HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Mercapto-4-(trifluoromethyl)benzoic acid → tert-Butyl 3-[6-(4-oxo-7-trifluoromethyl-4H-1,3-benzothiazin-2-yl)-2-pyridyl]propanoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Mercapto-4-(trifluoromethyl)benzoic acid | HCID 21542132 | — |
| Reactant | Tert-butyl 3-(6-cyano-2-pyridyl)propanoate | HCID 22939301 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | tert-Butyl 3-[6-(4-oxo-7-trifluoromethyl-4H-1,3-benzothiazin-2-yl)-2-pyridyl]propanoate | HCID 22939516 | 34.2% |
Reaction Steps
2-Mercapto-4-trifluoromethylbenzoic acid (1.59 g, 7.2 mmol) and tert-butyl 3-(6-cyano-2-pyridyl)propanoate (1.32 g, 5.7 mmol) were dissolved in pyridine (15 ml), and the mixture was refluxed for 15 hrs. The reaction mixture was concentrated under reduced pressure, subjected to a silica gel column chromatography, eluted with hexane-ethyl acetate (3:1, v/v) and recrystallized from ethyl acetate-hexane to give the titled compound (0.85 g, 34%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07767665B2 |
| Source dataset | uspto-grants-2010_08 |
| ORD ID | ord-8dc86e302e824c8991629694b903145a |
| Source note | uspto-grants-2010_08 |