HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Hydroxide → HCID 57867427, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | HCID 44159846 | HCID 44159846 | — |
| Reactant | HCID 178418385 | HCID 178418385 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | HCID 57867427 | HCID 57867427 | 100.2% |
Reaction Steps
To a mixture of [5-(2-aminopyridin-3-yl)isoxazol-3-yl]methanol (0.19 g, 1 mmol) and N,N-dimethyl acetamide (1 mL) was added a mixture of thionyl chloride (0.15 mL, 2 mmol), benzotriazole (0.26 g, 2.2 mmol) and tetrahydrofuran (1 mL) under an ice cooling, which was stirred at room temperature for 30 minutes. To the reaction mixture were added water and 5N aqueous sodium hydroxide to adjust basic, then extracted with ethyl acetate, and the organic layer was washed with saturated sodium chloride water. The solvent was evaporated under a reduced pressure to obtain the title compound (0.21 g) as a pale yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08513287B2 |
| Source dataset | uspto-grants-2013_08 |
| ORD ID | ord-aaf20c81271348ac87f6dbfbc2f924c7 |
| Source note | uspto-grants-2013_08 |