6-[2-(Diethylamino)ethoxy]-N,N-dimethylbenzothiazol-2-amindihydrochlorid

Diamthazole Dihydrochloride Chemische Eigenschaften,Einsatz,Produktion Methoden

• Originator

  Aterola,Roche,US,1951

• Definition

  ChEBI: Diamthazole dihydrochloride is a member of benzothiazoles.

• Manufacturing Process

  19.4 g of 2-dimethylamino-6-hydroxybenzothiazole (MP 245°C) were sludged in a 500 cc three-necked flask with 250 cc of chlorbenzene. Then 4.4 g of sodium hydroxide flakes were added and the mixture heated with agitation to 90°C. 4 cc of water were dropped in, and the mixture then heated slowly to the boil while about 500 cc of the water-containing chlorbenzene were distilled off. 50 cc of dry chlorbenzene were then added and the distillation was continued until about 30 cc of the chlorbenzene were distilled off. The residue was the sodium salt of thiazole in chlorbenzene. To the residue were added at 90°C, 15 g of fresh distilled 1-diethylamino-2-chloroethane. The mixture was then refluxed at 133°C for three hours, then cooled to 35°C. 75 cc of water and 5 cc of (40% by volume) sodium hydroxide solution were added and the mixture stirred for one hour. The chlorbenzene layer which contained the reaction product was separated from the aqueous layer in a separatory funnel. The chlorbenzene solution was then dried with sodium sulfate for twelve hours. It was then filtered and HCl gas was passed into the chlorbenzene solution until saturated, while cooling and stirring. The dihydrochloride precipitated as a white crystalline, sandy powder. The precipitate was filtered and washed on the funnel with benzene and finally washed with ether. The filter cake was dried at 80°C to 90°C. The 2-dimethylamino-6-(βdiethylaminoethoxy)-benzothiazole dihydrochloride thus obtained is a white crystalline powder, MP 240°C to 243°C. It can be recrystallized from ethanol and ether, or methanol or acetone.
  The free base, which is an oil, can be obtained from the aqueous solution of the dihydrochloride by adding dilute sodium hydroxide or sodium carbonate solution. The base is soluble in ether, methanol, ethanol, benzene and the like, but slightly soluble in water.

• Trademarks

  Asterol [as dihydrochloride] [Veterinary] (Hoffmann- LaRoche).

• Therapeutic Function

  Antifungal

Diamthazole Dihydrochloride Upstream-Materialien And Downstream Produkte

6-[2-(Diethylamino)ethoxy]-N,N-dimethylbenzothiazol-2-amindihydrochlorid Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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