5-Bromopyrimidine reaction with sodium amide

Pyridyne 1-oxide (893) is obtained by the action of potassium amide on 2-bromopyridine 1-oxide (892), as shown by the formation of a mixture of the 2- and 3-aminopyridine oxides. Reaction of 5-bromopyrimidine with sodium amide in liquid ammonia involves 4,5-pyrimidyne as an intermediate. 

The occurrence of several new hetarynes has been indicated by rearrangements observed. 4,5-Pyrimidyne was shown to be involved as an intermediate in the conversion of 5-bromopyrimidine with piperidine 2-methyl-4,5-pyrimidyne in the reaction of 5-chloro-2-methylpyrimidine with sodium amide in liquid ammonia and a series of 6-substituted derivatives of 4,5-pyrimidyne when reacting the 5-bromo compounds of 6-amino-, 6-1-butyl-, 6-dimethylamino-,... 

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