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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1985812Generated: November 2, 2026

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

https://huagongshe.com/reaction/1985812

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant1,1'-CarbonyldiimidazoleHCID 68263—
Reactant4,5-Dichloro-1,2-phenylenediamineHCID 79297—
SolventTetrahydrofuranHCID 8028—
Product5,6-Dichloro-1,3-Dihydro-2H-Benzimidazol-2-OneHCID 9899148101.1%

Reaction Steps

4,5-Dichloro-1,2-phenylenediamine (10 g) was dissolved in tetrahydrofuran (35 mL), and to the mixture was added a suspension of carbonyldiimidazole (9.6 g) in tetrahydrofuran (15 mL) at room temperature. The reaction mixture was stirred at room temperature for 1 hour, and to the reaction mixture was added water under ice-cooling. The insoluble material was collected by filtration and dried to give the title compound (11.6 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07547680B2
Source datasetuspto-grants-2009_06
ORD IDord-a20f4ca89b17436a9cd7d8df2b03fccb
Source noteuspto-grants-2009_06