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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1814720Generated: October 31, 2026

Toluene → Benzimidazole

https://huagongshe.com/reaction/1814720

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantN-Phenyl-o-phenylenediamineHCID 68297—
Reactant9,10-Dioxo-9,10-dihydroanthracene-2-carbaldehydeHCID 344310—
SolventAcetic AcidHCID 176—
ProductBenzimidazoleHCID 5798139.9%

Reaction Steps

9,10-Dioxo-9,10-dihydro-anthracene-2-carbaldehyde (1.63 g, 6.9 mmol) and N-phenyl-1,2-phenylenediamine (1.27 g, 6.90 mmol) were introduced into a mixture of 80 mL of toluene and 10 mL of acetic acid, and the mixture was refluxed for 12 hours. Solvent was removed and ethanol was poured therein to crystallize it, and then the precipitate was filtered to obtain a benzoimidazole compound ([2-(1-phenyl-1H-benzoimidazole-2-yl)-anthraquinone], 1.14 g, 41%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06878469B2
Source datasetuspto-grants-2005_04
ORD IDord-a51f5a14f7a441c0b0a86718be818a05
Source noteuspto-grants-2005_04