A-Aminopyrimidinium Salts

This Sn(ANRORC) mechanism is similar to that presented for the 

Deamination into 2,4,6-trimethylpyrimidine, together with a simultaneous formation of 3,5-dimethyl-l,2,4-triazole, occurs when A-amino-2,4,6-trimethylpyrimidinium mesitylenesulfonate reacts with liquid ammonia 

A very interesting case of a degenerate ring transformation has been observed when the mesitylenesulfonate (MS )(30) reacts with N-double-labeled anhydrous hydrazine for a short period of time. When after the reaction starting material is recovered, the compound shows a considerable enrichment of the label, i.e., the formation of 30 (83JHC415)  

One can expect that the A-amino 4,6-dimethylpyrimidinium ion has about the same reactivity as the A-methyl-4,6-dimethylpyrimidinium ion. 

This nonoxidative method, a useful extension of the more classical oxidative methods of synthesizing pyrimidine Woxides, is of interest especially for the preparation of pyrimidine Woxides that contain substituents being sensitive to oxidation. The reaction involves the intermediacy of 

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