Aminomethylation of Thioureas with N,N-Dimethyl-1-(triethylsiloxy)methanamine, Involving Amino Group Exchange
The O-triethylsilylated hemiaminal Et3SiOCH2NMe2 readily transfers the Me2NCH2-group to various thioureas under mild conditions and without catalysts or co-reagents. In the reaction with PhNHC(=S)·NHPh, the initially formed mono-substituted derivative PhNHC(=S)NPhCH2NMe2 readily rearranges to produce the unsymmetrical thiourea PhNHC(=S)NMe2 and hexahydro-1,3,5-triphenyl-1,3,5-triazine.
Microwave-assisted synthesis of N,N′-diaryl cyanoguanidines
(Chemical Equation Presented) A mild, efficient, and high-yielding method for the synthesis of N,N′-diaryl cyanoguanidines from their corresponding thioureas under microwave-assisted conditions is described. A series of cyanoguanidines were synthesized containing both electron-donating and electron-withdrawing substituents. The reactions were facilitated by the use of polar solvents along with moderate temperatures.
Hamilton, Sean K.,Wilkinson, Doug E.,Hamilton, Gregory S.,Wu, Yong-Qian
p. 2429 - 2431
(2007/10/03)
A Convenient Synthesis of Mono-, N,N'-Di-, and Tri-substituted Selenoureas from Methyl Carbamimidothioates (S-Methylpseudothioureas)
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Cohen, Victor Israel
p. 60 - 63
(2007/10/02)
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