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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 427278Generated: November 1, 2026

Water → 4-[[2-Methyl-4-oxo-3,4-dihydro-(2H)-1,3-benzoxazine-2-yl]methoxy]nitrobenzene

https://huagongshe.com/reaction/427278

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSalicylamideHCID 5147—
ReactantPiperidineHCID 8082—
Reactant1-(4-Nitrophenoxy)propan-2-oneHCID 308507—
SolventBenzeneHCID 241—
Product4-[[2-Methyl-4-oxo-3,4-dihydro-(2H)-1,3-benzoxazine-2-yl]methoxy]nitrobenzeneHCID 1835694686%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06313113B1
Source datasetuspto-grants-2001_11
ORD IDord-3d08c324cdf244e9b7acf322362868dc
Source noteuspto-grants-2001_11