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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 61847Generated: October 29, 2026

Acetic Acid → 3-Amino-2-bromobenzonitrile

https://huagongshe.com/reaction/61847

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantSodium HydroxideHCID 14798—
Reactant2-Bromo-3-nitrobenzonitrileHCID 13162415—
CatalystIronHCID 23925—
SolventEthanolHCID 702—
SolventWaterHCID 962—
Product3-Amino-2-bromobenzonitrileHCID 60155424—

Reaction Conditions

Temperature60 °C

Reaction Steps

2-Bromo-3-nitro-benzonitrile (Compound U1, 678 mg, 2.987 mmol) was dissolved in ethanol (20.9 mL) and water (8.96 mL), added with acetic acid (2.39 mL, 41.81 mmol) and iron (1.17 g, 20.91 mmol), and stirred at 60° C. for 18 hr. The reaction solution was poured into aqueous solution of sodium hydroxide (1 M), extracted with ethyl acetate, washed with water and saturated brine, dried over sodium sulfate, and then filtered. After concentration under reduced pressure, 3-amino-2-bromo-benzonitrile (Compound U2) was obtained as a crude product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09440922B2
Source datasetuspto-grants-2016_09
ORD IDord-b06b7329751e4c5aa846618c97bb8cb7
Source noteuspto-grants-2016_09