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CH180874A - Process for the preparation of an acylated dihydrofollicle hormone. - Google Patents

Process for the preparation of an acylated dihydrofollicle hormone.

Info

Publication number
CH180874A
CH180874A CH180874DA CH180874A CH 180874 A CH180874 A CH 180874A CH 180874D A CH180874D A CH 180874DA CH 180874 A CH180874 A CH 180874A
Authority
CH
Switzerland
Prior art keywords
hormone
acylated
dihydrofollicle
preparation
dihydrofollicle hormone
Prior art date
Application number
Other languages
German (de)
Inventor
Schering-Kahlbaum A G
Original Assignee
Schering Kahlbaum Ag
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
Priority claimed from DESCH101131D external-priority patent/DE626291C/en
Application filed by Schering Kahlbaum Ag filed Critical Schering Kahlbaum Ag
Publication of CH180874A publication Critical patent/CH180874A/en

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  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Description

  

      Yerfaliren    zur Herstellung eines     acylierten        Dihydrofollikelhormons.       Gegenstand vorliegenden Patentes ist ein  Verfahren zur Herstellung eines     acylierten          Dihydrofollikelhormons,    das .dadurch gekenn  zeichnet ist,     da.ss    man     Dihydrofollikelhormon          vom        Fp.    174' C, ein     benzoy        lierendes    Mittel  und ein     acetylierendes    Mittel aufeinander  einwirken lässt.  



  Die so erhaltene neue Verbindung, da:-,       Benzoylacetyldihydrofollikelhormon,    die als  Arzneimittel Verwendung finden soll, bildet  schöne     Kristalle.     



  <I>Beispiel:</I>  Man löst 0,5 g des     Dihydrofollikelhor-          mons    vom Schmelzpunkt 174' C in über  schüssiger Natronlauge auf und versetzt so  dann unter sehr gutem     Umsehütteln    oder Um  rühren mit etwa. der doppelten Menge     Ben-          zoylchlorid    in sehr kleinen Anteilen. Mit  dem Fortschreiten der     Benzoylierung    schei  det sich das     Monobenzoyidihydrofollikel-          hormon    der Formel     C2;12.03    aus.

   Es kann  nach dem     Abfiltrieren    durch     Umkristalli-          sieren    gereinigt werden und wird dann in  schönen weissen, glänzenden Kristallen vom  Schmelzpunkt 187,5 bis<B>190'</B> erhalten.    0,6 g dieses     Monobenzoats    werden in  15 cm' trockenem     Pyridin    gelöst und die Lö  sung nach Zusatz von 60 cm' Essigsäure  anhydrid     \?    Tage bei 0   stehen gelassen.  Darauf-wird die Reaktionslösung unter Küh  lung in 750     cm'    verdünnte Schwefelsäure  eingegossen und das abgeschiedene Reak  tionsprodukt in Äther aufgenommen. Die  ätherische Lösung wird mit Wasser ge  waschen, getrocknet und abgedampft.

   Als  Rückstand     hinterbleibt    in schönen Kristallen  das     Benzoy        lacetyldihydrofollikelhormon.  



      Yerfaliren for the production of an acylated dihydrofollicle hormone. The subject of the present patent is a process for the production of an acylated dihydrofollicle hormone, which is characterized by the fact that dihydrofollicle hormone of melting point 174 ° C, a benzoylating agent and an acetylating agent are allowed to act on one another.



  The new compound obtained in this way, da: -, Benzoylacetyldihydrofollicle hormone, which is said to be used as a medicine, forms beautiful crystals.



  <I> Example: </I> Dissolve 0.5 g of the dihydrofollicle hormone with a melting point of 174 ° C in excess sodium hydroxide solution and then add about. twice the amount of benzoyl chloride in very small proportions. As the benzoylation proceeds, the monobenzoyidihydrofollicle hormone of the formula C2; 12.03 is eliminated.

   After filtering it off, it can be purified by recrystallization and is then obtained in beautiful white, shiny crystals with a melting point of 187.5 to <B> 190 '</B>. 0.6 g of this monobenzoate are dissolved in 15 cm 'of dry pyridine and the solution after adding 60 cm of acetic anhydride \? Left for days at 0. The reaction solution is then poured into 750 cm 'of dilute sulfuric acid with cooling and the reaction product which has separated out is taken up in ether. The ethereal solution is washed with water, dried and evaporated.

   The residue is the Benzoy lacetyldihydrofollicle hormone in beautiful crystals.

Claims (1)

PATENTANSPRUCH Verfahren zur Herstellung eines acylier- ten Dihydrofollikelhormons, dadurch gekenn zeichnet, dass man Dihydrofollikelhormon vom Fp. 1 14' C, ein benzoylierendes Mittel und ein acetylierendes Mittel aufein ander einwirken lässt. Die so erhaltene neue Verbindung, das Benzoylacetyldihydrofollikelhormon, bildet schöne Kristalle. PATENT CLAIM A process for the production of an acylated dihydrofollicle hormone, characterized in that dihydrofollicle hormone having a melting point of 114 ° C., a benzoylating agent and an acetylating agent are allowed to act on one another. The new compound thus obtained, the benzoylacetyl dihydrofollicle hormone, forms beautiful crystals.
CH180874D 1932-12-23 1933-12-18 Process for the preparation of an acylated dihydrofollicle hormone. CH180874A (en)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
DE180874X 1932-12-23
DESCH101131D DE626291C (en) 1933-05-06 1933-05-06 Method for the preparation of acyloctahydrofollicle hormone
CH174209T 1933-12-18
DESCH104319D DE645818C (en) 1933-05-06 1934-05-25 Method for the preparation of acyloctahydrofollicle hormone

Publications (1)

Publication Number Publication Date
CH180874A true CH180874A (en) 1935-11-15

Family

ID=34108916

Family Applications (1)

Application Number Title Priority Date Filing Date
CH180874D CH180874A (en) 1932-12-23 1933-12-18 Process for the preparation of an acylated dihydrofollicle hormone.

Country Status (1)

Country Link
CH (1) CH180874A (en)

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