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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1622312Generated: October 25, 2026

Cesium carbonate → HCID 67994323, compound

https://huagongshe.com/reaction/1622312

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant2-Naphthylamine, 1-nitro-HCID 11823—
Reactant3-BromobenzonitrileHCID 23381—
ReactantSodium BicarbonateHCID 516892—
ReactantBinap, (A+-)-HCID 634876—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
ProductHCID 67994323HCID 6799432337.4%

Reaction Steps

A solution of 1-nitro-2-naphthylamine (875 mg, 4.65 mmol), 3-bromobenzonitrile (846 mg, 4.65 mmol), cesium carbonate (3.03 g, 9.30 mmol), tris(dibenzylideneacetone)dipalladium(0) (213 mg, 0.23 mmol) and (+/−)-2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (217 mg, 0.35 mmol) in toluenene (10 mL) was heated at 110° C. for 16 hours. The reaction mixture was poured into a saturated aqueous sodium bicarbonate solution, and was extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous sodium sulfate. The solvent was removed under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate=4/1), to give the titled compound (503 mg, yield 37%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08778933B2
Source datasetuspto-grants-2014_07
ORD IDord-a99274e340834e36a7eb4c71349cc01e
Source noteuspto-grants-2014_07