HuagongsheHuagongshe Chemistry Print Report · For research reference only
Thionyl Chloride → 2-(Chloromethyl)-4-[3-(trifluoromethyl)phenyl]-1,3-thiazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | HCID 2726773 | HCID 2726773 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-(Chloromethyl)-4-[3-(trifluoromethyl)phenyl]-1,3-thiazole | HCID 62923961 | — |
Reaction Steps
The compound (4.14 g) obtained in Example 103a was dissolved in tetrahydrofuran (100 mL), and thionyl chloride (3.5 mL) was added. The reaction mixture was stirred at room temperature for 24 hr, and heated under reflux for 2 hr. The reaction mixture was concentrated under reduced pressure, and the residue was extracted with ethyl acetate, washed successively with saturated aqueous sodium hydrogen carbonate solution and saturated brine, dried over sodium sulfate, and concentrated under reduced pressure. The residue was purified by column chromatography (carrier: silica gel, eluent: hexane-ethyl acetate) to give the title compound (3.19 g) as a colorless solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08461348B2 |
| Source dataset | uspto-grants-2013_06 |
| ORD ID | ord-6cbd65fa7c324d4a9109b90d123384b0 |
| Source note | uspto-grants-2013_06 |