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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 245527Generated: November 1, 2026

Bis-(1H-imidazol-2-YL)-methanone → 6,7-Difluorobenzo[d]isoxazol-3(2h)-one

https://huagongshe.com/reaction/245527

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBis-(1H-imidazol-2-YL)-methanoneHCID 5250894—
Reactant3,4-difluoro-N,2-dihydroxybenzamideHCID 86658119—
SolventTetrahydrofuranHCID 8028—
Product6,7-Difluorobenzo[d]isoxazol-3(2h)-oneHCID 5694623896.2%

Reaction Steps

A mixture of 3,4-difluoro-N,2-dihydroxybenzamide (Intermediate 527, 7.91 g, 41.8 mmol) and carbonyl diimidazole (13.6 g, 83.7 mmol) in THF (200 ml) was heated at reflux for 90 min. The mixture was partitioned between EtOAC and water and acidified with conc. HCl. The solution was extracted 3 times with EtOAc, each extract being washed with water and brine. Drying (MgSO4) of the combined extracts and removal of solvent gave 6.88 g of product as an off-white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08658641B2
Source datasetuspto-grants-2014_02
ORD IDord-aaf2e4ebf62843d494d4dce2cd486492
Source noteuspto-grants-2014_02