A Facile Synthesis of N,N-Bis[Formamidine]Ureas and Symmetrical N,N-Disubstituted Formamidines

Title: A Facile Synthesis of N,N-Bis[Formamidine]Ureas and Symmetrical N,N-Disubstituted Formamidines

Volume: 2 Issue: 7

Author(s): D. D. Diaz and M. G. Finn

Affiliation:

Keywords: urea, formamidine, synthesis, amines, transamination reactions, acid, hydrolysis

Abstract: The reactivity of N,N-bis[(E)-dimethylamino)methylene]urea (1) with amines is described. Selective exchange of one of the N,N-dimethylamino fragments is possible with most of the benzylic amines tested, allowing the formation of 1-(alkylamino-methylene)-3-dimethylaminomethylene ureas as analytically pure precipitates in modest yields. Under acidic conditions, the urea fragment acts as leaving group leading the formation of symmetrical N,N-disubstituted formamidines.

Cite this article as:

Diaz D. D. and Finn G. M., A Facile Synthesis of N,N-Bis[Formamidine]Ureas and Symmetrical N,N-Disubstituted Formamidines, Letters in Organic Chemistry 2005; 2 (7) . https://dx.doi.org/10.2174/157017805774296957