HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 22106439, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 4-Toluenesulfonyl chloride | HCID 7397 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | HCID 22106202 | HCID 22106202 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 22106439 | HCID 22106439 | 54.3% |
Reaction Steps
To a solution of N-[1-butyl-4-{3-(2-hydroxyethoxy)phenyl}-1,2-dihydro-2-oxo-1,8-naphthyridin-3-yl]-N'-(2,6-diisopropylphenyl)urea (2.02 g, 3.63 mmol) in THF (20 ml) were added p-toluenesulfonyl chloride (0.69 g, 3.63 mmol) and triethylamine (0.40 g, 3.99 mmol), and the mixture was stirred at 40°-50° C. for 8 hours. The mixture was poured into water, and extracted with ethyl acetate. The extract was washed with water, washed with a saturated aqueous sodium chloride solution, and dried over anhydrous magnesium sulfate. The resultant was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate:hexane=1:1) to give the title compound (1.40 g, 1.97 mmol).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05843957 |
| Source dataset | uspto-grants-1998_12 |
| ORD ID | ord-d84f6c9e265749c9ac9364cca176305e |
| Source note | uspto-grants-1998_12 |