Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Thiophenol | HCID 7969 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 69000159 | HCID 69000159 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 69002841 | HCID 69002841 | 95.7% |
Reaction Steps
The obtained N-[4-[3-[4-isopropyl-2-[4-(trifluoromethyl)phenyl]thiazol-5-yl]propionyl]phenyl]-N-methyl-2-nitrobenzenesulfonamide (230 mg, 0.372 mmol) was dissolved in anhydrous dimethylformamide (5 mL). Potassium carbonate (154 mg, 1.116 mmol) and thiophenol (46 μL, 0.446 mmol) were added to the solution. The mixture was stirred at room temperature for 1 hour. The mixture was diluted with water, and extracted with ethyl acetate. The organic layer was washed with water, a saturated aqueous sodium bicarbonate solution, and saturated brine, and dried with anhydrous sodium sulfate. The solvent was removed under reduced pressure. The obtained residue was purified by silica gel column chromatography with hexane/ethyl acetate (8:2, v/v) to give the desired compound (154 mg) as yellow crystalline product (yield 95%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08404726B2 |
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| Source dataset | uspto-grants-2013_03 |
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| ORD ID | ord-e39e39e494f644fab551a572448d1dcd |
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| Source note | uspto-grants-2013_03 |
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