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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2199505Generated: October 30, 2026

Sodium Carbonate → HCID 178506266, compound

https://huagongshe.com/reaction/2199505

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant1,4-DioxaneHCID 31275—
Reactant2,3,5-Trichlorophenylboronic acidHCID 5106508—
ReactantHCID 178506268HCID 178506268—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
ProductHCID 178506266HCID 178506266—

Reaction Conditions

Temperature100 °C

Reaction Steps

Compound number 261 (i.e., 6-chloro-5-(2,3,5-trichlorophenyl)-2-trifluoromethylbenzimidazole) was prepared as follows. A 100-mL round-bottom flask purged and maintained with an inert atmosphere of nitrogen. (2,3,5-trichlorophenyl)boronic acid (284 mg, 1.26 mmol, 2.00 equiv), dioxane (30 mL), 5-chloro-6-iodo-2-(trifluoromethyl)-1H-1,3-benzodiazole (200 mg, 0.58 mmol, 1.00 equiv), sodium carbonate (191 mg), water (8 mL) and Pd(PPh3)4 (34.7 mg) was placed in the flask. The resulting solution was stirred overnight at 100° C. in an oil bath. The resulting mixture was concentrated under vacuum. The residue was applied onto a silica gel column with ethyl acetate/petroleum ether (1:4). This resulted in 22.3 mg (10%) of 6-chloro-5-(2,3,5-trichlorophenyl)-2-trifluoromethylbenzimidazole as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09359305B2
Source datasetuspto-grants-2016_06
ORD IDord-de0248b30e1b40d78bc373ec6f0006e9
Source noteuspto-grants-2016_06