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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 387730Generated: October 30, 2026

Acetic Acid → HCID 67202966, compound

https://huagongshe.com/reaction/387730

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
Reactant2-NitrobenzaldehydeHCID 11101—
ReactantSodium triacetoxyborohydrideHCID 5049666—
Reactant4-[(6,7-Dimethoxyquinolin-4-yl)oxy]anilineHCID 11594543—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
ProductHCID 67202966HCID 6720296662.2%

Reaction Steps

6,7-Dimethoxy-4-(4-aminophenyloxy)quinoline (500 mg, 1.6873 mmol) was dissolved in tetrahydrofuran (64 ml), and after adding 2-nitrobenzaldehyde (320 mg, 2.1091 mmol) and acetic acid (0.58 ml), sodium triacetoxyborohydride (720 mg, 3.3746 mmol) was further added and the mixture was stirred at room temperature for 11 hours and 30 minutes. Water and saturated saline were added, the mixture was extracted with ethyl acetate, washed with saturated saline and dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure. The obtained crystals were washed with hexane-diethyl ether, filtered out, washed with hexane and dried by aspiration at room temperature to obtain the title compound (453 mg) as light yellow crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08372981B2
Source datasetuspto-grants-2013_02
ORD IDord-77eab7e259e0430bbbcd70f736768a9f
Source noteuspto-grants-2013_02