HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 4-[[2-Methyl-4-oxo-3,4-dihydro-(2H)-1,3-benzoxazine-2-yl]methoxy]nitrobenzene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Salicylamide | HCID 5147 | — |
| Reactant | Piperidine | HCID 8082 | — |
| Reactant | 1-(4-Nitrophenoxy)propan-2-one | HCID 308507 | — |
| Solvent | Benzene | HCID 241 | — |
| Product | 4-[[2-Methyl-4-oxo-3,4-dihydro-(2H)-1,3-benzoxazine-2-yl]methoxy]nitrobenzene | HCID 18356946 | 86% |
Reaction Steps
To a stirred mixture of salicylamide (6.85 g, 50 mmol) and 4-[2-oxo-propoxy]nitrobenzene (9.75 g, 50 mmol) in benzene (500 mL) was added piperidine (0.52 mL, 5 mmol). The reaction mixture was immersed in a pre-heated oil bath (˜100° C.) and refluxed for 10 h with continuous removal of water using Dean-Stark water separator. The reaction mixture was cooled to room temperature End the precipitated brown coloured solid was filtered, washed with benzene and dried to afford the title compound (13.5 g, 86%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06313113B1 |
| Source dataset | uspto-grants-2001_11 |
| ORD ID | ord-3d08c324cdf244e9b7acf322362868dc |
| Source note | uspto-grants-2001_11 |