
TY  - JOUR
A1  - Hurst, DT 
T1  - Further studies of the diazo coupling reactions of pyrimidines
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1983
VL  - 36
IS  - 8
SP  - 1659
EP  - 1665
KW  - 
UR  - https://doi.org/10.1071/CH9831659 
N2  - 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. 
ER  -

