SOLVENT-FREE SYNTHESIS OF DITHIOCARBAMATES
877
General Procedure for the One-Pot Reaction of Amines, CS2,
and α,β-Unsaturated Olefins
The support OH−/silica was prepared according to a previously reported proce-
dure19 via using commercially available sodium hydroxide and silica gel starting materials
(Table 2, entries 1–25).17,18 The mixture was stirred at room temperature for 20 min, and
then it was concentrated in vacuo and dried in a vacuum oven at 100 ◦C for 2 h. The mixture
◦
of amine (1 mmol), CS2 (1 mmol), and OH−/silica (0.1 g) was heated at 70 C for 1 h.
Then, methyl acrylate as the Michael acceptor (1 mmol) was added, and the entire mixture
was stirred vigorously for 10 h. Finally, the solid mixture thus obtained was washed with
ethyl acetate (10 mL), and OH−/silica was filtered off. The organic solvent was removed
under reduced pressure to give the desired product. The crude product was purified by
recrystallization or column chromatography over silica gel to give the desired product. All
products were characterized by melting point, IR, and NMR, and their physical data were
similar to those reported in the literature.17,18
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