CH309831A - Process for producing a hydrazine compound. - Google Patents

Process for producing a hydrazine compound.

Info

Publication number
CH309831A
CH309831A CH309831DA CH309831A CH 309831 A CH309831 A CH 309831A CH 309831D A CH309831D A CH 309831DA CH 309831 A CH309831 A CH 309831A
Authority
CH
Switzerland
Prior art keywords
parts
producing
phthalazine
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 CH309831A publication Critical patent/CH309831A/en

Links

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)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Description

  

      Verfahren        zur        Herstellung    einer     Hydrazinverhindung.            Gegenstand    des vorliegenden Patentes ist  ein Verfahren zur Herstellung des in der  Schweizer Patentschrift     Nr.262114    beschrie  benen     1-Hydrazino-phthalazins,    welches da  durch gekennzeichnet ist, dass man eine Ver  bindung der Formel  
EMI0001.0008     
    worin X eine     Aminogruppe    bedeutet, mit       Hydrazin    umsetzt.  



  Die Umsetzung wird zweckmässig in An  wesenheit von Verdünnungsmitteln, allenfalls  auch in Gegenwart von Kondensationsmitteln,  vorteilhaft bei erhöhter Temperatur, durch  geführt. Sofern die als Ausgangsstoffe verwen  deten     Verbindungen    neu sind, lassen sie sich  nach an sich bekannten Methoden gewinnen.  <I>Beispiel 1:</I>  Eine Lösung von 0,2 Gewichtsteilen des       Hydrochlorids    von     1-Amino-phthalazin    in  0,3     Volumteilen    absolutem Äthanol wird mit  0,8     Volumteilen        Hydrazinhydrat    versetzt     und     während 8 Stunden am     Rückfluss    gekocht.

    Der Alkohol wird im Vakuum verdampft und  der Rückstand über Nacht kristallisieren ge  lassen. Man erhält nach dem     Abnutschen    und  Waschen mit kaltem Äthanol 0,08 Gewichts-    teile     1-Hydrazino-phthalazin,    dessen     Hydro-          ehlorid    einen F. = 273  (Zerr.) aufweist.

      <I>Beispiel 2:</I>  Eine Lösung von 2 Gewichtsteilen     1-Pi-          peridino-phthalazin    in 8     Volumteilen        Isopro-          pylalkohol    werden mit 10     Volumteilen        Hy-          drazinhydrat    versetzt und während 10 Stun  den am     Rückfluss    gekocht.

   Der     Propylalkohol     wird am Vakuum weitgehend verdampft, und  der feste Rückstand wird in 40     Vohunteilen          Cyclohexan        ausgekocht.    Der unlösliche Rück  stand wird in 7     Volumteilen        1-n-Salzsäure     gelöst     -und    die Lösung filtriert, worauf aus  dem Filtrat beim     Abkühlen    0,3 Gewichtsteile  des Hydrochlorids von     1-Hydrazinö-phthal-          azin    vom F. = 273      (Zers.)        kristallisieren.  



      Process for the preparation of a hydrazine compound. The subject of the present patent is a process for the preparation of the 1-hydrazino-phthalazine described in Swiss Patent No. 262114, which is characterized in that a compound of the formula is used
EMI0001.0008
    wherein X is an amino group, reacts with hydrazine.



  The reaction is expediently carried out in the presence of diluents, possibly also in the presence of condensing agents, advantageously at elevated temperature. If the compounds used as starting materials are new, they can be obtained by methods known per se. <I> Example 1: </I> A solution of 0.2 parts by weight of the hydrochloride of 1-aminophthalazine in 0.3 parts by volume of absolute ethanol is mixed with 0.8 parts by volume of hydrazine hydrate and refluxed for 8 hours.

    The alcohol is evaporated in vacuo and the residue is allowed to crystallize overnight. After suction filtration and washing with cold ethanol, 0.08 part by weight of 1-hydrazino-phthalazine is obtained, the hydrochloride of which has a F. = 273 (distortion).

      <I> Example 2: </I> A solution of 2 parts by weight of 1-piperidino-phthalazine in 8 parts by volume of isopropyl alcohol is mixed with 10 parts by volume of hydrazine hydrate and refluxed for 10 hours.

   Most of the propyl alcohol is evaporated off in vacuo and the solid residue is boiled up in 40% cyclohexane. The insoluble residue is dissolved in 7 parts by volume of 1N hydrochloric acid and the solution is filtered, whereupon 0.3 parts by weight of the hydrochloride of 1-hydrazinö-phthalazine with a melting point of 273 (decomp.) Crystallize from the filtrate on cooling .

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung des in der Schweizer Patentschrift Nr.262114 beseUrie- benen 1- Hydrazino -phthalazins, dadurch ge kennzeichnet, dass man eine Verbindung der Formel EMI0001.0049 worin X eine Aminogruppe bezeichnet, mit Hydrazin umsetzt. UNTERANSPRÜCHE 1. Verfahren nach Patentanspruch, da durch gekennzeichnet, dass man 1-Amino- phthalazin als Ausgangsstoff verwendet. 2. PATENT CLAIM: Process for the production of the 1-hydrazino-phthalazine described in Swiss patent specification No. 262114, characterized in that a compound of the formula EMI0001.0049 wherein X denotes an amino group, reacts with hydrazine. SUBClaims 1. Method according to patent claim, characterized in that 1-amino phthalazine is used as the starting material. 2. Verfahren nach Patentansprueh, da durch gekennzeichnet, dass man 1-Piperidino- phthalazin als Ausgangsstoff verwendet. Process according to patent claim, characterized in that 1-piperidinophthalazine is used as the starting material.
CH309831D 1952-01-18 1952-01-18 Process for producing a hydrazine compound. CH309831A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH309831T 1952-01-18
CH307793T 1952-01-18

Publications (1)

Publication Number Publication Date
CH309831A true CH309831A (en) 1955-09-15

Family

ID=25735327

Family Applications (1)

Application Number Title Priority Date Filing Date
CH309831D CH309831A (en) 1952-01-18 1952-01-18 Process for producing a hydrazine compound.

Country Status (1)

Country Link
CH (1) CH309831A (en)

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