HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → Methyl 4-(2-nitropyridin-3-ylthio)benzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Methyl 4-sulfanylbenzoate | HCID 237573 | — |
| Reactant | 3-Chloro-2-nitropyridine | HCID 554988 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Solvent | Water | HCID 962 | — |
| Product | Methyl 4-(2-nitropyridin-3-ylthio)benzoate | HCID 66995042 | 84.2% |
Reaction Steps
Stirred a mixture of methyl 4-mercaptobenzoate (4.46 g, 26.5 mmol), 3-chloro-2-nitropyridine (4.00 g, 25.2 mmol) and cesium carbonate (9.04 g, 27.8 mmol) in DMSO (60 mL) at ambient temperature for 90 minutes. The solution was diluted with water, extracted with EtOAc, dried, and concentrated. The crude solid was suspended in MeOH (80 mL) and triturated for 0.5 hours. The solid was filtered and dried to provide the title compound (6.16 g, 84.1% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08022223B2 |
| Source dataset | uspto-grants-2011_09 |
| ORD ID | ord-cfd6ca5700404f3693e323e222a338bd |
| Source note | uspto-grants-2011_09 |