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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1826973Generated: November 1, 2026

Malononitrile → HCID 9943960, compound

https://huagongshe.com/reaction/1826973

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMalononitrileHCID 8010—
ReactantPiperidineHCID 8082—
Reactant3-AminophenolHCID 11568—
Reactant5-Methoxy-3-pyridinecarboxaldehydeHCID 10975549—
SolventEthanolHCID 702—
ProductHCID 9943960HCID 994396031%

Reaction Steps

To a mixture of 5-methoxypyridine-3-carboxaldehyde (69.2 mg, 0.5 mmol) and malononitrile (34 mg, 0.5 mmol) in ethanol (2.5 mL) was added piperidine (0.1 mL, 1 mmol) and 3-aminophenol (60 mg, 0.55 mmol). The mixture was stirred for 2 h under argon at room temperature. The solvent was evaporated and the residue was purified by chromatography on silica gel with hexane: EtOAc (4:1˜1:1) as eluant, yielding 44 mg of (31%) the title compound. 1H NMR (CD3OD): 8.02 (s, 1H), 7.88 (s, 1H), 6.93 (s, 1H), 6.75 (s, 1H), 6.51 (d, J=8.4 Hz, 1H), 6.18 (d, J=8.4 Hz, 1H), 6.09 (s, 1H), 5.15 (br, 1H), 4.49 (s, 1H), 3.66 (s, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07053117B2
Source datasetuspto-grants-2006_05
ORD IDord-292b8929e4004e61ad1da77488cbaac5
Source noteuspto-grants-2006_05