HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzoyl isothiocyanate → 1-Benzoyl-3-(5-bromo-3-phenoxypyridin-2-yl)thiourea
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzoyl isothiocyanate | HCID 68284 | — |
| Reactant | 5-Bromo-3-phenoxypyridin-2-amine | HCID 45926140 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 1-Benzoyl-3-(5-bromo-3-phenoxypyridin-2-yl)thiourea | HCID 86641087 | 91.2% |
Reaction Steps
A 2 L flask was charged with 5-bromo-3-phenoxypyridin-2-amine (64.0 g, 241.4 mmol) and benzoyl isothiocyanate (35.82 mL, 265.6 mmol) in THF (600 mL) and stirred at ambient temperature overnight, then concentrated to about 50 mL. A mixture of Hexanes:EtOAc (9:1) (900 mL) was added with vigorous stirring. The resulting suspension was filtered and the solid was washed with hexanes then dried to afford 1-benzoyl-3-(5-bromo-3-phenoxypyridin-2-yl)thiourea (94.32 g, 91.2% yield) as a yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08362037B2 |
| Source dataset | uspto-grants-2013_01 |
| ORD ID | ord-efc8d176cbea4964abfdf19648580ae1 |
| Source note | uspto-grants-2013_01 |