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Preparation of Mono-, Di-, and Trisubstituted Ureas by Carbonylation of Aliphatic Amines with S,S-Dimethyl Dithiocarbonate

Emma Artuso, Iacopo Degani, Rita Fochi*, Claudio Magistris

*Dipartimento di Chimica Generale ed Organica Applicata dell'Università, Università degli Studi di Torino, C. so M. D'Azeglio 48, 10125 Torino, Italy, Email: rita.fochiunito.it

E. Artuso, I. Degani, R. Fochi, C. Magistris, Synthesis, 2007, 3497-3506.

DOI: 10.1055/s-2007-990813


Abstract

General procedures allow the carbonylation of aliphatic amines by employing S,S-dimethyl dithiocarbonate (DMDTC) as a phosgene substitute to yield N-alkylureas, N,N′-dialkylureas (both symmetrical and unsymmetrical), and N,N,N′-trialkylureas. All reactions were carried out in water.

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Key Words

ureas, carbonylation, amines, dithiocarbonates, thiocarbamates, green chemistry


ID: J66-Y2007-3690