Emma Artuso, G. Carvoli, I. Degani
Apr 1, 2007
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Influential Citations
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Citations
Journal
Synthesis
Abstract
A general procedure is reported for the selective preparation of S-methyl N-alkylthiocarbamates by methylthiocarbonylation of primary aliphatic amines, employing S, S-dimethyl dithiocarbonate as a phosgene substitute. The reactions are carried out in water at room temperature (20-25 °C), with S, S-dimethyl dithiocarbonate/amine ratios varying between 1:1.2 and 1:2, and with quantitative recovery of the excess amine. The target products are obtained in exceptionally high yields (generally >95%) and with very high purity (generally >99.5%). Also to be noted is the complete chemoselectivity of the reactions, which can be carried out in the presence of hydroxy or aminophenyl groups.