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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1055567Generated: November 1, 2026

Thionyl Chloride → 5-Bromo-2-chlorobenzoyl chloride

https://huagongshe.com/reaction/1055567

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
Reactant5-Bromo-2-chlorobenzoic acidHCID 33127—
CatalystDimethylformamideHCID 6228—
SolventTolueneHCID 1140—
Product5-Bromo-2-chlorobenzoyl chlorideHCID 2756871100%

Reaction Conditions

Temperature100 °C

Reaction Steps

To a solution of 5-bromo-2-chloro-benzoic acid 15a (7.24 g, 30.8 mmol) in toluene (100 mL) were added thionyl chloride (3.6 mL, 49.2 mmol) and N,N-dimethylformamide (0.2 mL, 2.6 mmol) in turn at 0° C. The mixture was warmed up to 100° C. and stirred for 4 hours. The reaction mixture was cooled to room temperature and concentrated in vacuo to give the title compound 21d as yellow oil (7.82 g, 100%). This material was not further purified.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09394329B2
Source datasetuspto-grants-2016_07
ORD IDord-3f88896c5fef4ec4b78f4cefb8b45c29
Source noteuspto-grants-2016_07