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:Department of Chemistryand The Skaggs Institute for Chemical Biology, The Scripps ResearchInstitute, 10550 N. Torrey Pines Rd., La Jolla, CA 92037, USA.
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.
