Synthesis

Preparation of mono-, di-, and trisubstituted ureas by carbonylation of aliphatic amines with S, S-dimethyl dithiocarbonate

E Artuso, I Degani, R Fochi, C Magistris

文献索引：Artuso, Emma; Degani, Iacopo; Fochi, Rita; Magistris, Claudio Synthesis, 2007 , # 22 p. 3497 - 3506

被引用次数: 29

摘要

Abstract General procedures are reported to prepare N-alkylureas, N, N′-dialkylureas (both symmetrical and unsymmetrical), and N, N, N′-trialkylureas by carbonylation of aliphatic amines, employing S, S-dimethyl dithiocarbonate (DMDTC) as a phosgene substitute. All reactions were carried out in water. Symmetrical disubstituted ureas were prepared directly working at 60 C with a molar ratio of DMDTC: amine= 1: 2, preferably under nitrogen. ...

~85%

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~95%

~98%

~97%

~89%

~92%

Conversion of carbonimidodithioates to carbamates

[Anbazhagan, Mariappan; Reddy, T. Indrasena; Rajappa, Srinivasachari Journal of the Chemical Society - Perkin Transactions 1, 1997 , # 11 p. 1623 - 1627]

Synthesis of amides from Glycosmis species: methylthiopropen...

[Hinterberger, Sabine; Hofer, Otmar; Greger, Harald Tetrahedron, 1998 , vol. 54, # 3-4 p. 487 - 496]

Geometrical isomerism in the S-alkyl thiohydroximate series:...

[Davies,J.H. et al. Journal of the Chemical Society [Section] C: Organic, 1968 , p. 431 - 435]