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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 919357Generated: October 26, 2026

Water → 5,6-Dichloro-1,3-Dihydro-2H-Benzimidazol-2-One

https://huagongshe.com/reaction/919357

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant1,1'-CarbonyldiimidazoleHCID 68263—
Reactant4,5-Dichloro-1,2-phenylenediamineHCID 79297—
SolventDimethylformamideHCID 6228—
Product5,6-Dichloro-1,3-Dihydro-2H-Benzimidazol-2-OneHCID 989914891.5%

Reaction Steps

To the solution of 4,5-dichloro-benzene-1,2-diamine (25 g, 0.14 mol) in dry DMF (200 mL), was added CDI (23 g, 0.14 mol) as the solid. The reaction solution was stirred at room temperature for 1 hour, then water (500 mL) was added. The precipitated solid was collected by filtration, washed with water, dried thoroughly to afford the titled compound (26.0 g, 90%). The crude product was used in the following reaction without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09273034B2
Source datasetuspto-grants-2016_03
ORD IDord-d736183869774be2acd93ff99c6c46df
Source noteuspto-grants-2016_03