HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanol → 2-Chloro-4-(2-methylsulfanyl-pyrimidin-4-yloxy)-phenylamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | 2-Methylsulfanyl-4-(3-chloro-4-nitrophenoxy)-pyrimidine | HCID 67523947 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Catalyst | Pd barium sulfate | HCID 16218511 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-Chloro-4-(2-methylsulfanyl-pyrimidin-4-yloxy)-phenylamine | HCID 67523965 | 32.4% |
Reaction Steps
A mixture of 1.10 g (3.69 mmol) 2-methylsulfanyl-4-(3-chloro-4-nitrophenoxy)-pyrimidine, 20 ml ethanol, 20 ml THF, and 300 mg palladium/BaSO4 is hydrogenated at 50 mbar hydrogen pressure at r.t. for 8 h. The catalyst was removed by filtration, washed with 20 ml ethanol and evaporated. The residue was purified by chromatography on silica (ethyl acetate/isohexane 2:7) to give 320 mg (32%) 2-chloro-4-(2-methylsulfanyl-pyrimidin-4-yloxy)-phenylamine.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08080552B2 |
| Source dataset | uspto-grants-2011_12 |
| ORD ID | ord-96797a2af4a74b7bb8503abd436ae3fd |
| Source note | uspto-grants-2011_12 |