Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2071042Generated: November 2, 2026

Dimethylformamide → HCID 68671759, compound

https://huagongshe.com/reaction/2071042

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantAmmonium HydroxideHCID 14923—
ReactantHCID 17908432HCID 17908432—
CatalystZinc cyanide (Zn(CN)2)HCID 11186—
CatalystHCID 178418397HCID 178418397—
ProductHCID 68671759HCID 6867175920%

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of 1.37 g (4.17 mmol) of 1,3-dibromo-5-(methylsulfonylmethyl)benzene, 297 mg (2.53 mmol) of Zn(CN)2, and 298 mg (0.258 mmol) of Pd(PPh3)4 in 10 mL of DMF (degassed) was heated at 80° C. After 2.5 h, a 10% NH4OH aqueous solution was added, and the aqueous layer was extracted with EtOAc. The organic layer was washed with H2O and brine, dried over Na2SO4, filtered, and concentrated. Purification by flash silica gel chromatography (50-60) % EtOAc/hexanes provided 228 mg of 3-bromo-5-(methylsulfonylmethyl)benzonitrile as a colorless solid in 20% yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08299267B2
Source datasetuspto-grants-2012_10
ORD IDord-42c3739ce6464fcd80050e2e1e78bb15
Source noteuspto-grants-2012_10