HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → HCID 131735648, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Acetonitrile | HCID 6342 | — |
| Reactant | 4-Chlorophenyl Isocyanate | HCID 7693 | — |
| Reactant | HCID 118276755 | HCID 118276755 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | Hexane | HCID 8058 | — |
| Product | HCID 131735648 | HCID 131735648 | 47.2% |
Reaction Steps
In a 10 mL round-bottomed flask, (S)-3-(1,1-dioxo-1λ6-thiomorpholin-4-yl)-1,1,1-trifluoro-propan-2-ol (120 mg, 485 μmol) was combined with acetonitrile (5.00 ml) to give a colorless solution. 1-Chloro-4-isocyanatobenzene (74.5 mg, 485 μmol) was added and the resulting mixture was stirred at room temperature overnight. The crude reaction mixture was concentrated in vacuo and purified on a silica column (hexane to 60% EtOAc/hexane gradient) to afford an oil. This oil was dissolved in ether and hexane and a 4N HCl solution (0.2 ml) was added and the mixture concentrated to afford 50 mg of (4-chlorophenyl)-carbamic acid (S)-1-(1,1-dioxo-1λ6-thiomorpholin-4-ylmethyl)-2,2,2-trifluoroethyl ester hydrochloride as a white solid. (M+H)+=401 m/e.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09353096B2 |
| Source dataset | uspto-grants-2016_05 |
| ORD ID | ord-ba4444a64410408ca224bef9d64216a6 |
| Source note | uspto-grants-2016_05 |