Sodium Iodide → Ziprasidone

Participants

Reaction Conditions

Reaction Steps

A mixture of 100 g of 5-(2-chloroethyl)-6-chlorooxindole, 95.2 g of 3-(1-piperazinyl)-1,2-benzisothiazole, 92.1 g of sodium carbonate, 6.5 g of sodium iodide, 28 g of tetrabutylammonium bromide and 1000 ml of cyclohexane was refluxed until reaction completion as shown by thin layer chromatography. The reaction mass was cooled to 30° C. and the solid was filtered. 1000 ml of water was added to the wet compound and stirred for 95 minutes. The solid was filtered and washed with 100 ml water. To the wet compound, 1000 ml methanol was added and stirred for 2.5 to 3 hours at room temperature. The compound was filtered and washed with 200 ml of methanol and dried to afford 142.6 g of the title compound.

Provenance & Evidence