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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 590817Generated: October 31, 2026

Diethyl Ether → 4-Hydroxy-2-methyl-6-oxo-1,6-dihydropyridine-3-carbonitrile

https://huagongshe.com/reaction/590817

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantBis(2,4,6-trichlorophenyl) propanedioateHCID 2783450—
Reactant3-AminocrotonitrileHCID 5324720—
SolventDiglymeHCID 8150—
Product4-Hydroxy-2-methyl-6-oxo-1,6-dihydropyridine-3-carbonitrileHCID 54693544—

Reaction Conditions

Temperature120 °C

Reaction Steps

A mixture of (E)-3-aminobut-2-enenitrile (9.7 g, 118 mmol) and bis(2,4,6-trichlorophenyl) malonate (58.4 g, 126 mmol) in diglyme (120 ml) was heated to 120° C. for 2.5 hr. The mixture was cooled to RT and poured into Et2O and filtered to collect the precipitate. The precipitate was washed with Et20 to obtain 4-hydroxy-2-methyl-6-oxo-1,6-dihydropyridine-3-carbonitrile. MS ESI calc'd. for C7H7N2O2 [M+H]+ 151. found 151.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09233979B2
Source datasetuspto-grants-2016_01
ORD IDord-9d01770b36344ffb8bf4b521c1a2559b
Source noteuspto-grants-2016_01