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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1711973Generated: October 30, 2026

Sodium Iodide → Ziprasidone

https://huagongshe.com/reaction/1711973

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium IodideHCID 5238—
ReactantSodium CarbonateHCID 10340—
Reactant3-(1-Piperazinyl)-1,2-benzisothiazoleHCID 2772144—
Reactant5-(2-Chloroethyl)-6-chlorooxindoleHCID 10609474—
CatalystTetrabutylammonium BromideHCID 74236—
SolventCyclohexaneHCID 8078—
ProductZiprasidoneHCID 6085487.4%

Reaction Conditions

Temperature30 °C

Reaction Steps

Refluxed the reaction mixture of 5-(2-chloroethyl)-6-chloro oxindole (100 gm), 3-(1-piperazinyl)-1,2-benzisothiazole (104.7 gm), sodium carbonate (92.2 gm), sodium iodide (6.4 gm), tetra butyl ammonium bromide (28 gm) and cyclohexane (1000 mL) till the reaction was completed. The reaction mass was cooled to a temperature of 30° C. and the solid was filtered. To the wet compound was added water (1000 mL) and continued stirring for 45 minutes. The solid was filtered and washed with water (100 mL). To the water wet compound was added acetone (500 mL) and there was stirring for 2 hours at room temperature. The compound was filtered and washed with acetone (200 mL) and dried at a temperature of 70-75° C. to afford the Crude Ziprasidone base (156.9 g)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07790886B2
Source datasetuspto-grants-2010_09
ORD IDord-0255105fe09449e78a55053bdad49c21
Source noteuspto-grants-2010_09