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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 478905Generated: October 30, 2026

O-Phenylenediamine → 2-Hydroxy benzimidazole

https://huagongshe.com/reaction/478905

Reaction equation

Participants

RoleNameHCIDCharge
ReactantO-PhenylenediamineHCID 7243—
Reactant1,1'-CarbonyldiimidazoleHCID 68263—
SolventDimethylformamideHCID 6228—
Product2-Hydroxy benzimidazoleHCID 1198598%

Reaction Steps

To a stirred solution of 1,2-phenylenediamine (10.00 g, 0.092 mol) in dimethylformamide (150 cm3) was added 1,1′-carbonyldiimidiazole (CDI, 14.99 g, 0.092 mol). After 22 hours, the reaction mixture was evaporated and then slurried in ethyl acetate. The resulting mixture was filtered, washed with ethyl acetate, and the residue dried in vacuo to give 1,3-dihydrobenzoimidazol-2-one (12.10 g, 98%) as a white solid:

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06642256B2
Source datasetuspto-grants-2003_11
ORD IDord-1a529997a9434578a7b81fc9e13987b7
Source noteuspto-grants-2003_11