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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1862761Generated: October 26, 2026

Potassium Carbonate → 4-[(2S)Oxiranylmethoxy]-1,3-dihydro-2H-benzimidazol-2-one

https://huagongshe.com/reaction/1862761

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantBenzenesulfonic acid, 3-nitro-, (2S)-2-oxiranylmethyl esterHCID 146490—
Reactant2-Amino-3-NitrophenolHCID 4115495—
SolventMethyl Ethyl KetoneHCID 6569—
Product4-[(2S)Oxiranylmethoxy]-1,3-dihydro-2H-benzimidazol-2-oneHCID 1051245026.3%

Reaction Steps

A mixture of 2-amino-3-nitrophenol (12.0 g, 77.8 mmol), (S)-(+)-glycidyl 3-nitrobenzenesulfonate (20.18, 77.8 mmol) and potassium carbonate (11.8 g, 77.8 mmol) in 2-butanone (100 mL) was heated at reflux for 18 hours essentially as described for Procedure A. The residue was purified by flash chromatography on silica gel Merck-60 (eluant: 2:1 hexane-diethyl ether) to yield the title compound (4.30 g, 20.46 mmol).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06537994B2
Source datasetuspto-grants-2003_03
ORD IDord-284f87a35e954f4d8cd2fadfb607a5e2
Source noteuspto-grants-2003_03