HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hexane → HCID 86662010, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hexane | HCID 8058 | — |
| Reactant | Phosphorus oxychloride | HCID 24813 | — |
| Reactant | HCID 66746556 | HCID 66746556 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 86662010 | HCID 86662010 | 77.1% |
Reaction Steps
A solution of 7,8-dimethoxy-quinoxalin-2-one (5.0 g, 24.25 mmol, 1.0 eq) in phosphorus oxychloride (25 mL, 268.21 mmol, 11.06 eq) is heated under reflux for 1 hour. Then the reaction mixture is cooled down to room temperature and the solvent is evaporated. The residue is poured into ice water, the resulting mixture is neutralized with saturated sodium hydrogen carbonate and extracted with ethyl acetate (3×50 mL). The combined organic layers are dried over sodium sulfate, filtered and concentrated to give a crude product that is purified by column chromatography (silica gel, eluent: hexane:ethyl acetate, 2:1 to 1:1, v/v) to afford 2-chloro-7,8-dimethoxy-quinoxaline as a light yellow solid (4.2 g, 77% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09133219B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-a806a784e9654fc0b80b8e57ee6431b6 |
| Source note | uspto-grants-2015_09 |