Abstract
O ,S -Dimethyl
carbonodithioate is proposed as a suitable and safely handled reagent
that can be used as a replacement for phosgene in the synthesis
of S -methyl alkyl- and dialkylcarbamo-thioates.
The former were obtained by a two-step procedure, which can also
be carried out in a one-pot fashion without isolating the intermediates O -methyl alkylcarbamothioates; the overall
yields of the pure S -methyl alkylcarbamothioates
were 94-98%. Optimal conditions for the synthesis
of S -methyl dialkylcarbamothioates
involved a one-step procedure in a solvent-free system in the presence of
triethyl(methyl)ammonium methyl carbonate as a catalyst; yields of
the pure products were 85-98%. A mechanism is
proposed for the carbamothioate-formation reaction.
Key words
O ,S -dimethyl
carbonodithioate - carbamothioates - carbonylation - isomerization -
S ,S- dimethyl carbonodithioate
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