HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetone → 4-Methyl-N,N-diprop-2-yn-1-ylbenzenesulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetone | HCID 180 | — |
| Reactant | P-Toluenesulfonamide | HCID 6269 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 3-Chloro-1-propyne | HCID 12221 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | Sodium chloride; water | HCID 57417360 | — |
| Product | 4-Methyl-N,N-diprop-2-yn-1-ylbenzenesulfonamide | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07750034B2 |
| Source dataset | uspto-grants-2010_07 |
| ORD ID | ord-bcb37cc2fe0b4ee69ffaf8b8a8a05ba4 |
| Source note | uspto-grants-2010_07 |