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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 387798Generated: October 30, 2026

Ethanol → 4-[(7-Oxo-7,8-dihydro[1,8]naphthyridin-4-yl)oxy]aniline

https://huagongshe.com/reaction/387798

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantDimethylformamideHCID 6228—
ReactantAmmonium ChlorideHCID 25517—
Reactant4-(4-Nitrophenoxy)-7-oxo-7,8-dihydro[1,8]naphthyridineHCID 22936880—
CatalystIronHCID 23925—
SolventWaterHCID 962—
Product4-[(7-Oxo-7,8-dihydro[1,8]naphthyridin-4-yl)oxy]anilineHCID 58931357—

Reaction Steps

4-(4-Nitrophenoxy)-7-oxo-7,8-dihydro[1,8]naphthyridine (156 mg), iron powder (300 mg), ammonium chloride (600 mg), dimethylformamide (2 ml), ethanol (1 ml) and water (1 ml) were stirred at 100° C. for 20 minutes. The mixture was filtered with celite, and then water and ethyl acetate were added for extraction. The organic layer was washed 4 times with ammonium chloride water and then dried over magnesium sulfate. The drying agent was filtered off and the solvent was distilled off under reduced pressure to obtain 30 mg of the target substance as a light yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08372981B2
Source datasetuspto-grants-2013_02
ORD IDord-a86432cde96e4059973e99829d41fcb6
Source noteuspto-grants-2013_02