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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2281456Generated: November 2, 2026

Ethyl bromoacetate → ethyl 2-(6-nitro-2-oxo-3,4-dihydroquinolin-1(2H)-yl)acetate

https://huagongshe.com/reaction/2281456

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl bromoacetateHCID 7748—
ReactantCesium carbonateHCID 10796—
Reactant6-Nitro-3,4-dihydroquinolin-2(1H)-oneHCID 5111749—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Productethyl 2-(6-nitro-2-oxo-3,4-dihydroquinolin-1(2H)-yl)acetateHCID 43446515—

Reaction Conditions

Temperature65 °C

Reaction Steps

To a mixture of 6-nitro-3,4-dihydroquinolin-2(1H)-one (0.5 g, 2.6 mmol) and Cs2CO3 (1.70 g, 5.2 mmol) in DMF (5 mL) was added ethyl 2-bromoacetate (0.317 mL, 2.86 mmol). After stirring at 65° C. for 3 h, the mixture was diluted with H2O and EtOAc, organic layer was separated, and the aqueous layer was further extracted with EtOAc, organic layers were combined, dried over Na2SO4, and was concentrated in vacuo to provide ethyl 2-(6-nitro-2-oxo-3,4-dihydroquinolin-1(2H)-yl)acetate, which was used directly for next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09139581B2
Source datasetuspto-grants-2015_09
ORD IDord-5a5a5d78a860402da0daa1b81535f79b
Source noteuspto-grants-2015_09