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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2275223Generated: November 3, 2026

Acetic Acid → 3-Amino-2-bromobenzonitrile

https://huagongshe.com/reaction/2275223

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 numberUS09126931B2
Source datasetuspto-grants-2015_09
ORD IDord-7cedb54ddbb94c31b7a8d9fddc8c34e2
Source noteuspto-grants-2015_09