CH204731A - Process for the preparation of an imidazole dihydride (4,5) substituted in the 2-position. - Google Patents

Process for the preparation of an imidazole dihydride (4,5) substituted in the 2-position.

Info

Publication number
CH204731A
CH204731A CH204731DA CH204731A CH 204731 A CH204731 A CH 204731A CH 204731D A CH204731D A CH 204731DA CH 204731 A CH204731 A CH 204731A
Authority
CH
Switzerland
Prior art keywords
ether
dihydride
imidazole
reaction
substituted
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 CH204731A publication Critical patent/CH204731A/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
    • C07D233/04—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
    • C07D233/20—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with substituted hydrocarbon radicals, directly attached to ring carbon atoms
    • C07D233/22—Radicals substituted by oxygen atoms

Landscapes

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

Description

  

  Verfahren zur Darstellung eines in     2-Stellung    substituierten     Imidazoldihydrids-(4,5).       Gegenstand des vorliegenden Patentes ist  ein Verfahren zur Darstellung eines in       2-Stellung    substituierten     Imidazoldihydrids-          (4,5),    welches dadurch gekennzeichnet ist,       daB    man einen     Benziminoäther    mit     Propylen-          diamin-(2,3)    umsetzt.  



  Das so gewonnene     2-Phenyl-5-methyl-          imidazoldihydrid-(4,5)    bildet ein farbloses 01.  Die neue Verbindung kann als Arznei  mittel verwendet werden.  



  <I>Beispiel:</I>  Man dampft ein Gemisch von 5 Teilen  salzsaurem     Benziminoäthyläther    der Formel  
EMI0001.0013     
    10 Teilen Alkohol und 2 Teilen     Propylen-          diamin    auf dem Wasserbade zur Trockne ein.  Der Rückstand liefert, aus Alkohol umkri  stallisiert, 5,2 Teile Hydrochlorid des ent  standenen 2     -Phenyl    - 5 -     methyl-imidazoldihy-          drids-(4,5)    der Formel  
EMI0001.0019     
    An Stelle von     Benziminoäthyläther    kann  ebensogut ein anderer Äther, wie z. B. der       Methyl-,        Propyl-    oder     Butyläther    Verwen  dung finden.  



  Statt vom salzsauren Salz des     Benzimino-          äthers    kann man auch von einem     andern.     Salze, wie z. B. vom     bromwasserstoffsauren,     vom schwefelsauren oder vom     methyIschwe-          felsauren    Salz ausgehen.



  Process for the preparation of an imidazole dihydride (4,5) substituted in the 2-position. The present patent relates to a process for the preparation of an imidazole dihydride (4,5) substituted in the 2-position, which is characterized in that a benzimino ether is reacted with propylenediamine (2,3).



  The 2-phenyl-5-methyl-imidazole dihydride (4,5) obtained in this way forms a colorless oil. The new compound can be used as a medicinal product.



  <I> Example: </I> A mixture of 5 parts of hydrochloric acid benziminoethyl ether of the formula is evaporated
EMI0001.0013
    10 parts of alcohol and 2 parts of propylenediamine on a water bath to dryness. The residue gives, recrystallized from alcohol, 5.2 parts of the hydrochloride of the 2-phenyl-5-methyl-imidazole-dihydride (4.5) formed of the formula
EMI0001.0019
    Instead of Benziminoäthyläther, another ether, such as z. B. the methyl, propyl or butyl ether are used.



  Instead of the hydrochloric acid salt of the benzimino ether, one can also use another. Salts such as B. from the hydrobromic acid, from the sulfuric acid or from the methylsulfuric acid salt.

Claims (1)

PATENTANSPRUCH: Verfahren zur Darstellung eines in 2 Stellung substituierten Imidazoldihydrids- (4,5), dadurch gekennzeichnet, dass man einen Benziniminoäther mit Propylendiamin- (2,3) umsetzt. . Das so gewonnene 2-Phenyl-5-methyl-imid- azoldihydrid-(4,5) bildet ein farbloses 01. Die neue Verbindung kann als Arznei mittel verwendet werden. UN TERAN SPR t1CHE 1. Claim: Process for the preparation of an imidazole dihydride (4,5) substituted in the 2 position, characterized in that a petrol imino ether is reacted with propylenediamine (2,3). . The 2-phenyl-5-methyl-imidazole dihydride (4,5) obtained in this way forms a colorless oil. The new compound can be used as a medicinal product. UN TERAN LANGUAGE 1. Verfahren nach Patentanspruch, dadurch gekennzeichnet, dass man zur Umsetzung Benziminoäthyläther verwendet. 2. Verfahren nach Patentanspruch, dadurch gekennzeichnet, dass man zur Umsetzung einen Benziminoäther verwendet, der aus einem Salz desselben erhalten wurde. 3. Verfahren nach Patentanspruch und U n- teransprueh ?, dadurch gekennzeichnet, dass man zur Umsetzung einen Benzimino- äther verwendet, der aus einem Ilydro- halogenid desselben erhalten wurde. 4. Process according to patent claim, characterized in that benziminoethyl ether is used for the reaction. 2. The method according to claim, characterized in that a benzimino ether is used for the reaction, which was obtained from a salt thereof. 3. The method according to patent claim and sub-claim, characterized in that a benzimino ether is used for the reaction, which was obtained from an Ilydrohalide of the same. 4th Verfahren nach Patentanspruch und den U nteransprüehen ? und 3, dadurch ge kennzeichnet. dass man zur Umsetzung einen Benziminoätber verwendet, der aus dem Hydrochlorid desselben erhalten wurde. 5. Verfahren nach Patentanspruch und den Unteransprüchen 1 bis 4, dadurch gekenn zeichnet, dass man zur Umsetzung einen Benziminoätliylätlier verwendet, der aus dein Hydrochlorid desselben erhalten wurde. Method according to patent claim and the subclaims? and 3, characterized thereby. that a benzimino ether is used for the reaction, which was obtained from the hydrochloride of the same. 5. The method according to claim and the dependent claims 1 to 4, characterized in that a Benziminoätliylätlier is used for the implementation, which was obtained from the hydrochloride of the same.
CH204731D 1935-07-23 1935-07-23 Process for the preparation of an imidazole dihydride (4,5) substituted in the 2-position. CH204731A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH204731T 1935-07-23
CH199906T 1938-09-15

Publications (1)

Publication Number Publication Date
CH204731A true CH204731A (en) 1939-05-15

Family

ID=25723384

Family Applications (1)

Application Number Title Priority Date Filing Date
CH204731D CH204731A (en) 1935-07-23 1935-07-23 Process for the preparation of an imidazole dihydride (4,5) substituted in the 2-position.

Country Status (1)

Country Link
CH (1) CH204731A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0196943A1 (en) * 1985-03-04 1986-10-08 Roussel-Uclaf 8-Thiotetrahydroquinoleine derivatives and their salts

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0196943A1 (en) * 1985-03-04 1986-10-08 Roussel-Uclaf 8-Thiotetrahydroquinoleine derivatives and their salts

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