Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1750921Generated: October 26, 2026

Phosphorus pentachloride → 1-(1,3-diisopropyldibenzo[b,d]furan-4-yl)-2-phenyl-4,5-dihydro-1H-imidazole

https://huagongshe.com/reaction/1750921

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosphorus pentachlorideHCID 24819—
ReactantN-(2-chloroethyl)benzamideHCID 101439—
Reactant1,3-Diisopropyldibenzo[b,d]furan-4-amineHCID 58400957—
SolventO-XyleneHCID 7237—
Product1-(1,3-diisopropyldibenzo[b,d]furan-4-yl)-2-phenyl-4,5-dihydro-1H-imidazoleHCID 5840103255.9%

Reaction Steps

N-(2-chloroethyl)benzamide (6.3 g, 34 mmol) and PCl5 (7.9 g, 38 mmol) were suspended in xylene (75 mL) and refluxed for two hours. Then 1,3-diisopropyldibenzo[b,d]furan-4-amine (10 g, 38 mmol) was added. The mixture was refluxed overnight. After cooling by ice-bath, no precipitation was observed. The mixture was concentrated and the residue was washed with small amount of toluene and hexane. The crude 1-(1,3-diisopropyldibenzo[b,d]furan-4-yl)-2-phenyl-4,5-dihydro-1H-imidazole (7.5 g, 19 mmol, 54.8% yield) was used without further purification for the next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09156870B2
Source datasetuspto-grants-2015_10
ORD IDord-f0de1c6066184c28b691f80f4b83c027
Source noteuspto-grants-2015_10