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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2356862Generated: November 2, 2026

Ammonia → 3-Nitro-1-phenyl-1,2-dihydropyridin-2-one

https://huagongshe.com/reaction/2356862

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
ReactantTriethylamineHCID 8471—
ReactantPhenylboronic AcidHCID 66827—
ReactantHCID 178526677HCID 178526677—
CatalystCupric acetateHCID 8895—
SolventPyridineHCID 1049—
SolventTetrahydrofuranHCID 8028—
Product3-Nitro-1-phenyl-1,2-dihydropyridin-2-oneHCID 2231915761%

Reaction Steps

5 g of 2-hydroxy-3-nitropyridine, 7.14 g of phenylboronic acid, 2.6 g of copper (II) acetate, 9.9 ml of triethylamine and 5.8 ml of pyridine were added to 100 ml of tetrahydrofuran, followed by stirring overnight. The reaction mixture was poured into aqueous ammonia, and extracted with ethyl acetate. The organic layer was washed with water, dried, and concentrated. The residue was suspended into ether, and collected by filtration, to give 4.71 g of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07759367B2
Source datasetuspto-grants-2010_07
ORD IDord-4b76c88344134945aad655eb52bc6d43
Source noteuspto-grants-2010_07