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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1038852Generated: October 25, 2026

Methyl 3-(2,4-dinitrophenyl)-2-methylpropanoate → 7-amino-3-methyl-3,4-dihydroquinolin-2(1H)-one

https://huagongshe.com/reaction/1038852

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl 3-(2,4-dinitrophenyl)-2-methylpropanoateHCID 86665113—
CatalystPalladiumHCID 23938—
Solventtert-ButanolHCID 6386—
Product7-amino-3-methyl-3,4-dihydroquinolin-2(1H)-oneHCID 1571903396.9%

Reaction Conditions

Temperature50 °C

Reaction Steps

A flask was charged with methyl 3-(2,4-dinitrophenyl)-2-methylpropanoate (1.1 g, 4.1 mmol), 10 wt % Pd on carbon (0.25 g, 2.3 mmol), and t-BuOH (15 mL). The mixture was degassed with H2 three times and was stirred for about 72 h at about 50° C. The mixture was filtered and the filtrate was concentrated under reduced pressure to give 7-amino-3-methyl-3,4-dihydroquinolin-2(1H)-one (0.70 g, 92%): LC/MS (Table 2, Method g) Rt=1.04 min; MS m/z: 177 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08551981B2
Source datasetuspto-grants-2013_10
ORD IDord-a383f3d27f1044d7b9dec2f73b90cd29
Source noteuspto-grants-2013_10