a diazoketone of the cyclopentanopolyhydrophenanthrene series.
CH228854A (en) Process for the preparation of a basic amide.
AT105595B (en) Process for the preparation of iodine derivatives of diamine alcohols, which are readily soluble in water.
AT219599B (en) Process for the preparation of new, basic substituted thioethers of pyrimidines
CH235951A (en) Process for the preparation of a new therapeutically effective amidine.
CH297732A (en) Process for the preparation of a new quaternary salt.
CH235953A (en) Process for the preparation of a new therapeutically effective amidine.
CH234988A (en) Process for the preparation of a new therapeutically effective amidine.
CH204725A (en) Process for the preparation of an imidazole dihydride (4,5) substituted in the 2-position.
CH156930A (en) Process for the preparation of a double compound of the pyridine series.
CH311592A (en) Process for making a new salt.
CH234989A (en) Process for the preparation of a new therapeutically effective amidine.
CH234991A (en) Process for the preparation of a new therapeutically effective amidine.
CH234982A (en) Process for the preparation of a new therapeutically effective amidine.
CH195563A (en) Process for the preparation of a theophylline derivative of a urethane series mercury compound.
CH141531A (en) Process for the preparation of 2-chlorobenzothiazole.
CH94567A (en) Process for the preparation of 3,6-diamino-9-benzyl-10-methyldihydroacridine.
CH297298A (en) Process for the preparation of a new quaternary salt.
CH156933A (en) Process for the preparation of a double compound of the pyridine series.
CH265758A (en) Process for the preparation of a new mercury compound.
CH316629A (en) Process for the preparation of a hydrazone of a heterocyclic aldehyde
CH156938A (en) Process for the preparation of a double compound of the pyridine series.
CH156935A (en) Process for the preparation of a double compound of the pyridine series.