Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 3-Chlorophenol | HCID 7933 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 5-Nitrothiophene-2-carbonitrile | HCID 519294 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 23130625 | HCID 23130625 | 73% |
Reaction Steps
5-Nitro-thiophene-2-carbonitrile (5.00 g, 32.5 mmol), 3-chloro-phenol (6.90 mL, 65.0 mmol) and potassium carbonate (13.4 g, 97.5 mmol) were suspended in dimethylsulfoxide (50 mL), and the mixture was stirred at 60° C. for 4 hours. Water was added to the reaction mixture at 0° C., which was then extracted with ethyl acetate, the organic layer was washed with water twice, and further washed with brine. The organic layer was dried over anhydrous magnesium sulfate. The solvent was evaporated in vacuo, the residue was purified by NH silica gel silica gel column chromatography (hexane:ethyl acetate=20:1), and the title compound (5.56 g, 23.6 mmol, 73%) was obtained as a pale yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07932272B2 |
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| Source dataset | uspto-grants-2011_04 |
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| ORD ID | ord-d081c955f2b0410f9d2c22a1c742b180 |
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| Source note | uspto-grants-2011_04 |
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