2941-55-1Relevant articles and documents
New facile one-pot synthesis of S-alkyl thiolcarbamates from xanthogenate in water
Milosavljevic, Milutin M.,Mijin, Dusan Z.,Milisavljevic, Smiljka S.,Elezovic, Natasa M.,Milanovic, Jelena K.
, p. 1833 - 1837 (2014/01/06)
A simple and efficient one-pot synthesis was developed for the preparation of S-alkyl thiolcarbamates from xanthogenate without catalyst using water as a solvent. The water can be recycled after removal of the product. The significant features of this protocol are: operational simplicity, mild reaction conditions, recycling of solvent and high product yields. Starting basic alkyl xanthogenate reacts with alkyl ammonium sulfate (aryl ammonium sulfate) and hydrogen peroxide (molar ratio 1:0.55:1) in water at 40 C for 1 h, followed by additional heating at 70-110 C for 1-2.3 h. Good to excellent yields were achieved using ammonium sulfate in 10 % molar excess. Graphical abstract: [Figure not available: see fulltext.]
Practical synthesis of S-alkyl thiocarbamate herbicides by carbonylation of amines with carbon monoxide and sulfur
Mizuno, Takumi,Iwai, Toshiyuki,Ito, Takatoshi
, p. 2869 - 2873 (2007/10/03)
An industrial and economic carbonylation of amines with carbon monoxide and sulfur has been developed for the synthesis of S-alkyl thiocarbamate herbicides. In the presence of potassium carbonate and solvent DMSO, S-alkyl thiocarbamates, such as thiobencarb and orbencarb (herbicides) are synthesized in excellent yields from amines, carbon monoxide, sulfur, and alkyl halides under mild conditions (1atm, 20°C).
REACTIONS OF UNSTABLE DIALKYLCARBAMOYL LITHIUMS WITH SULFUR COMPOUNDS
Mizuno, Takumi,Nishiguchi, Ikuzo,Hirashima, Tsuneaki
, p. 2403 - 2412 (2007/10/02)
Unstable dialkylcarbamoyl lithiums, generated from the reaction of lithium dialkylamides with carbon monoxide, were successfully trapped by sulfur compounds (elemental sulfur, disulfides, carbon disulfide, and carbonyl sulfide) at low temperature, through their potent affinity with a sulfur atom.These efficient reactions were also applied to development of a facile synthetic method for thiocarbamates, useful herbicides, and thiooxamates.