Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Iodide | HCID 5238 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-(2-Hydroxyphenyl)-N-methyl-1,3-thiazolidine-3-carbothioamide | HCID 13749531 | — |
| Reactant | HCID 21289053 | HCID 21289053 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 13749533 | HCID 13749533 | 17.1% |
Reaction Steps
A mixture of 1.27 g of N-methyl-2-(2-hydroxyphenyl)thiazolidine-3-carbothioamide, 1.38 g of 1-(2-chloroethyl)-4-(3-fluorophenyl)-1,2,3,6-tetrahydropyridine hydrochloride, 1.50 g of potassium carbonate, 0.75 g sodium iodide and 25 ml of dimethylformamide is stirred at 90° C. for 8 hours. 0.7 g of 1-(2-chloroethyl)-4-(3-fluorophenyl)-1,2,3,6-tetrahydropyridine hydrochloride is added to the reaction mixture, and the mixture is further stirred at the same temperature for 15 hours. The mixture is evaporated under reduced pressure to remove the solvent. Water is added to the residue, and the aqueous solution is extracted with ethyl acetate. The extract is washed with water, dried and then evaporated to remove the solvent. The residue is purified by silica gel column chromatography (solvent, chloroform:ethanol=45:1), whereby 0.39 g of N-methyl-2-{2-[2-(4-(3-fluorophenyl)-1,2,3,6-tetrahydropyridin-1-yl)ethyloxy]phenyl}thiazolidine-3-carbothioamide is obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04777178 |
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| Source dataset | uspto-grants-1988_10 |
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| ORD ID | ord-bed9a278bc9d4e238875e31481b127f4 |
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| Source note | uspto-grants-1988_10 |
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