Tetrahedron letters

Monosubstituted guanidines from primary amines and aminoiminomethanesulfonic acid

K Kim, YT Lin, HS Mosher

Index: Kim, Keekyung; Lin, Yi-Tsong; Mosher, Harry S. Tetrahedron Letters, 1988 , vol. 29, # 26 p. 3183 - 3186

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Citation Number: 108

Abstract

Abstract Aminoiminomethanesulfonic acid, H 2 NC ( NH) SO 3 H, converts primary amines to the corresponding guanidine derivatives at 20 C. This crystalline reagent is readily prepared by the peracetic acid oxidation of fonnamidinesulfim'c acid, H 2 NC ( NH) SO 2 H. The synthesis is illustrated by a representative group of simple monosubstituted guanidines shown in Table I.