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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2269671Generated: October 30, 2026

Thionyl Chloride → 4-Bromo-3-methylthiophene-2-carbonyl chloride

https://huagongshe.com/reaction/2269671

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
Reactant4-Bromo-3-methylthiophenecarboxylic acidHCID 2757073—
CatalystDimethylformamideHCID 6228—
Solvent1,2-DichloroethaneHCID 11—
Product4-Bromo-3-methylthiophene-2-carbonyl chlorideHCID 2757074100.2%

Reaction Steps

A slurry of 1.11 g (5 mmole) of 4-bromo-3-methyl-2-thiophenecarboxylic acid, 0.44 mL (6 mmole) of thionyl chloride, 5 drops of DMF, and 10 mL of 1,2-dichloroethane was heated at 80° C. for 1.5 h. The clear solution was cooled and concentrated on a roto-evaporator. The residue was dissolved in 5 mL of 1,2-dichloroethane and reconcentrated on a roto-evaporator to give 1.2 g of a tan solid, 97% pure (GC area). This acid chloride was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06329528B1
Source datasetuspto-grants-2001_12
ORD IDord-dd58aa7ca3fa4d66aeee2cca4d152b3d
Source noteuspto-grants-2001_12