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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 241511Generated: October 26, 2026

Lawesson's reagent → 4-bromo-3-methyl-N-trimethylsilanylmethyl-thiobenzamide

https://huagongshe.com/reaction/241511

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLawesson's reagentHCID 87949—
Reactant4-bromo-3-methyl-N-(trimethylsilylmethyl)benzamideHCID 66836469—
SolventTolueneHCID 1140—
Product4-bromo-3-methyl-N-trimethylsilanylmethyl-thiobenzamideHCID 86691045123.7%

Reaction Steps

To a suspension of 4-bromo-3-methyl-N-trimethylsilanylmethyl-benzamide (32.75 g, 109.1 mmol) in toluene (250 mL) was added Lawesson's reagent (31.32 g, 77.44 mmol) at room temperature. The mixture was heated at reflux for 1 h and cooled to ambient temperature. After adsorption of the reaction mixture on silica gel, the solvents were distilled off in vacuum. The residue was purified by flash chromatography on silica gel to give the title compound (30.3 g, 88%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08653000B2
Source datasetuspto-grants-2014_02
ORD IDord-ab5fa87ae87945ecaa25b8f497c3b53f
Source noteuspto-grants-2014_02