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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2280343Generated: October 31, 2026

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

https://huagongshe.com/reaction/2280343

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 numberUS09138427B2
Source datasetuspto-grants-2015_09
ORD IDord-d652cc53ca6140f2a13d3d3888c37f26
Source noteuspto-grants-2015_09