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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1051469Generated: November 1, 2026

1,1'-Carbonyldiimidazole → 5-Bromo-1,3-dihydro-2H-benzimidazol-2-one

https://huagongshe.com/reaction/1051469

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,1'-CarbonyldiimidazoleHCID 68263—
Reactant4-Bromobenzene-1,2-diamineHCID 323593—
Solvent1,4-DioxaneHCID 31275—
Product5-Bromo-1,3-dihydro-2H-benzimidazol-2-oneHCID 12228060128%

Reaction Steps

The mixture of 4-bromobenzene-1,2-diamine (200 mg, 1.1 mmol), CDI (174 mg, 1.1 mmol) in dioxane was reacted at 50° C. for 16 hours. The mixture was concentrated and the residue was dissolved in DCM and extracted with water with the combined organic phases dried by Na2SO4 and concentrated to give 300 mg of crude product which was used without further purification. LCMS (m/z): 213.1/214.1 [M+H]+/[M+2H]+

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09388173B2
Source datasetuspto-grants-2016_07
ORD IDord-70bffae8f78a4835a31b4a8750769e7a
Source noteuspto-grants-2016_07