Reaktion #322813

Reaktionsgleichung

2-(2-chloroethyl)-4-methyl-2H-1,4-benzothiazin-3(4H)-one

1-(4-fluorophenyl)piperazine

potassium carbonate

sodium iodide

→

2-[2-[4(4-fluorophenyl)-1-piperazinyl]ethyl]-4-methyl-2H-1,4-benzothiazin-3(4H)-one

Lösungsmittel

dimethylformamide

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionextracted with dichloromethane
2. 2
   WaschenThe dichloromethane layer was washed with water
3. 3
   Trocknendried (MgSO4)
4. 4
   SonstigeThen, the solvent was evaporated off

Vorschrift

To 15 ml of dimethylformamide were added 1.21 g of 2-(2-chloroethyl)-4-methyl-2H-1,4-benzothiazin-3(4H)-one, 1.08 g of 1-(4-fluorophenyl)piperazine, 0.69 g of potassium carbonate and 0.05 g of sodium iodide. The mixture was stirred at 100° C. for 4 hours. The reaction solution was poured into ice-water and extracted with dichloromethane. The dichloromethane layer was washed with water and dried (MgSO4). Then, the solvent was evaporated off. The residue was subjected to a column chromatography on silica-gel (130 g). From the eluate with hexane-ethyl acetate (1:1, v/v) was obtained 2-[2-[4(4-fluorophenyl)-1-piperazinyl]ethyl]-4-methyl-2H-1,4-benzothiazin-3(4H)-one as an oily substance. This product was treated with methanol saturated with hydrogen chloride to give crystals of its hydrochloride. The yield was 0.99 g (43.2%). Recrystallization from methanol-ether gave prisms, m.p. 202°-204° C.

Quelle