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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1096656Generated: November 4, 2026

1,1'-Carbonyldiimidazole → 2H-Benzimidazol-2-one, 1,3-dihydro-1-(2-methoxyethyl)-

https://huagongshe.com/reaction/1096656

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,1'-CarbonyldiimidazoleHCID 68263—
Reactant1-N-(2-methoxyethyl)benzene-1,2-diamineHCID 10261452—
SolventTetrahydrofuranHCID 8028—
Product2H-Benzimidazol-2-one, 1,3-dihydro-1-(2-methoxyethyl)-HCID 999014192%

Reaction Steps

The residue 109B (422 mg, 2.54 mmol) was dissolved in THF (7.5 mL). CDI (494 mg, 3.05 mmol) in THF (7.6 mL) was added slowly via addition funnel. After addition the mixture was stirred overnight at room temperature, solvent was removed under vacuum. The residue was purified by column chromatography (5% MeOH/DCM) to give the product 1-(2-methoxyethyl)-1H-benzo[d]imidazol-2(3H)-one (109C) as an orange solid (449 mg, 92%). ESI-MS:m/z 193.3 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08138168B1
Source datasetuspto-grants-2012_03
ORD IDord-4ede0777ad9f4c1ba9201627499b8712
Source noteuspto-grants-2012_03