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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 641930Generated: October 26, 2026

Ethyl 3-(2,4-dinitrophenyl)propanoate → 7-amino-3,4-dihydro-1H-quinolin-2-one

https://huagongshe.com/reaction/641930

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl 3-(2,4-dinitrophenyl)propanoateHCID 17352660—
ReactantHCID 178418361HCID 178418361—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
Product7-amino-3,4-dihydro-1H-quinolin-2-oneHCID 5200242—

Reaction Conditions

Temperature30 °C

Reaction Steps

Into a 100 mL 3-necked round bottom flask was placed a solution of ethyl 3-(2,4-dinitrophenyl)propanoate (1.5 g, 5.60 mmol) in methanol (20 mL). To the mixture was added Pd/C (0.5 g). Hydrogen gas was passed through. The resulting solution was allowed to react, with stirring, overnight while the temperature was maintained at 30° C. A filtration was performed. The filtrate was concentrated by evaporation under vacuum using a rotary evaporator. This resulted in 0.5 g (55%) of 7-amino-3,4-dihydroquinolin-2(1H)-one as a green-yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07696229B2
Source datasetuspto-grants-2010_04
ORD IDord-f3b7dde3f73e4272be022b5e40f1d2a8
Source noteuspto-grants-2010_04