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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1922374Generated: November 2, 2026

Water → HCID 59807104, compound

https://huagongshe.com/reaction/1922374

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantChloroacetoneHCID 6571—
ReactantPotassium CarbonateHCID 11430—
Reactant6-Nitro-3,4-dihydroquinolin-2(1H)-oneHCID 5111749—
SolventDimethylformamideHCID 6228—
ProductHCID 59807104HCID 59807104—

Reaction Steps

A suspension of 6-nitro-3,4-dihydroquinolin-2(1H)-one (950 mg, 4.94 mmol) and potassium carbonate (4.10 g, 29.64 mmol) in 12 mL DMF was treated with chloroacetone (787 μL, 9.89 mmol) and stirred at room temperature overnight. After this time, the mixture was cooled to 0° C. and treated with 50 mL H2O under rapid stirring. A precipitate formed and it was filtered then washed with 50 mL H2O. The solid was collected and dried under reduced pressure overnight (1.01 g, 82.1%). 1H-NMR (DMSO-d6) δ: 8.17 (d, J=2.4 Hz, 1H), 8.05 (dd, J=2.4, 8.7 Hz, 1H), 7.05 (d, J=8.7 Hz, 1H), 3.33 (s, 2H), 3.05 (t, J=7.8 Hz, 2H), 2.66 (t, J=7.8 Hz, 2H), 2.24 (s, 3H). MS (EI): 248 (M+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08173813B2
Source datasetuspto-grants-2012_05
ORD IDord-b65d5e30a7d64ef5933fa24eedb6cf19
Source noteuspto-grants-2012_05