Reactivity of nitrogen nucleophiles towards S-nitrosopenicillamine

AP Munro, DLH Williams

Index: Munro, Andrew P.; Williams, D. Lyn H. Journal of the Chemical Society. Perkin Transactions 2, 1999 , # 10 p. 1989 - 1993

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Citation Number: 39

Abstract

We report the results of a kinetic study of the reactions of a number of nitrogen nucleophiles with the nitrosothiol S-nitrosopenicillamine (SPEN). The range of nucleophiles includes primary, secondary and tertiary aliphatic amines, together with hydrazine, hydroxylamine, azide ion, ammonia, semicarbazide, thiomorpholine and S-methylcysteine. Secondary amines form N-nitrosamines quantitatively. As expected, reaction occurs via the free base ...