Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2189025Generated: November 4, 2026

Phenacyl bromide → 2-Amino-5-phenylfuran-3-carbonitrile

https://huagongshe.com/reaction/2189025

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhenacyl bromideHCID 6259—
ReactantMalononitrileHCID 8010—
ReactantDiethylamineHCID 8021—
SolventDimethylformamideHCID 6228—
Product2-Amino-5-phenylfuran-3-carbonitrileHCID 693961—

Reaction Steps

Add 68.6 ml (663 mmol) diethylamine dropwise to a mixture of 60.0 g (301 mmol) bromoacetophenone and 25.89 g (391.86 mmol) malononitrile in 130 ml DMF at RT (cooling is required to maintain the temperature). Towards the end of addition, remove the cooling, stir the mixture for 1 h at RT and then add water to 385 ml. Dilute with a further 125 ml water and stir for 20 min at RT. Filter off the precipitated solids with suction, wash twice with 125 ml water each time, dry under suction and wash with petroleum ether. Dry the residue at high vacuum. 33.3 g (50.1% of theor.) of the target compound is obtained as yellowish-brown crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08324222B2
Source datasetuspto-grants-2012_12
ORD IDord-25a306bae9dc43e69d1a27db4bfecd91
Source noteuspto-grants-2012_12