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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 551024Generated: October 29, 2026

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

https://huagongshe.com/reaction/551024

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 numberUS07947677B2
Source datasetuspto-grants-2011_05
ORD IDord-efbc20d747324ee2b73a53ba376e09f8
Source noteuspto-grants-2011_05