868-84-8Relevant articles and documents
Trifluoroacetic Acid Catalysed Rearrangement of Dialkyl Xanthates to Dithiocarbonates with Inversion of Configuration
Fichtner, Michael W.,Haley, Neil F.
, p. 3141 - 3143 (1981)
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Douglass,I.B.,Evers,W.J.
, p. 419 - 420 (1964)
A facile, safe and inexpensive preparation of S -methyl arylcarbamothioates by methylthiocarbonylation of primary arylamines with O, S -dimethyl carbonodithioate
Degani, Iacopo,Fochi, Rita,Magistris, Claudio
experimental part, p. 1113 - 1122 (2010/05/19)
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 45C 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. Georg Thieme Verlag Stuttgart · New York.
O,S-Dimethyl carbonodithioate as a phosgene substitute for the preparation of S-methyl alkylcarbamothioates and dialkylcarbamothioates
Degani, Iacopo,Fochi, Rita,Magistris, Claudio
experimental part, p. 3807 - 3818 (2010/03/30)
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 dialkylcarbamothioates. 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. Georg Thieme Verlag Stuttgart.