HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → C,C,C-Trifluoro-N-[3-(6-hydroxy-2-methyl-4-oxo-4H-chromen-3-yl-methyl)phenyl]methanesulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Hydrogen Bromide | HCID 260 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | C,C,C-Trifluoro-N-[3-(6-methoxy-2-methyl-4-oxo-4H-chromen-3-ylmethyl)phenyl]methanesulfonamide | HCID 19039929 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | C,C,C-Trifluoro-N-[3-(6-hydroxy-2-methyl-4-oxo-4H-chromen-3-yl-methyl)phenyl]methanesulfonamide | HCID 19039977 | 93.1% |
Reaction Steps
A mixture of 2.1 g (4.91 mmole) of the product from Example 125, 25 mL 48% hydrobromic acid and 25 mL glacial acetic acid was refluxed for 18 hours. The mixture was poured into a stirred slurry of ice and water and stirred for 1 hour. The mixture was filtered, and the filtrant washed with water and dried to give a solid. Flash chromatography on silica gel eluting with 5% methanol in dichloromethane afforded 1.89 g (93%) the title product as a solid, mp 232°-234° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05641789 |
| Source dataset | uspto-grants-1997_06 |
| ORD ID | ord-23abeb9f3b6840198ddb7e345fdeeb6c |
| Source note | uspto-grants-1997_06 |