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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2206834Generated: November 1, 2026

Phosphorus oxychloride → 2-(4-Bromophenyl)-1-phenyl-1H-benzo(d)imidazole

https://huagongshe.com/reaction/2206834

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosphorus oxychlorideHCID 24813—
Reactant4-Bromo-N-(2-(phenylamino)phenyl)benzamideHCID 23094055—
Solvent1,4-DioxaneHCID 31275—
Product2-(4-Bromophenyl)-1-phenyl-1H-benzo(d)imidazoleHCID 2309407090.3%

Reaction Conditions

Temperature100 °C

Reaction Steps

To a suspension of amide 1 (9.6 g, 26 mmol) in anhydrous 1,4-dioxane (100 mL) was added phosphorus oxychloride (POCl3) (9.2 mL, 100 mmol) slowly. The whole was then heated at 100° C. overnight. After cooling to RT, the mixture was poured into ice (200 g) with stirring. Filtration, followed by recrystallization in DCM/hexanes gave a pale grey solid 2 (8.2 g, in 90% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09373797B2
Source datasetuspto-grants-2016_06
ORD IDord-722745d58f7f4889950e4817c9eb2bdc
Source noteuspto-grants-2016_06