O,S-Dimethyl carbonoditioate is proposed as a suitable and safely handled reagent that can be used in the methylthiocarbonylation of primary arylamines to give S-methyl arylcarbamothioates. Optimal conditions involved a one-step porocedure that was carried out at 45 °C in a solvent-free system, in the presence of triethyl(methyl)ammonium S-mentyl carbonodithioate as a reaction promoter. The title products were obtained pure in yields that, with one exception, varied between 72 and 91% (average yield of the 12 considered examples was 83%). The by-product S,S-dimethyl carbonodithioate is also a valuable reagent.
A Facile, Safe and Inexpensive Preparation of S-Methyl Arylcarbamothioates by Methylthiocarbonylation of Primary Arylamines with O,S-Dimethyl Carbonodithioate
FOCHI, Rita;MAGISTRIS, CLAUDIO
2010-01-01
Abstract
O,S-Dimethyl carbonoditioate is proposed as a suitable and safely handled reagent that can be used in the methylthiocarbonylation of primary arylamines to give S-methyl arylcarbamothioates. Optimal conditions involved a one-step porocedure that was carried out at 45 °C in a solvent-free system, in the presence of triethyl(methyl)ammonium S-mentyl carbonodithioate as a reaction promoter. The title products were obtained pure in yields that, with one exception, varied between 72 and 91% (average yield of the 12 considered examples was 83%). The by-product S,S-dimethyl carbonodithioate is also a valuable reagent.
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