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Synthesis 1988; 1988(6): 460-466
DOI: 10.1055/s-1988-27606
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A Versatile Synthesis of Novel N,N,N″-Trisubstituted Guanidines

C. R. Rasmussen* , F. J. Villani, Jr., B. E. Reynolds, J. N. Plampin, A. R. Hood, L. R. Hecker, S. O. Nortey, A. Hanslin, M. J. Costanzo, R. M. Howse, Jr., A. J. Molinari
  • *Department of Chemical Research, Janssen Research Foundation, Spring House, PA 19477-0776, USA
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Publication Date:
20 August 2002 (online)

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N,N,N″-Trisubstituted guanidines (most of them N″-aryl-N-azacycloalkanecarboximidamides) are prepared in generally good yields by S-methylation of monosubstituted thioureas with methyl iodide in methanol or acetone and reaction of the resultant methyl carbamimidothioate hydroiodides with secondary amines in boiling tert-butyl alcohol or acetonitrile.