Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Iodide | HCID 5238 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 3-(1-Piperazinyl)-1,2-benzisothiazole | HCID 2772144 | — |
| Reactant | HCID 14726979 | HCID 14726979 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Methyl Isobutyl Ketone | HCID 7909 | — |
| Product | HCID 14726982 | HCID 14726982 | — |
Reaction Steps
To a 100 ml round-bottomed flask equipped with condenser and N2 inlet were added 0.90 g (4 mmol) 4-(4-(2-chloroethyl)phenyl)-1,2,3-thiadiazole, 0.88 g (4 mmol) N-benzisothiazolylpiperazine, 0.84 g (8 mmol) sodium carbonate, 1.39 ml (8 mmol) diisopropylethyl amine, 2 mg sodium iodide, and 40 ml methylisobutyl ketone. The reaction was refluxed 2.5 days, cooled, filtered, and the filtrate evaporated. The residue was chromatographed on silica gel using ethyl acetate/methylene chloride as eluent to afford an oil, which was taken up in methylene chloride and precipitated by addition of ether saturated with HCl. The solid was filtered, washed with ether, dried under nitrogen, washed with acetone, and dried to afford a white solid, m.p. 257°-259° C., 1.02 g (57.4%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04891375 |
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| Source dataset | uspto-grants-1990_01 |
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| ORD ID | ord-350ea942b7974addbef6c06c7a0523ce |
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| Source note | uspto-grants-1990_01 |
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