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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1098761Generated: November 2, 2026

Sulfuric Acid → 4-Acetyl-2-bromobenzonitrile

https://huagongshe.com/reaction/1098761

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSulfuric AcidHCID 1118—
ReactantPotassium CyanideHCID 9032—
Reactant1-(4-Amino-3-bromo-phenyl)-ethanoneHCID 1515281—
ReactantSodium NitriteHCID 23668193—
ReactantHCID 178418546HCID 178418546—
SolventAcetic AcidHCID 176—
SolventWaterHCID 962—
Product4-Acetyl-2-bromobenzonitrileHCID 1334727657.3%

Reaction Steps

To a solution of the product obtained in step 1 (9.50 g, 44.38 mmol) in acetic acid (160 mL) was added sulfuric acid (95%, 7.4 mL) at 0° C. After stirring for 10 min a solution of NaNO2 (3.06 g, 44.38 mmol) in water (30 mL) was added slowly. Stirring was continued for 30 min. The reaction mixture was added drop wise to a solution of CuCN (3.975 g, 44.38 mmol) and KCN (8.667 g, 133.1 mmol) in water (60 mL). Stirring was continued for 30 min at 0° C. and 2 h at RT. Then the reaction mixture was poured into water (400 mL). Filtration of the resulting suspension gave the desired product as red solid (5.7 g, 57%), which was used in the following step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08143242B2
Source datasetuspto-grants-2012_03
ORD IDord-a70212f59c0740348a9204bfa1613e1f
Source noteuspto-grants-2012_03