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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1295949Generated: October 29, 2026

Ammonia → 4,5-Diethoxy-3-fluorophthalonitrile

https://huagongshe.com/reaction/1295949

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
ReactantDimethylformamideHCID 6228—
Reactant1,2-Dibromo-4,5-diethoxy-3-fluorobenzeneHCID 11709889—
ReactantHCID 178418260HCID 178418260—
Product4,5-Diethoxy-3-fluorophthalonitrileHCID 22929841—

Reaction Conditions

Temperature150 °C

Reaction Steps

After dissolving the 1,2-dibromo-4,5-diethoxy-3-fluorobenzene (480 g) in dimethylformamide (1400 ml), copper cyanide (345 g) was added and the mixture was stirred at 150° C. for 3 hours. Saturated aqueous ammonia was added to the reaction mixture, and then the mixture was stirred overnight and extraction was performed with toluene. The organic layer was dried over anhydrous magnesium sulfate, the solvent was distilled off under reduced pressure and the residue was purified by silica gel column chromatography (solvent: n-hexane-ethyl acetate) to yield the title compound (513 g) as white crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07244730B2
Source datasetuspto-grants-2007_07
ORD IDord-f1aa9cb6fca04ca9b6398103df5a9706
Source noteuspto-grants-2007_07