A convenient synthesis of guanidines from thioureas

…, RC Stanzione, JN Plampin, JE Mills

Index: Maryanoff, Cynthia A.; Stanzione, Robin C.; Plampin, James N.; Mills, John E. Journal of Organic Chemistry, 1986 , vol. 51, # 10 p. 1882 - 1884

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Citation Number: 150

Abstract

In this note we describe a convenient, cost-effective synthesis of guanidines3 from thioureas and amines. The key transformation involves activation of the sulfur in the thiourea through S- oxidation, followed by displacement of the activated sulfur group by amine nucleophiles, as depicted in eq 1.