反应详情

A suspension of 2.5 g (12.8 mmol) of (E)-2-methyl-3-(phenylthio)-2-propenoic acid and 3.5 g (25.7 mmol) of thionyl chloride in 25 ml of toluene was refluxed for 1 hour and then concentrated under vacuum. The residue was dissolved in 25 ml of ethyl acetate and cooled in ice bath. To the solution was added dropwise 2.9 g (32 mmol) of aniline and stirred at room temperature for 30 minutes. The reaction mixture was washed sequentially with 1N HCl solution, a saturated NaHCO3 solution, and a saturated NaCl solution. The organic layer was dried over anhydrous MgSO4 and concentrated to obtain 3.0 g of (E)-2-Methyl-N-phenyl-3-(phenylthio)-2-propenamide.

1. temperaturewas refluxed for 1 hour
2. concentrationconcentrated under vacuum
3. dissolutionThe residue was dissolved in 25 ml of ethyl acetate
4. temperaturecooled in ice bath
5. washThe reaction mixture was washed sequentially with 1N HCl solution
6. dry with materialThe organic layer was dried over anhydrous MgSO4
7. concentrationconcentrated