Synthesis of Aminoalkylisothiuronium Salts and their Conversion to Mercaptoalkylguanidines and Thiazolines2

DG Doherty, R Shapira…

Index: Doherty et al. Journal of the American Chemical Society, 1957 , vol. 79, p. 5667,5670

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Citation Number: 76

Abstract

A series of aminoalkylisothiuronium salts and N-substituted aminoalkylisothiuronium salts have been prepared from the corresponding aminoalkyl halide and thiourea or an N- substituted thiourea. The 1, 2-and 1, 3-aminoalkylisothioureas either underwent intratransguanylation at neutral PH to yield mercaptoalkylguanidines or were converted at acid pH to 2-aminothiazolines and 2-aminopenthiazolines. The formation of the ring ...