HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → tert-Butyl 3-[6-(4-oxo-4H-1,3-benzothiazin-2-yl)-2-pyridyl]propanoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Benzoic acid, 2-mercapto-, methyl ester | HCID 21009 | — |
| Reactant | Tert-butyl 3-(6-cyano-2-pyridyl)propanoate | HCID 22939301 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | tert-Butyl 3-[6-(4-oxo-4H-1,3-benzothiazin-2-yl)-2-pyridyl]propanoate | HCID 22939300 | 57.7% |
Reaction Steps
tert-Butyl 3-(6-cyano-2-pyridyl)propanoate (0.74 g, 3.2 mmol) and methyl thiosalicylate (1.1 g, 6.4 mmol) were dissolved in toluene (3 ml). Triethylamine (1.4 ml, 9.7 mmol) was added thereto. The reaction mixture was refluxed for 7.5 hrs, subjected to a silica gel (75 g) column chromatography, eluted with hexane-ethyl acetate (2:1, v/v) and recrystallized from ethanol-hexane to give the titled compound (0.68 g, 57%) as white crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07399759B2 |
| Source dataset | uspto-grants-2008_07 |
| ORD ID | ord-d3dfb8d311dc4042b6ada131594e463e |
| Source note | uspto-grants-2008_07 |