HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → tert-Butyl 6-(4-oxo-4H-1,3-benzothiazin-2-yl)-2-pyridinecarboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Benzoic acid, 2-mercapto-, methyl ester | HCID 21009 | — |
| Reactant | tert-Butyl 6-cyanopicolinate | HCID 22939377 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | tert-Butyl 6-(4-oxo-4H-1,3-benzothiazin-2-yl)-2-pyridinecarboxylate | HCID 22939348 | 72.1% |
Reaction Steps
A mixture of tert-butyl 6-cyano-2-pyridinecarboxylate (1.1 g, 5.3 mmol), methyl thiosalicylate (1.8 g, 10.7 mmol), triethylamine (2.0 ml, 14.3 mmol) and toluene (4 ml) was refluxed for 12 hrs. After cooling, the precipitated crystals were collected by filtration, recrystallized from tetrahydrofuran-hexane to give the titled compound (1.3 g, 70%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07767665B2 |
| Source dataset | uspto-grants-2010_08 |
| ORD ID | ord-bb5cce6883534532bcb433876ff56e9b |
| Source note | uspto-grants-2010_08 |