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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1094084Generated: October 31, 2026

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

https://huagongshe.com/reaction/1094084

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 numberUS08133891B2
Source datasetuspto-grants-2012_03
ORD IDord-3d2496e390ae4d18a36b25e25a4226a3
Source noteuspto-grants-2012_03