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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2227159Generated: October 25, 2026

Water → 4-Oxo-1,4-dihydroquinoline-3-carboxamide

https://huagongshe.com/reaction/2227159

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantThionyl ChlorideHCID 24386—
ReactantN-[4-(hydroxymethyl)benzyl] 4-oxo-1,4-dihydro-quinoline-3-carboxamideHCID 12051693—
SolventDimethylformamideHCID 6228—
SolventSodium chloride; waterHCID 57417360—
Product4-Oxo-1,4-dihydroquinoline-3-carboxamideHCID 824670—

Reaction Steps

To a solution of N-[4-(hydroxymethyl)benzyl] 4-oxo-1,4-dihydro-quinoline-3-carboxamide (279 mg; 0.79 mmol) in anhydrous DMF (8 mL) at 0° is added thionyl chloride (61 μL; 0.83 mmol) and the solution is stirred at room temperature for 1 h. Water (10 mL) and brine (10 mL) are added, and the precipitate is collected, rinsed with a small quantity of methanol and ether, and dried to give 214 mg of N-[4-chloromethyl)benzyl] 4-oxo-1,4-dihydro-quinoline-3-carboxamide.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06413956B1
Source datasetuspto-grants-2002_07
ORD IDord-b72fbba407cd4ed9aff6fecaeccbc553
Source noteuspto-grants-2002_07