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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 497222Generated: October 31, 2026

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

https://huagongshe.com/reaction/497222

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 numberUS06949536B2
Source datasetuspto-grants-2005_09
ORD IDord-d83fc27440404fcfa6d59654903c1ce6
Source noteuspto-grants-2005_09