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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 389520Generated: November 2, 2026

Formic Acid → 4-Amino-3-bromo-2,5-difluorobenzaldehyde

https://huagongshe.com/reaction/389520

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormic AcidHCID 284—
Reactant4-Amino-3-bromo-2,5-difluorobenzonitrileHCID 14621019—
CatalystNickelHCID 935—
Product4-Amino-3-bromo-2,5-difluorobenzaldehydeHCID 1462102071%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of 4-amino-3-bromo-2,5-difluoro-benzonitrile (7 g, 30 mmol) in 95-97% formic acid (40 mL) was added Raney nickel (7 g, previously washed with water and methanol). The reaction mixture was heated to 75-85° C. for 2 h. The reaction was then cooled to room temperature and filtered through Celite, washing with dichloromethane and water. The dichloromethane layer was washed with aqueous sodium bicarbonate and brine, dried over sodium sulfate, filtered, and concentrated to afford 5 g (71%) of the title compound. 1H NMR (300 MHz, CDCl3): δ 10.15 (s, 1H), 7.41-7.49 (m, 1H), 4.9 (br. s, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08378104B2
Source datasetuspto-grants-2013_02
ORD IDord-7944c7328a8948838f13833457449723
Source noteuspto-grants-2013_02