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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 731671Generated: October 29, 2026

Dimethylformamide → 2-Chloro-4-fluoro-3-methylbenzonitrile

https://huagongshe.com/reaction/731671

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant3-Bromo-2-chloro-6-fluorotolueneHCID 2736227—
CatalystZinc cyanide (Zn(CN)2)HCID 11186—
CatalystHCID 178418397HCID 178418397—
SolventDiethyl EtherHCID 3283—
Product2-Chloro-4-fluoro-3-methylbenzonitrileHCID 4455097142%

Reaction Steps

3-Bromo-2-chloro-6-fluorotoluene 165RL91 (173 mg, 0.78 mmol), zinc cyanide (91 mg, 0.78 mmol) and tetrakis(triphenylphosphine)palladium(0) (27 mg, 23 μmol) was charged in a vial, DMF (1 mL) added, and the mixture irradiated for 150 sec at 200° C. in a microwave oven. Diethyl ether (30 ml) was added and the reaction mixture washed with magnesium sulphate (4% solution, 3×20 mL) followed by brine (20 mL). The organic layer was dried and evaporated. The product was further purified by column chromatography on silica gel using n-heptane/ethyl acetate (9:1) giving a white solid (55 mg, 42%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07585877B2
Source datasetuspto-grants-2009_09
ORD IDord-805edac049ee4db6b9d578a9e03cf646
Source noteuspto-grants-2009_09