56624-42-1Relevant articles and documents
Expeditious one-pot three component synthesis of N-aryl dithiocarbamate derivatives using mesoporous Cu-materials
Payra, Soumen,Saha, Arijit,Peng, Rui,Wu, Chia-Ming,Koodali, Ranjit T.,Banerjee, Subhash
, p. 1609 - 1613 (2015/03/14)
In this study, a facile one-pot three component protocol has been demonstrated for the preparation of synthetically challenging N-aryl dithiocarbamate derivatives using mesoporous Cu-materials as catalyst at room temperature. The mesoporous Cu-catalysts namely Cu-MCM-41, Cu-MCM-48, and Cu-SBA-15 were prepared by impregnation of Cu-salts on the synthesized mesoporous materials and were characterized by powder X-ray diffraction, N2 adsorption-desorption, and transmission electron microscopic studies. Significant improvement of yields was obtained using mesoporous Cu-catalysts under milder reaction conditions compared to the earlier reported catalysts. All the three mesoporous Cu-catalysts showed comparative reactivity however a little higher yield was obtained using Cu-MCM-48.
The thiocarbonyl 'S' is softer than thiolate 'S': A catalyst-free one-pot synthesis of isothiocyanates in water
Jamir, Latonglila,Ali, Abdur Rezzak,Ghosh, Harisadhan,Chipem, Francis A. S.,Patel, Bhisma K.
supporting information; experimental part, p. 1674 - 1678 (2010/07/04)
Treatment of the preformed or the in situ generated aryl/alkyl dithiocarbamates triethylammonium salt (ArNHCSS-.Et 3NH+) with methyl acrylate in an aqueous medium gave solely arylisothiocyanate (ArNCS), whereas the in situ generated aryl dithiocarbamic acid (ArNHCSS-.H+) yielded exclusively the thia-Michael adduct (ArNHCSSCH2CH2COOMe). This differential reactivity can be explained by two alternative mechanisms which is dependent both on the nature of the counter cation and on the pH of the reaction medium. Irrespective of the counter cations, the thiocarbonyl sulfur (=S) atom, having large orbital-coefficient, is softer compared to the thiol/thiolate sulfur (-SH/S-) in a dithiocarbamate salt and the former adds to the Michael acceptor by a 1,4-addition.