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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2353446Generated: October 31, 2026

Acetone → 4-Methyl-N,N-diprop-2-yn-1-ylbenzenesulfonamide

https://huagongshe.com/reaction/2353446

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetoneHCID 180—
ReactantP-ToluenesulfonamideHCID 6269—
ReactantPotassium CarbonateHCID 11430—
Reactant3-Chloro-1-propyneHCID 12221—
SolventDiethyl EtherHCID 3283—
SolventSodium chloride; waterHCID 57417360—
Product4-Methyl-N,N-diprop-2-yn-1-ylbenzenesulfonamideHCID 329147—

Reaction Steps

To a solution of p-toluenesulfonamide (2.55 g) in acetone (100 mL) were added potassium carbonate (4.44 g) and propargyl chloride (5 g) and the mixture was refluxed overnight. The mixture was cooled, diluted with ether and brine. The organic layer was separated, dried over anhydrous sodium sulfate, filtered and evaporated under reduced pressure. The residue was purified on a Biotage Horizon® system (silica, ethyl acetate gradient 13-25% in hexane) to yield the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07750034B2
Source datasetuspto-grants-2010_07
ORD IDord-bcb37cc2fe0b4ee69ffaf8b8a8a05ba4
Source noteuspto-grants-2010_07