CH289594A - Process for the preparation of a basic compound. - Google Patents

Process for the preparation of a basic compound.

Info

Publication number
CH289594A
CH289594A CH289594DA CH289594A CH 289594 A CH289594 A CH 289594A CH 289594D A CH289594D A CH 289594DA CH 289594 A CH289594 A CH 289594A
Authority
CH
Switzerland
Prior art keywords
phenyl
preparation
basic compound
reacted
dimethylamino
Prior art date
Application number
Other languages
German (de)
Inventor
Michael Dr Erlenbach
Adolf Dr Sieglitz
Original Assignee
Michael Dr Erlenbach
Adolf Dr Sieglitz
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 Michael Dr Erlenbach, Adolf Dr Sieglitz filed Critical Michael Dr Erlenbach
Publication of CH289594A publication Critical patent/CH289594A/en

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  • Thiazole And Isothizaole Compounds (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Description

  

  Verfahren     zur        Herstellung    einer basischen     Verbindung.       Gegenstand des vorliegenden Patentes ist  ein Verfahren zur Herstellung einer     basi-          sehen    Verbindung, welches dadurch gekenn  zeichnet ist,

   dass man     a-Phenyl-y-dimethyl-          amino-buttersäurenitril    in Gegenwart     eines          halogenwasserstoffabspaltenden    Mittels mit     2-          Halogen-thiazol    umsetzt und bei der entstan  denen Verbindung die     Cyangruppe    durch Be  handeln mit alkoholischer     Alkalilauge    durch  Wasserstoff ersetzt.  



  Das- so erhaltene     1-Phenyl-l-thiazolyl-(2')-          3-dimethylamino-propan    ist identisch mit dem  nach dem Verfahren des Zusatzpatentes       Nr.285385    erhältlichen     Produkt.    Es soll als  Heilmittel verwendet werden.  



  <I>Beispiel:</I>       94    Gewichtsteile     a-Phenyl-y-dimethylamino-          buttersäurenitril    werden mit 200 Gewichtstei  len     Natriumamid    eine Stunde auf 80  C er  wärmt. Nach dem Abkühlen werden der Reak  tionsmischung 60 Gewichtsteile     2-Chlor-thia-          zol    zugesetzt, wobei sich dieselbe erwärmt.  Man erhitzt noch 2 Stunden auf 110  C.

   Nach  dem Zersetzen des Umsetzungsproduktes mit  Wasser und Abtrennen der organischen Lö  sung wird bei der fraktionierten Destillation  nach einem kleinen Vorlauf das     a-Phenyl-          a-thia7olyl-    (2)     -y-dimethylamino-buttersäure-          nitril    vom Siedepunkt 150 bis 153  bei 0,25 mm  in sehr guter Ausbeute erhalten.    Bei zweistündigem Erwärmen mit über  schüssiger alkoholischer Kalilauge entsteht in  sehr guter Ausbeute das     1-Phenyl-l-thiazolyl-          (2')-3-dimethylamino-propan    der Formel  
EMI0001.0030     
    vom Siedepunkt 136 bis 138  bei 0,6 mm;  Schmelzpunkt des Phosphates (2H20) 78 bis  80 .



  Process for the preparation of a basic compound. The subject of the present patent is a process for the production of a basic compound, which is characterized by

   that a-phenyl-y-dimethylamino-butyric acid nitrile is reacted with 2-halothiazole in the presence of an agent that splits off hydrogen halide and the cyano group in the compound formed is replaced by hydrogen by treating with alcoholic alkali.



  The 1-phenyl-1-thiazolyl- (2 ') -3-dimethylaminopropane obtained in this way is identical to the product obtainable by the process of additional patent No. 285385. It is said to be used as a remedy.



  <I> Example: </I> 94 parts by weight of a-phenyl-y-dimethylamino butyric acid nitrile are heated to 80 C for one hour with 200 parts by weight of sodium amide. After cooling, 60 parts by weight of 2-chloro-thiazole are added to the reaction mixture, which heats up. The mixture is heated to 110 ° C. for a further 2 hours.

   After the decomposition of the reaction product with water and separation of the organic solution, the a-phenyl-a-thia7olyl- (2) -y-dimethylamino-butyric acid nitrile with a boiling point of 150 to 153 at 0, is added in the fractional distillation after a small forerun. 25 mm obtained in very good yield. When heated for two hours with excess alcoholic potassium hydroxide solution, 1-phenyl-1-thiazolyl- (2 ') -3-dimethylamino-propane of the formula is obtained in very good yield
EMI0001.0030
    from boiling point 136 to 138 at 0.6 mm; Melting point of the phosphate (2H20) 78 to 80.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung einer basischen Verbindung, dadurch gekennzeichnet, dass man a-Phenyl-y-dimethylamino-buttersäure- nitril in Gegenwart eines halogenwasserstoff- abspaltenden Mittels mit 2-Halogen-thiazol umsetzt und bei der entstandenen Verbindung die Cyangruppe durch Behandeln mit alkoho lischer Alkalilauge durch Wasserstoff ersetzt. Das so erhaltene 1-Phenyl-l-thiazolyl-(2')- 3-dimethylamino-propan ist identisch mit dem nach dem Verfahren des Zusatzpatentes Nr.285385 erhältlichen Produkt. PATENT CLAIM: Process for the preparation of a basic compound, characterized in that a-phenyl-y-dimethylamino-butyric acid nitrile is reacted with 2-halothiazole in the presence of a hydrogen halide-releasing agent and the cyano group is reacted in the resulting compound by treatment with alcohol lischer alkaline solution replaced by hydrogen. The 1-phenyl-1-thiazolyl- (2 ') -3-dimethylaminopropane obtained in this way is identical to the product obtainable by the process of additional patent No. 285385. Es soll als Heilmittel verwendet werden. It is said to be used as a remedy.
CH289594D 1948-11-09 1949-04-13 Process for the preparation of a basic compound. CH289594A (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
DE285387X 1948-11-09
DE289594X 1948-11-09
CH278777T 1949-04-13

Publications (1)

Publication Number Publication Date
CH289594A true CH289594A (en) 1953-03-15

Family

ID=27178127

Family Applications (1)

Application Number Title Priority Date Filing Date
CH289594D CH289594A (en) 1948-11-09 1949-04-13 Process for the preparation of a basic compound.

Country Status (1)

Country Link
CH (1) CH289594A (en)

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