On the Reaction of 4-Phenoxy-6-methylpyrimidine 1-Oxide with Nucleophilic Reagents.

Abstract

Reaction of anionoid reagents with 2-phenoxy-6-methylpyrimidine (IV) and its N-oxide (III) was carried out to examine the reactivity of the phenoxyl in 4-position. It was found that there is no great difference in the reactivity of the phenoxyl group between (III) and (IV) but the phenoxyl in these compounds were substituted more easily than that in 4-phenoxypyridine. During the course of this reaction, 4-phenylthio-(VII), 4-piperi-dino-(VIII), and 4-morpholino-6-methylpyrimidine 1-oxide (IX), which cannot be prepared by the direct N-oxide formation reaction of the corresponding tertiary bases, were obtained.