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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2262435Generated: October 27, 2026

1,2-Dimethoxyethane → 1-[4-(10-naphthalene-2-yl-anthracene-9-yl)-phenyl]-2-methyl-1H-benzimidazole

https://huagongshe.com/reaction/2262435

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DimethoxyethaneHCID 8071—
ReactantSodium CarbonateHCID 10340—
Reactant10-(2-Naphthyl)anthracene-9-boronic AcidHCID 23088556—
Reactant1-(4-Bromophenyl)-2-(pyridin-2-yl)-1H-benzo[d]imidazoleHCID 23094057—
CatalystTetrakis(triphenylphosphine)palladiumHCID 11979704—
SolventDichloromethaneHCID 6344—
Product1-[4-(10-naphthalene-2-yl-anthracene-9-yl)-phenyl]-2-methyl-1H-benzimidazoleHCID 5777654269.1%

Reaction Steps

Dissolving 1.2 g (3.4 mmol) of 1-(4-bromophenyl)-2-pyridine-2-yl-1H-benzimidazole, 1.2 g (3.4 mmol) of 10-naphthalene-2-yl-anthracene-9-boronic acid and 0.10 g of tetrakis (triphenylphosphine) palladium into 15 milliliter of 1,2-dimethoxyethane, adding 6 milliliter of 2.0M sodium carbonate aqueous solution, the resultant suspension was refluxed with heating for 7 hours. After completion of the reaction, the precipitated solids were dissolved into the dichloro-methane, washed with water and dried with sodium sulfate. Removing the solvent by distillation and by refining the resultant product with the use of a silicagel column chromatography (dichloro methane-ethyl acetate), 1.2 g of an yellowish white solids were obtained (yield: 61%). As a result of MS analysis, it was recognized that the yellowish white solids were identified as the aimed substance and that m/e=573 for molecular weight of 573.22.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07851071B2
Source datasetuspto-grants-2010_12
ORD IDord-4194380969b64abf8b975b83f914260b
Source noteuspto-grants-2010_12