CH266285A

CH266285A - Process for the preparation of a new hydrazine compound.

Info

Publication number: CH266285A
Authority: CH
Inventors: Aktiengesellschaft Ciba
Original assignee: Ciba Geigy
Priority date: 1945-12-21
Filing date: 1945-12-21
Publication date: 1950-01-15

Description

  

  <B>Verfahren zur Herstellung einer neuen</B>     Hydrazinverbindung.       Gegenstand des vorliegenden Patentes ist  ein Verfahren zur Herstellung eines neuen  Hydrazins, das dadurch gekennzeichnet ist,  dass man eine Verbindung der Formel  
EMI0001.0002     
    worin R einen austauschfähigen     Substituen-          ten,    z. B. eine veresterte     Oxygruppe,    besonders  ein Halogenatom, oder eine     Phenoxy-    oder       Tlrioäthergruppe,    bedeutet, mit     Hydrazin    um  setzt.  



  Das so erhaltene     3-Hydrazino-6-phenyl-          pyridazin    schmilzt bei 1440. Es bildet ein     Hy-          drochlorid    vom Schmelzpunkt 2330     (Zers.).     



  Die neue Verbindung bewirkt eine starke  und langandauernde     Blutdrucksenkung    und  soll als Heilmittel     Verwendung    finden.  



  Die Umsetzung wird zweckmässig in An  wesenheit von Verdünnungsmitteln, allenfalls  auch in Gegenwart von Kondensationsmitteln,  durchgeführt, wobei man ausserdem in Gegen  wart von Katalysatoren, wie Kupferpulver,  arbeiten kann.  



  <I>Beispiel:</I>  5     Gewiehtsteile        3-Chlor-6-phenyl-pyridazirr     werden in einem Gemisch von     15        Volumteilen          Hydrazinhydrat    und 20     Volumteilen    Alkohol  6     Stunden    zum Sieden erhitzt. Die klare Lö  sung scheidet beim Erkalten 4,8 Gewichtsteile       3-Hydrazino-6-phenyl-pyridazin    der Formel  
EMI0001.0024     
    in Form von Blättchen ab, die abgesaugt und  aus Methanol umkristallisiert werden. F. 1440.  Das Hydrochlorid, aus verdünnter Salzsäure  kristallisiert, schmilzt bei<B>2330</B> unter Zerset  zung.



  <B> Process for the preparation of a new </B> hydrazine compound. The present patent is a process for the preparation of a new hydrazine, which is characterized in that a compound of the formula
EMI0001.0002
    where R is an exchangeable substituent, e.g. B. an esterified oxy group, especially a halogen atom, or a phenoxy or Tlrioäthergruppe, means with hydrazine to sets.



  The 3-hydrazino-6-phenylpyridazine thus obtained melts at 1440. It forms a hydrochloride with a melting point of 2330 (decomp.).



  The new compound causes a strong and long-lasting lowering of blood pressure and is said to be used as a remedy.



  The reaction is expediently carried out in the presence of diluents, possibly also in the presence of condensing agents, and it is also possible to work in the presence of catalysts, such as copper powder.



  <I> Example: </I> 5 parts by weight of 3-chloro-6-phenyl-pyridazirr are heated to boiling for 6 hours in a mixture of 15 parts by volume of hydrazine hydrate and 20 parts by volume of alcohol. The clear solution separates 4.8 parts by weight of 3-hydrazino-6-phenyl-pyridazine of the formula on cooling
EMI0001.0024
    in the form of leaflets, which are suctioned off and recrystallized from methanol. F. 1440. The hydrochloride, crystallized from dilute hydrochloric acid, melts at <B> 2330 </B> with decomposition.

Claims

P ATENTANSPRUCI-I Process for the preparation of a new hydrazine, characterized in that one is a compound of the formula EMI0001.0027 wherein R. is an exchangeable substituent, with. Hy drazin implements. The 3-hydrazino-6-pheny-1-pyridazine thus obtained melts at 1440. It forms a hydrochloride with a melting point of 2330 (decomp.). The new. Compound is said to be used as a remedy. UNDER CLAIMS 1.

Process according to patent claim, characterized in that a 6-phenylpyridazine which contains an esterified oxy group in the 3-position is used as the starting material. 2. The method according to claim, characterized in that a 3-halo-6-phen3Tl-pyridazine is used as the starting material ver.