Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 641379Generated: October 30, 2026

Triphosgene → 4-Nitro-1H-benzo[d]imidazol-2(3H)-one

https://huagongshe.com/reaction/641379

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphosgeneHCID 94429—
Reactant3-Nitro-1,2-phenylenediamineHCID 4359525—
SolventAcetonitrileHCID 6342—
Product4-Nitro-1H-benzo[d]imidazol-2(3H)-oneHCID 4149828—

Reaction Steps

Triphosgene (56 g, 188.8 mol) was added portionwise over 15 min to a solution of 3-nitro-1,2-phenylenediamine (25.5 g, 167 mol) in CH3CN (400 mL) at 0° C. and the mixture was allowed to warm to ambient temperature after 30 min. The reaction was concentrated in vacuo, diluted with toluene (100 mL) and the solid precipitate was collected by filtration to give the title compound. MS: m/z=180 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07696192B2
Source datasetuspto-grants-2010_04
ORD IDord-9b996c82427e49d9bdd9e2ccf5ee0e85
Source noteuspto-grants-2010_04