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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1622313Generated: October 28, 2026

Tetrahydrofuran → 3-(1-Amino-2-naphthylamino)benzonitrile

https://huagongshe.com/reaction/1622313

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
Reactant3-(1-Nitro-2-naphthylamino)benzonitrileHCID 67994323—
CatalystHCID 178418390HCID 178418390—
SolventMethanolHCID 887—
Product3-(1-Amino-2-naphthylamino)benzonitrileHCID 6799391293.6%

Reaction Steps

3-(1-Nitro-2-naphthylamino)benzonitrile (1.16 g, 3.99 mmol) was hydrogenated in methanol (20 mL)/THF (40 mL) for 4 hours at room temperature using 10% palladium-carbon (220 mg) as a catalyst. After removal of the catalyst by filtration, the filtrate was concentrated to dryness. The residue was purified by silica gel column chromatography (chloroform/methanol=99/1), to give the titled compound as a yellow crystal (968 mg, yield 93%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08778933B2
Source datasetuspto-grants-2014_07
ORD IDord-3a2a1be3445148ca822d50755fbec6c1
Source noteuspto-grants-2014_07