Synthesis of Aryldithiocarbamic Acid Esters Using Basic Al₂O₃

Significance

The efficient synthesis of aryldithiocarbamic acid esters was achieved via Michael addition of alkylamines and CS₂ to electron-deficient alkenes using basic Al₂O₃. Thus, the one-pot synthesis of methyl 3-(phenylcarbamothioyl­thio)propanoate (1a) was achieved in 88% yield by mixing aniline, CS₂, methyl acrylate, and basic Al₂O₃. Several arylamines underwent the Michael addition under similar reaction conditions to afford the corresponding dithiocarbamates 1b-i in 30-93% yield.