HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 5-Chloromethyl-4-methyl-2-(4-trifluoromethyl-phenyl)-thiazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | (4-Methyl-2-(4-(trifluoromethyl)phenyl)-1,3-thiazol-5-yl)methanol | HCID 2783005 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 5-Chloromethyl-4-methyl-2-(4-trifluoromethyl-phenyl)-thiazole | HCID 2783006 | — |
Reaction Steps
A solution of [4-methyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-yl]-methanol (1.03 g, 3.75 mmol) and triethyl amine (1.05 mL, 7.5 mmol) in methylene chloride (15 mL) is cooled to 0° C., then MeSO2Cl is added dropwise. After 2 hrs, TLC indicated that the reaction is not complete, 10 mol % more of triethyl amine and MeSO2Cl are added. After additional 2 hrs, the reaction mixture is diluted with methylene chloride and washed with sodium bicarbonate, water and brine, dried over sodium sulfate. Concentration yields the crude title compound, which is used for the next step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07528160B2 |
| Source dataset | uspto-grants-2009_05 |
| ORD ID | ord-f7154bb356044dcf97e07427b6abfc17 |
| Source note | uspto-grants-2009_05 |