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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2362270Generated: October 31, 2026

1,1'-Carbonyldiimidazole → 5-Nitro-2,3-dihydro-1,3-benzoxazol-2-one

https://huagongshe.com/reaction/2362270

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,1'-CarbonyldiimidazoleHCID 68263—
Reactant2-Amino-4-NitrophenolHCID 3613389—
SolventTetrahydrofuranHCID 8028—
Product5-Nitro-2,3-dihydro-1,3-benzoxazol-2-oneHCID 26396587.3%

Reaction Steps

The mixture of 2-amino-4-nitrophenol (5 g, 32.44 mmol) and CDI (6.3 g, 38.93 mmol) in THF (60 mL) was heated at refluxing for 16 h. Cooled to room temperature, the solvent was removed under reduced pressure, the residue was dissolved in DCM (100 mL) and poured into 2N HCl solution (200 mL) with stirring, after 30 min, collected the solid and washed with water (50 mL×2), dried in vacuo to get compound 39-1 as a yellow solid (5.1 g, yield 87%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08691816B2
Source datasetuspto-grants-2014_04
ORD IDord-4ab921c15908450e89ab32301743f6d5
Source noteuspto-grants-2014_04