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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1826977Generated: October 31, 2026

Malononitrile → HCID 69039427, compound

https://huagongshe.com/reaction/1826977

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMalononitrileHCID 8010—
ReactantPiperidineHCID 8082—
Reactant3-MethoxybenzaldehydeHCID 11569—
Reactant1H-indol-4-olHCID 75421—
SolventEthanolHCID 702—
ProductHCID 69039427HCID 6903942725.1%

Reaction Steps

To a solution of 4-hydroxyindole (500 mg, 3.76 mmol), 3-methoxybenzaldehyde (511 mg, 3.76 mmol) and malononitrile (250 mg, 3.76 mmol) in ethanol (10 mL) was added piperidine (0.18 mL, 1.62 mmol). The solution was stirred at room temperature overnight and the solvent was removed in vacuo. The crude material was purified by flash column chromatography (3:1 hexane:ethyl acetate) to yield 300 mg (25%) of title compound as white solids. 1H NMR (CDCl3): 8.26 (brs, 1H), 7.26–7.18 (m, 2H), 7.09–7.06 (m, 1H), 6.84–6.74 (m, 4H), 6.65–6.63 (m, 1H), 4.80 (s, 1H), 4.65 (brs, 2H), 3.76 (s, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07053117B2
Source datasetuspto-grants-2006_05
ORD IDord-2269224c5bce435ea18d4675e618376e
Source noteuspto-grants-2006_05