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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 396783Generated: October 29, 2026

4-Bromophenacyl bromide → 4-(4-Bromophenyl)-2-methyl-1,3-thiazole

https://huagongshe.com/reaction/396783

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Bromophenacyl bromideHCID 7454—
ReactantSodium HydroxideHCID 14798—
ReactantThioacetamideHCID 2723949—
Solvent1,4-DioxaneHCID 31275—
Product4-(4-Bromophenyl)-2-methyl-1,3-thiazoleHCID 620138103.4%

Reaction Steps

To a stirred solution of 2,4-dibromoacetophenone (5 g, 18 mmol) in dioxane (180 ml) was added thioacetamide (6.76 g, 90 mmol), and the mixture was heated at reflux temperature for 8 hours. The reaction mixture was cooled down to room temperature, and made basic by addition of 2N NaOH aqueous solution. The whole was extracted with diethyl ether. The organic layer was washed with brine, dried over MgSO4, and concentrated in vacuo. The residue was purified by flash chromatography eluting with ethyl acetate-hexane (1:5) to give title compound (4.73 g, 99% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06608095B2
Source datasetuspto-grants-2003_08
ORD IDord-cd10578e17b44255bc5b5e69c5dd548d
Source noteuspto-grants-2003_08