A Facile, Safe and Inexpensive Preparation of S-Methyl Arylcarbamothioates by Methylthiocarbonylation of Primary Arylamines with O,S-Dimethyl Carbonodithioate

作者：Degani Iacopo; Fochi Rita^*; Magistris Claudio

来源：Synthesis, 2010, (7): 1113-1122.

DOI：10.1055/s-0029-1219226

• O,S-dimethyl carbonodithioate
• arylcarbamothioates
• thiocarbonylation
• S,S-dimethyl carbonodithioate
• toluene-2,4-dithiocarbamic acid S,S-dimethyl ester

O,S-Dimethyl carbonodithioate 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 procedure that was carried out at 45 degrees C in a solvent-free system, in the presence of triethyl(methyl)ammonium S-methyl 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.

• 出版日期2010-4