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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1348951Generated: October 27, 2026

Nitrobenzene → 4-Nitrobenzoyl-1,3-dihydroimidazol-2-one

https://huagongshe.com/reaction/1348951

Reaction equation

Participants

RoleNameHCIDCharge
ReactantNitrobenzeneHCID 7416—
Reactant2-Nitrobenzoyl chlorideHCID 11875—
Reactant2-HydroxyimidazoleHCID 22208—
SolventAluminum(III) ChlorideHCID 6451240—
Product4-Nitrobenzoyl-1,3-dihydroimidazol-2-oneHCID 2109282845%

Reaction Conditions

Temperature65 °C

Reaction Steps

To a solution of dihydroimidazolone 1a (1.0 g, 11.9 mmol) in 24 mL 1M AlCl3 in nitrobenzene was added 2-nitrobenzoyl chloride (2.2 g, 11.9 mmol), and the reaction was heated in a 65° C. oil bath for 6 h. The reaction was poured over ice during which a solid formed. The reaction was filtered through a sintered glass funnel and the solid washed with water and diethyl ether and dried in vacuum dessicator to give 1.26 g (45% yield) of 4-nitrobenzoyl-1,3-dihydroimidazol-2-one 1b.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07211671B2
Source datasetuspto-grants-2007_05
ORD IDord-b2223c12bb7f4474bfe3be473641f456
Source noteuspto-grants-2007_05