HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → tert-Butyl 6-[[4-oxo-2-(2-pyridyl)-4H-1,3-benzothiazin-6-yl]oxy]hexanoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Tert-butyl 6-bromohexanoate | HCID 11550568 | — |
| Reactant | 6-hydroxy-2-(2-pyridyl)-4H-1,3-benzothiazine-4-one | HCID 22939470 | — |
| Solvent | Water | HCID 962 | — |
| Product | tert-Butyl 6-[[4-oxo-2-(2-pyridyl)-4H-1,3-benzothiazin-6-yl]oxy]hexanoate | HCID 68459181 | 92.5% |
Reaction Steps
A mixture of 6-hydroxy-2-(2-pyridyl)-4H-1,3-benzothiazine-4-one (0.50 g, 1.9 mmol), tert-butyl 6-bromohexanoate (1.25 g, 4.9 mmol) and potassium carbonate (0.54 g, 3.9 mmol) and DMF (10 ml) was stirred at room temperature for 24 hrs. The reaction mixture was diluted with water and extracted with ethyl acetate. The extract was washed with water and dried. The solvent was evaporated. The obtained crystals were recrystallized from ethyl acetate-hexane to give the titled compound (0.75 g, 90%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07399759B2 |
| Source dataset | uspto-grants-2008_07 |
| ORD ID | ord-6ecc94ad6d164e64a66c155cde56f996 |
| Source note | uspto-grants-2008_07 |