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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2203314Generated: November 1, 2026

Malononitrile → HCID 86678961, compound

https://huagongshe.com/reaction/2203314

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMalononitrileHCID 8010—
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
ReactantHCID 86678960HCID 86678960—
SolventTetrahydrofuranHCID 8028—
ProductHCID 86678961HCID 86678961—

Reaction Conditions

Temperature-78 °C

Reaction Steps

DBU (2.56 mL, 8.1 mmol) was added dropwise to a −78° C. THF (20 mL) solution of malononitrile (1.12 g, 17 mmol) and the intermediate from Step C (1.49 g, 5.66 mmol). The reaction solution was stirred at −78° C. for 15 minutes and then at room temperature for 1 hour. The solution was then concentrated and the residue purified by silica gel chromatography using a hexanes/EtOAc gradient to give the indicated product. 1H NMR δ (ppm) (CHCl3-d): 4.79 (1H, s), 4.30 (2H, dd, J=7.1, 2.6 Hz), 2.64 (3H, s), 2.02 (3H, s), 1.31-1.25 (3H, m).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09365574B2
Source datasetuspto-grants-2016_06
ORD IDord-65e72e6c620e4ffeb8498d3280cd2fbe
Source noteuspto-grants-2016_06