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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1295768Generated: October 31, 2026

1,3-Dihydro-1-(4-piperidinyl)-2H-benzimidazol-2-one → HCID 86589516, compound

https://huagongshe.com/reaction/1295768

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,3-Dihydro-1-(4-piperidinyl)-2H-benzimidazol-2-oneHCID 88638—
ReactantDiphenyl N-CyanocarbonimidateHCID 688090—
SolventAcetonitrileHCID 6342—
ProductHCID 86589516HCID 8658951685.6%

Reaction Conditions

Temperature60 °C

Reaction Steps

To a solution of 4-(2-keto-1-benzimidazolinyl)piperidine (1.3 g; 5.98 mmol) in acetonitrile was added diphenyl N-cyanocarbonimidate (1.56 g; 6.55 mmol; 1.1 equiv). The reaction mixture was stirred at 60° C. for 48 h under nitrogen atmosphere and then concentrated under reduced pressure. The crude product was suspended in ethyl acetate (50 mL) and a saturated aqueous solution of sodium bicarbonate (50 mL) and stirred overnight at room temperature. The solid was collected by filtration and dried to give N-cyano-4-(2-oxo-2,3-dihydro-benzoimidazol-1-yl)-piperidine-1-carboximidic acid phenyl ester (1.85 g; 85%) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07244744B2
Source datasetuspto-grants-2007_07
ORD IDord-608073f1edf74501811ff0aa1a803ba0
Source noteuspto-grants-2007_07