HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 3-Ethoxycarbonyl-4-(3-trifluoromethylphenylmercapto)-6-trifluoromethylquinoline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 3-(Trifluoromethyl)benzenethiol | HCID 136751 | — |
| Reactant | Ethyl 4-chloro-6-(trifluoromethyl)quinoline-3-carboxylate | HCID 4322147 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 3-Ethoxycarbonyl-4-(3-trifluoromethylphenylmercapto)-6-trifluoromethylquinoline | HCID 54568173 | 34.3% |
Reaction Steps
The reaction mixture of 151.8 mg (0.50 mmol) of 4-chloro-3-ethoxycarbonyl-6-trifluoromethylquinoline, 106.9 mg (0.60 mmol) of 3-trifluoromethylthiophenol and 100 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 76.4 mg (34%) 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-89d643ace9cf4609840cf2e48ca6a599 |
| Source note | uspto-grants-1997_07 |