HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 178448482, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-Fluoro-5-(trifluoromethyl)benzoyl Chloride | HCID 2734880 | — |
| Reactant | 3-(but-3-ynyl)-5-tert-butylthiazol-2(3H)-imine p-toluenesulfonate | HCID 86644542 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 178448482 | HCID 178448482 | 91.9% |
Reaction Steps
A mixture of 3-(but-3-ynyl)-5-tert-butylthiazol-2(3H)-imine p-toluenesulfonate (prepared as described in US20080242654) (2.6 g, 6.83 mmol) and 2-fluoro-5-(trifluoromethyl)benzoyl chloride (1.55 g, 6.83 mmol) in anhydrous CH2Cl2 (30 mL) was treated dropwise at 0° C. with triethylamine (1.91 mL, 1.38 mmol). The mixture was allowed to warm to room temperature and stirred for 14 hours. The mixture was then washed with water, brine, dried with MgSO4, filtered, and concentrated under reduced pressure. The residue was purified by silica gel chromatography and eluted with hexane-EtOAc (2:1) to afford 2.5 g of the title compound. MS (DCI/NH3) m/z 399 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08895592B2 |
| Source dataset | uspto-grants-2014_11 |
| ORD ID | ord-fa000a7de4b846c38da818ad1adff5b8 |
| Source note | uspto-grants-2014_11 |