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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2270254Generated: November 1, 2026

1,1'-Carbonyldiimidazole → 3-Benzyloxy-1-(2,4-difluorophenyl)-6,7-difluoro-1H-quinazoline-2,4-dione

https://huagongshe.com/reaction/2270254

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,1'-CarbonyldiimidazoleHCID 68263—
ReactantN-Benzyloxy-2-(2,4-difluoroanilino)-4,5-difluoro-benzamideHCID 22632987—
SolventTetrahydrofuranHCID 8028—
Product3-Benzyloxy-1-(2,4-difluorophenyl)-6,7-difluoro-1H-quinazoline-2,4-dioneHCID 2263298668.1%

Reaction Steps

N-benzyloxy-2-(2,4-difluoroanilino)-4,5-difluoro-benzamide (Example I-4, 5.66 g, 15 mmol) and carbonyldiimidazole (2.83 g, 17 mmol) were combined in 300 mL of THF and heated to reflux for 30 hours. The solution was cooled, concentrated, and redissolved in chloroform. The solution was washed with 1N HCl, saturated NaHCO3, brine, and dried over magnesium sulfate. The solution was concentrated to give 4.25 g of a solid which was purified by column chromatography (silica gel, CHCl3/MeOH, 98:2) to give 2.0 g of the title compound as a solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06331538B1
Source datasetuspto-grants-2001_12
ORD IDord-0297fa37487740ae9ce2aef095fc373f
Source noteuspto-grants-2001_12