HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Methoxy-o-phenylenediamine → HCID 491324, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Methoxy-o-phenylenediamine | HCID 153404 | — |
| Reactant | Ethyl 3,3,3-trifluoro-2-oxopropanoate | HCID 2737239 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 491324 | HCID 491324 | 42% |
| Product | HCID 11806856 | HCID 11806856 | 17% |
Reaction Steps
A mixture of 4-methoxybenzene-1,2-diamine (2.00 g, 14.5 mmol) and ethyl trifluoropyruvate (2.47 g, 14.5 mmol) in absolute EtOH (30 mL) was refluxed overnight. The mixture was cooled to room temperature and diluted with EtOAc (300 mL), washed with water (100 mL×2), dried over Na2SO4 and concentrated in vacuo. The residue was purified by column chromatography on silica gel to give 6-methoxy-3-(trifluoromethyl)quinoxalin-2(1H)-one (1.50 g, yield 42%) as solid (also obtained 7-methoxy-3-(trifluoromethyl)quinoxalin-2(1H)-one (600 mg, yield 17%)).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09364481B2 |
| Source dataset | uspto-grants-2016_06 |
| ORD ID | ord-e9c8104f44e94944a8bac9a4d4645554 |
| Source note | uspto-grants-2016_06 |