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.
Titolo: | A Facile, Safe and Inexpensive Preparation of S-Methyl Arylcarbamothioates by Methylthiocarbonylation of Primary Arylamines with O,S-Dimethyl Carbonodithioate |
Autori Riconosciuti: | |
Autori: | Iacopo Degani; Rita Fochi; Claudio Magistris |
Data di pubblicazione: | 2010 |
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. |
Volume: | - |
Pagina iniziale: | 1113 |
Pagina finale: | 1122 |
Parole Chiave: | O; S-dimethyl carbonoditioate; arylcarbamothioates; thiocarbonylation; S; S-dimethyl carbonodithioate; toluene-2; 4-dithioarbamic acid S; S-dimethyl ester |
Rivista: | SYNTHESIS |
Appare nelle tipologie: | 03A-Articolo su Rivista |
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