On the reactivity of N??benzylpyrimidinium salts with nitrogen nucleophiles

A Dlugosz, HC van der Plas…

Index: Dlugosz, A.; van der Plas, H.C.; van Veldhuizen, A. Journal of Heterocyclic Chemistry, 1982 , vol. 19, p. 373 - 375

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Citation Number: 5

Abstract

Abstract Treatment of the l-benzyl salts of pyrimidine, 4, 6-dimethylpyrimidine, and 4-t- butylpyrimidine with liquid ammonia leads to debenzylation. The 1 H-nmr spectroscopic evidence is presented that the initial step in the debenzylation of l-benzyl-4, 6- dimethylpyrimidinium bromide is the addition of the ammonia at C-2, while with l-benzyl-4-t- butylpyrimidinium bromide the addition takes place at C-6. It is proved by 15 N labelling ...