Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 10321Generated: October 30, 2026

Sodium hydride → 1-Cyclopropyl-6,7-difluoro-8-methoxy-1H-quinazoline-2,4-dione

https://huagongshe.com/reaction/10321

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
ReactantAmmonium ChlorideHCID 25517—
Reactant1-Cyclopropyl-3-(3-methoxy-2,4,5-trifluorobenzoyl)ureaHCID 11277665—
SolventDimethylformamideHCID 6228—
SolventTetrahydrofuranHCID 8028—
Product1-Cyclopropyl-6,7-difluoro-8-methoxy-1H-quinazoline-2,4-dioneHCID 11265642—

Reaction Steps

A solution of 1-cyclopropyl-3-(3-methoxy-2,4,5-trifluorobenzoyl)urea (Example 27b, 0.94 g, 3.26 mmol) in tetrahydrofuran (20 mL) and N,N-dimethylformamide (5 mL) is treated with sodium hydride (0.275 g, 6.8 mmol, 60% in mineral oil dispersion) and heated at reflux for 16 hours. The mixture is cooled, treated with saturated NH4Cl and extracted with dichloromethane. The organic layer is then washed with brine, dried over Na2SO4 and concentrated under reduced pressure. Flash column chromatography (1:3 ethyl acetate/hexanes) afforded the title compound. MS (EI, M+1) m/z 269.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07094780B1
Source datasetuspto-grants-2006_08
ORD IDord-fa49a4c2dd0b4b8eb96227f4cd80fd12
Source noteuspto-grants-2006_08