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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 723922Generated: October 29, 2026

1,1'-Carbonyldiimidazole → 2(3H)-Benzoxazolone,4-fluoro-(9CI)

https://huagongshe.com/reaction/723922

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,1'-CarbonyldiimidazoleHCID 68263—
Reactant2-amino-3-fluorophenolHCID 2782778—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
Product2(3H)-Benzoxazolone,4-fluoro-(9CI)HCID 45090556—

Reaction Conditions

Temperature60 °C

Reaction Steps

1,1′-Carbonyldiimidazole (11.4 g, 0.0703 mol) is added portionwise to a solution of 2-amino-3-fluorophenol (Step 3, 8.94 g, 0.0703 mol) in THF (200 ml) and warmed at 60° C. for 2 h. The reaction mixture is diluted with ethyl acetate (200 ml), washed with 2N HCl and saline, dried (MgSO4), and evaporated to give product as a white solid suitable for use in the next step (10.6 g, 99%); mp 131–3° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07141588B2
Source datasetuspto-grants-2006_11
ORD IDord-ac0820e460014e2cbede5444a6ec4790
Source noteuspto-grants-2006_11