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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1852419Generated: November 1, 2026

Acetonitrile → N-phenyl-4-diethylphosphoryloxy-1,2-dihydro-1-methyl-2-oxo-quinoline-3-carboxamide

https://huagongshe.com/reaction/1852419

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetonitrileHCID 6342—
ReactantAmmonium cerium-nitrateHCID 57418452—
ReactantN-(2,4-dimethoxybenzyl)-N-phenyl-4-diethylphosphoryloxy-1,2-dihydro-1-methyl-2-oxo-quinoline-3-carboxamideHCID 86691492—
ProductN-phenyl-4-diethylphosphoryloxy-1,2-dihydro-1-methyl-2-oxo-quinoline-3-carboxamideHCID 6818686551.3%

Reaction Steps

N-(2,4-dimethoxybenzyl)-N-phenyl-4-diethylphosphoryloxy-1,2-dihydro-1-methyl-2-oxo-quinoline-3-carboxamide (125 mg, 0.22 mmol) was added to a solution of cerium ammonium nitrate in 95% aq. MeCN (0.50 mmol, 0.1 M, 5.0 mL). The reaction mixture was stirred at room temperature for 1 h, concentrated at reduced pressure, and then partitioned between EtOAc and water. The organic phase was washed with water and brine, dried (Na2SO4), and concentrated at reduced pressure. The residue was purified by silica column chromatography (EtOAc) to give the title compound (45 mg, 49%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08962598B2
Source datasetuspto-grants-2015_02
ORD IDord-9feef2b7443c41928791cc9abcc96372
Source noteuspto-grants-2015_02