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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 248217Generated: October 31, 2026

Hydrochloric Acid → 3,4-Difluoroaniline

https://huagongshe.com/reaction/248217

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant1,2-Difluoro-4-nitrobenzeneHCID 123053—
CatalystIronHCID 23925—
SolventMethanolHCID 887—
Product3,4-DifluoroanilineHCID 7746986%

Reaction Conditions

Temperature60 °C

Reaction Steps

10 g of 3,4-difluoronitrobenzene was dissolved in 20 and 2 g of methanol and 10 g of concentrated hydrochloric acid and 2 g of iron powder were added thereto. The mixture was stirred at 60° C. for two hours, and then distilled to obtain 3,4-difluoroaniline. The reduction yield was 86%. To this product, 70 g of 36% hydrochloric acid was added to convert it into its salt. Under stirring, 18 g of a 25% NaNO2 aqueous solution was added at 0° C. to obtain a diazonium salt. The diazonium salt was dropwise added to a hydrochloric acid solution of cupric chloride heated to 120° C., for thermal decomposition. The diazotization yield was 84%. 3,4-Difluorochlorobenzene was obtained in an overall yield of 72%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05208394
Source datasetuspto-grants-1993_05
ORD IDord-57f4299bf6914f95b4ae7e96640b0052
Source noteuspto-grants-1993_05