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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2416864Generated: November 1, 2026

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

https://huagongshe.com/reaction/2416864

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 numberUS06825199B2
Source datasetuspto-grants-2004_11
ORD IDord-b3ea84760f924c9b952e7fd595700612
Source noteuspto-grants-2004_11