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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1711974Generated: October 30, 2026

Sodium Iodide → Ziprasidone

https://huagongshe.com/reaction/1711974

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium IodideHCID 5238—
ReactantSodium CarbonateHCID 10340—
Reactant3-(1-Piperazinyl)-1,2-benzisothiazoleHCID 2772144—
Reactant5-(2-Chloroethyl)-6-chlorooxindoleHCID 10609474—
CatalystTetrabutylphosphonium bromideHCID 76564—
SolventWaterHCID 962—
SolventCyclohexaneHCID 8078—
ProductZiprasidoneHCID 6085473.5%

Reaction Conditions

Temperature98.5 °C

Reaction Steps

Charged 5-(2-chloroethyl) -6-chloro oxindole (50 gm), 3-(1-piperazinyl)-1,2-benzisothiazole (47.5 gm) and cyclohexane (500 mL) into an autoclave. To this sodium carbonate (46 gm), sodium iodide (3.2 gm), tetra butyl phosphonium bromide (14.8 gm) was added and the reaction was maintained at a temperature of 95-102° C. and the pressure was kept at 2.5 kg/cm2 till the reaction was completed. The reaction mass was cooled to 30° C. and water (250 mL) was added. The resulting compound was filtered and washed with water (100 mL). The wet compound was further slurred in water (500 mL), filtered and washed with water (100 mL). To the water wet compound was added acetone (500 mL) and was stirred at room temperature for 2 hours and 30 minutes. The solid was filtered, washed with acetone (100 mL) and dried at a temperature of 60-65° C. to afford the Ziprasidone base (65.7 gm).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07790886B2
Source datasetuspto-grants-2010_09
ORD IDord-b7a8b19bb7554a7ea58811a17d78eca9
Source noteuspto-grants-2010_09