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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1913068Generated: November 1, 2026

Dimethylformamide → 5-Bromo-2-chlorobenzoyl chloride

https://huagongshe.com/reaction/1913068

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantThionyl ChlorideHCID 24386—
Reactant5-Bromo-2-chlorobenzoic acidHCID 33127—
SolventTolueneHCID 1140—
Product5-Bromo-2-chlorobenzoyl chlorideHCID 275687194.1%

Reaction Conditions

Temperature0 °C

Reaction Steps

Under Ar protection, 5-bromo-2-chloro-benzoic acid (35 g, 148.6 mmol) was dissolved in toluene (230 ml), followed by addition of DMF (0.5 mL) at room temperature, then the reaction mixture was cooled to 0° C. The reaction mixture was heated to 100° C. after thionyl chloride (44 g, 372 mmol) was dropwise added. After 5 hours, the reaction mixture was concentrated under reduced pressure to obtain the title compound 5-bromo-2-chloro-benzoyl chloride 12n (35.5 g, pale yellow grease), yield: 94.0%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08609622B2
Source datasetuspto-grants-2013_12
ORD IDord-48e8c9d894ed47ae9467c92bcdb29e80
Source noteuspto-grants-2013_12