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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2203321Generated: October 29, 2026

Malononitrile → HCID 86678963, compound

https://huagongshe.com/reaction/2203321

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMalononitrileHCID 8010—
ReactantSodium hydrideHCID 24758—
ReactantHCID 67992976HCID 67992976—
SolventDimethylformamideHCID 6228—
ProductHCID 86678963HCID 86678963—

Reaction Steps

To NaH (60%, 0.293 g, 7.32 mmol) in 10 mL of DMF at room temperature was added dropwise malononitrile (0.483 g, 7.32 mmol) in 5 mL of DMF. After stirring at room temperature for 15 minutes, the intermediate from Step C (1.82 g, 7.32 mmol) in 10 mL of DMF was added. The resulting mixture was stirred for 2 hours and then quenched with water. The mixture was extracted with EtOAc, dried with MgSO4, and concentrated. The residue was purified by silica gel chromatography using a hexanes/EtOAc gradient to give the indicated compound (a pale yellow oil). 1H NMR (CDCl3, 500 MHz) δ 7.66 (1H, s), 4.88 (1H, s), 3.87 (3H, s), 2.49 (3H, s), 1.92 (3H, s). m/z=234 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09365574B2
Source datasetuspto-grants-2016_06
ORD IDord-0a44864e3bc44124a86302345242c40b
Source noteuspto-grants-2016_06