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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1655375Generated: October 30, 2026

Water → 6-nitro-2,2,3-trimethyl-4-(2-oxo-1,2-dihydropyridin-1-yl)-3,4-dihydro-3-hydroxy-2H-1-benzopyran

https://huagongshe.com/reaction/1655375

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantEthyl AcetateHCID 8857—
Reactant2-PyridoneHCID 8871—
Reactant6-nitro-2,2,3-trimethyl-3,4-dihydro-3,4-epoxy-2H-1-benzopyranHCID 15711888—
SolventEthanolHCID 702—
Solvent1,4-DioxaneHCID 31275—
Product6-nitro-2,2,3-trimethyl-4-(2-oxo-1,2-dihydropyridin-1-yl)-3,4-dihydro-3-hydroxy-2H-1-benzopyranHCID 2212271225.3%

Reaction Steps

A solution of 6-nitro-2,2,3-trimethyl-3,4-dihydro-3,4-epoxy-2H-1-benzopyran (9.93 g, 0.0422 mol), 2(1H)-pyridinone (8.04 g, 0.0845 mol) and Triton B (40% in ethanol, 2.5 ml) in dioxan (100 ml) was heated at reflux for twenty hours. Water and ethyl acetate were added to the cooled solution, the organic phase separated and the solvent removed under reduced pressure. The residue was washed with diethyl ether and pentane, to give 3.53 g of 6-nitro-2,2,3-trimethyl-4-(2-oxo-1,2-dihydropyridin-1-yl)-3,4-dihydro-3-hydroxy-2H-1-benzopyran, m.p. 214° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05250547
Source datasetuspto-grants-1993_10
ORD IDord-4d900dd5ffd441cc88624cd07e02aeb7
Source noteuspto-grants-1993_10