Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Iodide | HCID 5238 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 3-(1-Piperazinyl)-1,2-benzisothiazole | HCID 2772144 | — |
| Reactant | 5-(2-Chloroethyl)-6-chlorooxindole | HCID 10609474 | — |
| Catalyst | Tetrabutylphosphonium bromide | HCID 76564 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Cyclohexane | HCID 8078 | — |
| Product | Ziprasidone | HCID 60854 | 73.5% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07790886B2 |
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| Source dataset | uspto-grants-2010_09 |
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| ORD ID | ord-b7a8b19bb7554a7ea58811a17d78eca9 |
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| Source note | uspto-grants-2010_09 |
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