Abstract
6-Arylazo derivatives of
the following pyrimidines have been obtained: 2-acetamido-4,5-dihydroxy-,
4-amino-2,5-dihydroxy-, 2,4-diamino-5-hydroxy- and 4-amino-5-hydroxy-2-methyl-pyrimidine.
However, some 5-substituted pyrimidines having other electron-releasing groups
failed to undergo diazo coupling.
2,4-Dihydroxypyrimidin-5-yl acetate and 2-acetamido-4-hydroxypyrimidin-5-yl
acetate lost the 5-acetyl group during the introduction of
the arylazo group into the 6-position. However, 2-hydroxy-4,6-dimethylpyrimidin-5-yl acetate
undergoes diazo coupling at the 4(6)-methyl
substituent without loss of the 5-acetyl group. The mechanisms for these diazo
couplings are discussed.
Cited by
12 articles.
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