Reaktion #4165

Reaktionsgleichung

N-propylpiperazine

9-bromo-1,2-dihydrobenzo[b]pyrrolo[3,2,1-jk][1,4]benzodiazepin-6-one

sodium hydroxide

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product

Ausbeute 30.1%

9-Bromo-6-(4-n-propyl-1-piperazinyl)-1,2-dihydrobenzo[b]pyrrolo[3,2,1-jk][1,4]benzodiazepine

Ausbeute 30.1%

Lösungsmittel

toluene

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturwas heated until a solution
2. 2
   Sonstigeresulted
3. 3
   TemperaturThe mixture was refluxed for 3 hours
4. 4
   Sonstigethe layers were separated
5. 5
   ExtraktionThe aqueous phase was extracted with 300 ml of toluene
6. 6
   Filtrationfiltered
7. 7
   Waschenwashed once with 2N sodium hydroxide solution, twice with water
8. 8
   Trocknendried over anhydrous sodium sulfate
9. 9
   Einengenconcentrated to an oily solid
10. 10
    workup.DISSOLUTIONThe oily solid was dissolved in 25 ml of hot ethyl acetate
11. 11
    Filtrationfiltered
12. 12
    Sonstigeto crystallize first at room temperature

Vorschrift

A stirred mixture of 7.88 g (0.0250 mole) of 9-bromo-1,2-dihydrobenzo[b]pyrrolo[3,2,1-jk][1,4]benzodiazepin-6-one and 1200 ml of toluene was heated until a solution resulted. Then there was added 32.1 g (0.25 mole) of N-propylpiperazine, followed by 14.2 g (0.075 mole) of titanium tetrachloride. The mixture was refluxed for 3 hours, and then cooled to room temperature. The mixture was stirred with 500 ml of 2N sodium hydroxide solution for 15 minutes and the layers were separated. The aqueous phase was extracted with 300 ml of toluene. The toluene layers were combined, filtered, washed once with 2N sodium hydroxide solution, twice with water, dried over anhydrous sodium sulfate, and concentrated to an oily solid. The oily solid was dissolved in 25 ml of hot ethyl acetate, filtered, and allowed to crystallize first at room temperature, then at 0° C. to yield 3.20 g (30%) of product, mp 134°-136° C.

Quelle