Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Ethanethiol | HCID 6343 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 2-Fluoro-5-methanesulfonyl-benzoic acid | HCID 22467566 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 21100231 | HCID 21100231 | 99% |
Reaction Steps
To a solution of 4.58 mmol 2-fluoro-5-methanesulfonyl-benzoic acid (Example A14(b)) in 6 ml N,N-dimethylformamide were added 13.8 mol cesium carbonate and 9.25 mmol ethanethiol and the mixture was stirred at 90° C. for 30 min. The reaction mixture was then cooled to room temperature and acidified to pH1 by addition of hydrochloric acid before being extracted three times with ethyl acetate. The combined organic phases were dried over sodium sulfate and concentrated in vacuo to afford the title compound as a white solid which was used in the next step without further purification (yield 99%). MS (m/e): 259.0 ([M−H]−, 100%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07220744B2 |
|---|
| Source dataset | uspto-grants-2007_05 |
|---|
| ORD ID | ord-7ad050f9cc634990abdf5dfc3ad96ee3 |
|---|
| Source note | uspto-grants-2007_05 |
|---|