HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Chloro-4-isocyanato-2-(trifluoromethyl) benzene → 1-(4-Chloro-3-trifluoromethyl-phenyl)-3-[4-(6-methylsulfanyl-pyrimidin-4-yloxy)-phenyl]-urea
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Chloro-4-isocyanato-2-(trifluoromethyl) benzene | HCID 2733265 | — |
| Reactant | 4-(6-Methylsulfanyl-pyrimidin-4-yloxy)-phenylamine | HCID 67523901 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 1-(4-Chloro-3-trifluoromethyl-phenyl)-3-[4-(6-methylsulfanyl-pyrimidin-4-yloxy)-phenyl]-urea | HCID 67524126 | 71.2% |
Reaction Steps
A solution of 4-(6-methylsulfanyl-pyrimidin-4-yloxy)-phenylamine (1.3 g, 5.5 mmol) in THF (24 ml) is cooled to 0° C. A solution of 4-chloro-3-(trifluoromethyl)phenyl isocyanate (1.22 g, 5.5 mmol) in THF (24 ml) is added dropwise and stirring is continued overnight at r.t. The solvent is evaporated and the crude product is purified by silica gel chromatography using an ethyl acetate/heptane eluent (1:1) to give 1.78 g (70%) of a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08080552B2 |
| Source dataset | uspto-grants-2011_12 |
| ORD ID | ord-f423b4486d524a4897165fe6ab5c35cf |
| Source note | uspto-grants-2011_12 |