HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium bisulfate → Flupyradifurone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium bisulfate | HCID 516920 | — |
| Reactant | Ethyl 2-ethoxy-4-oxo-4,5-dihydrofuran-3-carboxylate | HCID 13791062 | — |
| Reactant | N-[(6-chloropyridin-3-yl)methyl]-2,2-difluoroethanamine | HCID 44604123 | — |
| Solvent | Butyronitrile | HCID 8008 | — |
| Product | Flupyradifurone | HCID 16752772 | 93% |
Reaction Steps
31.2 g of potassium hydrogensulphate are added at room temperature to a suspension of 46 g of ethyl 2-ethoxy-4,5-dihydro-4-oxofuran-3-carboxylate and 39.3 g of N-[(6-chloropyridin-3-yl)methyl]-2,2-difluoroethylamine in 705 ml of butyronitrile. The mixture was heated to reflux for 5 hours. Subsequently, it was cooled to room temperature and washed with 890 ml of water. The solvent was removed under reduced pressure. This gave 51 g of 4-[[(6-chloropyridin-3-yl)methyl](2,2-difluoroethyl)amino]furan-2(5H)-one (this corresponds to a 93% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08680286B2 |
| Source dataset | uspto-grants-2014_03 |
| ORD ID | ord-6bdbf2d0490d4b26acdd288a56ab33a7 |
| Source note | uspto-grants-2014_03 |