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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2374601Generated: October 30, 2026

Water → 1-Methyl-5, 6-dihydro-4H-imidazo[4,5,1-ij]quinolin-2(1H)-one

https://huagongshe.com/reaction/2374601

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
Reactant5,6-Dihydro-4H-imidazo[4,5,1-ij]quinolin-2(1H)-oneHCID 15646702—
SolventDimethylformamideHCID 6228—
Product1-Methyl-5, 6-dihydro-4H-imidazo[4,5,1-ij]quinolin-2(1H)-oneHCID 21886911—

Reaction Steps

Sodium hydride (2.36 g) was added to a solution of 5,6-dihydro-4H-imidazo[4,5,1-ij]quinolin-2(1H)-one (10 g) obtained in Reference Example 131 in dimethylformamide (100 ml), the mixture was stirred at room temperature for 1 hour, methyl iodide (3.68 ml) was added, and the mixture was stirred at room temperature for 18 hours Water (200 g) was poured into the reaction mixture, extracted with ethyl acetate, and washed with brine. The organic layer was dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure to give a pale yellow solid (9.7 g). Further recrystallization from water-ethyl acetate afforded the title compound as colorless crystals (9.0 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07462628B2
Source datasetuspto-grants-2008_12
ORD IDord-21de0c5a71e44f068b1611a002f27f2f
Source noteuspto-grants-2008_12