HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Aminophenol → 4-(3-Chloropyrazin-2-yloxy)benzenamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Aminophenol | HCID 403 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 2,3-Dichloropyrazine | HCID 78575 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Solvent | Water | HCID 962 | — |
| Product | 4-(3-Chloropyrazin-2-yloxy)benzenamine | HCID 20133974 | — |
Reaction Steps
To a round-bottomed flask was added 2,3-dichloropyrazine (7.3582 g, 49.4 mmol), 4-aminophenol (5.39 g, 49.4 mmol), and cesium carbonate (48.3 g, 148 mmol) in DMSO (165 mL) at 110° C. to stir overnight. The reaction mixture was diluted with water and extracted with EtOAc. The organic extract was washed with water, sat NaCl, sat sodium bicarbonate, dried with magnesium sulfate, filtered, and concentrated to give the title compound. MS (ESI, pos. ion) m/z: 222.1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08637500B2 |
| Source dataset | uspto-grants-2014_01 |
| ORD ID | ord-edb4d39bc15145d6914e6f7cba38a022 |
| Source note | uspto-grants-2014_01 |