CH262114A - Process for the preparation of a new hydrazine compound. - Google Patents

Process for the preparation of a new hydrazine compound.

Info

Publication number
CH262114A
CH262114A CH262114DA CH262114A CH 262114 A CH262114 A CH 262114A CH 262114D A CH262114D A CH 262114DA CH 262114 A CH262114 A CH 262114A
Authority
CH
Switzerland
Prior art keywords
preparation
new
compound
hydrazine compound
hydrazine
Prior art date
Application number
Other languages
German (de)
Inventor
Aktiengesellschaft Ciba
Original Assignee
Ciba Geigy
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 Ciba Geigy filed Critical Ciba Geigy
Publication of CH262114A publication Critical patent/CH262114A/en

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D237/00—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings
    • C07D237/26—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings condensed with carbocyclic rings or ring systems
    • C07D237/30—Phthalazines
    • C07D237/34—Phthalazines with nitrogen atoms directly attached to carbon atoms of the nitrogen-containing ring, e.g. hydrazine radicals

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Description

  

  Verfahren zur Herstellung einer neuen     Hydrazinverbindung.       Gegenstand des     vorliegenden    Patentes ist  ein Verfahren zur Herstellung eines neuen  Hydrazins, das dadurch gekennzeichnet ist,  dass man eine Verbindung der Formel  
EMI0001.0003     
    worin R einen austauschfähigen     Substituen-          ten,    z. B. eine     veresterte        OYygruppe,    beson  ders ein Halogenatom, oder eine     PhenoXy-          oder        Tliioäthergruppe,    bedeutet, mit     Hydra-          zin    umsetzt.  



  Das so erhaltene     1-Hydrazino-plitalazin     schmilzt, rasch erhitzt, bei 172 bis 173  und  bildet ein     Hydroehlorid    vom F.273  (Zerr.).  



  Die neue Verbindung soll als Heilmittel       Verwendung    finden.  



  Die Umsetzung wird zweckmässig in An  wesenheit von     Verdünnungsmitteln,    allen  falls auch in Gegenwart von Kondensations  mitteln durchgeführt., wobei man ausserdem  in Gegenwart von     Katalysatoren,    wie Kupfer  pulver, arbeiten kann.  



  <I>Beispiel:</I>  30     Gewichtsteile        Phtalazon    werden in be  kannter Weise in     l-Chlor-plitalazin    überge  führt. Die     -frisch    gewonnene,     noeh    feuchte    Chlorverbindung wird in einem     Gemisch    von  100     Volumteilen    Alkohol und 90     Volumteilen          Hy        drazinhydrat    2 Stunden auf dem Wasser  bad erhitzt.

   Nach allfälligem Filtrieren kri  stallisiert beim Erkalten das     1=Hydrazino-          plitalazin    der Formel  
EMI0001.0030     
    in gelben     Nädelchen    aus. Es wird abgesaugt  und mit kaltem Alkohol gewaschen. Die Aus  beute beträgt 20 bis 25 Gewichtsteile. Die  neue Verbindung kann aus Methylalkohol um  kristallisiert werden und     schmilzt,    rasch er  hitzt, bei 172 bis 173 . Durch Erwärmen in  alkoholischer oder wässeriger Salzsäure erhält  man das Hydrochlorid vom F. 273      (Zers.).     Es löst sieh bei Zimmertemperatur zu etwa  3     %    in Wasser.

   Das mit verdünnter Schwefel  säure gewonnene Sulfat ist etwas leichter.     lös-          lieh,    noch leichter das mit     -i#lethansulfosäure     gewonnene Salz.  



  An Stelle des     1-Chlor-phtalazins    kann  auch     1-Plienoxy-phtalazin    (F.107 ; auf üb  liche Art erhältlich) verwendet werden, wo  bei die Umsetzung zweckmässig bei höherer       Temperatur    erfolgt.



  Process for the preparation of a new hydrazine compound. The present patent relates to a process for the preparation of a new hydrazine, which is characterized in that a compound of the formula
EMI0001.0003
    where R is an exchangeable substituent, e.g. B. an esterified OYy group, especially a halogen atom, or a PhenoXy or Tliioäthergruppe, means, reacts with hydrazine.



  The 1-hydrazino-plitalazine thus obtained melts, heated quickly, at 172 to 173 and forms a hydrochloride of F.273 (Zerr.).



  The new compound is said to be used as a remedy.



  The reaction is expediently carried out in the presence of diluents, if necessary also in the presence of condensation agents. It is also possible to work in the presence of catalysts, such as copper powder.



  <I> Example: </I> 30 parts by weight of phthalazone are converted into l-chloro-plitalazine in a known manner. The freshly obtained, still moist chlorine compound is heated in a mixture of 100 parts by volume of alcohol and 90 parts by volume of hydrazine hydrate for 2 hours on the water bath.

   After any filtration, the 1 = hydrazino-plitalazine of the formula crystallizes on cooling
EMI0001.0030
    in yellow needles. It is suctioned off and washed with cold alcohol. The booty is 20 to 25 parts by weight. The new compound can be recrystallized from methyl alcohol and, quickly heated, melts at 172 to 173. The hydrochloride of F. 273 (decomp.) Is obtained by heating in alcoholic or aqueous hydrochloric acid. It dissolves about 3% in water at room temperature.

   The sulphate obtained with dilute sulfuric acid is somewhat lighter. The salt obtained with -i # lethanesulfonic acid was soluble, even lighter.



  Instead of 1-chloro-phtalazine, 1-plienoxy-phtalazine (F.107; obtainable in the usual way) can also be used, where the reaction is conveniently carried out at a higher temperature.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines neuen Hydrazins, dadurch gekennzeichnet, dass man eine Verbindung der Formel EMI0002.0003 worin R einen austauschfähigen Substituen- ten bedeutet, mit Hydrazin umsetzt. Das so erhaltene 1-Hydrazino-plitalazin schmilzt, rasch erhitzt, bei 172 bis 173 und bildet ein Hydrochlorid vom F.273 (Zers.). Die neue Verbindung soll als Heilmittel Verwendung finden. UNTERANSPRüCHE 1. PATENT CLAIM: Process for the preparation of a new hydrazine, characterized in that a compound of the formula EMI0002.0003 where R is an exchangeable substituent, reacts with hydrazine. The 1-hydrazino-plitalazine thus obtained melts, heated rapidly, at 172 to 173 and forms a hydrochloride of F.273 (decomp.). The new compound is said to be used as a remedy. SUBCLAIMS 1. Verfahren nach Patentanspruch, da durch gekennzeichnet, dass man ein Phtalazin, das in 1-Stellung eine veresterte Oxygruppe enthält, als Ausgangsstoff verwendet. 2. Verfahren nach Patentanspruch, da durch gekennzeichnet, dass man ein 1-Halogen- phtalazin als Ausgangsstoff verwendet. Process according to patent claim, characterized in that a phthalazine which contains an esterified oxy group in the 1-position is used as the starting material. 2. The method according to claim, characterized in that a 1-halophthalazine is used as the starting material.
CH262114D 1945-12-21 1945-12-21 Process for the preparation of a new hydrazine compound. CH262114A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH262114T 1945-12-21

Publications (1)

Publication Number Publication Date
CH262114A true CH262114A (en) 1949-06-15

Family

ID=4474210

Family Applications (1)

Application Number Title Priority Date Filing Date
CH262114D CH262114A (en) 1945-12-21 1945-12-21 Process for the preparation of a new hydrazine compound.

Country Status (1)

Country Link
CH (1) CH262114A (en)

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