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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 497809Generated: October 30, 2026

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

https://huagongshe.com/reaction/497809

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 numberUS06949571B2
Source datasetuspto-grants-2005_09
ORD IDord-58f3150fa2c940b1840b2c8bb39e0256
Source noteuspto-grants-2005_09