HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 3-Ethoxycarbonyl-5,8-difluoro-4-(3-trifluoromethylphenylmercapto)quinoline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 3-(Trifluoromethyl)benzenethiol | HCID 136751 | — |
| Reactant | Ethyl 4-chloro-5,8-difluoroquinoline-3-carboxylate | HCID 17040076 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 3-Ethoxycarbonyl-5,8-difluoro-4-(3-trifluoromethylphenylmercapto)quinoline | HCID 2801018 | 20% |
Reaction Steps
The reaction mixture of 100.0 mg (0.37 mmol) of 4-chloro-3-ethoxycarbonyl-5,8-difluoroquinoline, 80.3 mg (0.44 mmol) of 3-trifluoromethylthiophenol and 80 μL of diisopropylethylamine in 2.0 mL of N,N-dimethylformamide was stirred at room temperature for 2 h and cooled. The reaction mixture was poured into water and extracted with ethyl acetate. The organic layer was washed with brine, dried over magnesium sulphate and concentrated. The resulting residue was purified on silica gel column eluting with ethyl acetate-hexane (1:3) to give 30.0 mg (20%) of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05650415 |
| Source dataset | uspto-grants-1997_07 |
| ORD ID | ord-f9cd45ab8dd54a679adfeff65ba01e40 |
| Source note | uspto-grants-1997_07 |