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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1051463Generated: October 31, 2026

p-Toluenesulfonic acid monohydrate → 6-bromo-1-phenyl-1H-benzo[d]imidazole

https://huagongshe.com/reaction/1051463

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acid monohydrateHCID 521998—
Reactant5-bromo-N1-phenylbenzene-1,2-diamineHCID 12930170—
SolventTrimethyl orthoformateHCID 9005—
Product6-bromo-1-phenyl-1H-benzo[d]imidazoleHCID 20266860—

Reaction Conditions

Temperature100 °C

Reaction Steps

To a solution of 5-bromo-N1-phenylbenzene-1,2-diamine (650 mg, 2.47 mmol) in HC(OMe)3 (15 mL) was added TsOH.H2O (38 mg, 0.2 mmol). The mixture was stirred at 100° C. for 4 h. Upon completion, the reaction solution was concentrated, the residue was extracted with EtOAc and washed with water. The organic layer was concentrated to give the crude 6-bromo-1-phenyl-1H-benzo[d]imidazole which was used in next step without further purification. LCMS (m/z): 273.1/274.1 [M+H]+/[M+2H]+

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09388173B2
Source datasetuspto-grants-2016_07
ORD IDord-6c92c3c223e14c40ba4433ce10fb6d21
Source noteuspto-grants-2016_07