Nucleophilic Displacement of Bromide by Thiosulfate Ion from 1, 2-Aminobromopropanes

DL Klayman, JW Lown…

Index: Klayman,D.L. et al. Journal of Organic Chemistry, 1965 , vol. 30, p. 2275 - 2278

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Citation Number: 3

Abstract

In the reaction of 2-amino-1-bromopropane hydrobromide (11) with 1 equiv. of sodium thiosulfate, the formation of only one product, 2-aminopropane-l-thiosulfuric acid (IV), is detected. Similar treatment of l-amino-2-bromopropane hydrobromide (I) yields two products, namely, 1-aminopropane-2-thiosulfuric acid (111) and the rearranged product, IV. In order to determine whether an ethylenimonium ion is an intermediate in the formation of ...