Abstract: | The reaction of 5-aminopyrimidine with benzenediazonium chloride, p-methylbenzenediazonium chloride and p-bromobenzenediazonium chloride is described. The reaction leads to a mixture of compounds, i.e. 1-aryl-3-(pyrimidin-5-yl)triazene ( 6 ), 5-amino-4-aryl-6-arylazopyrimidine ( 7 ) and 4-aryl-6-arylazo-5-hydroxypyrimidine ( 8 ). The yields are found to be strongly dependent on the substituent present in the diazonium salt. Attempts to rearrange 1-(p-bromophenyl)-3-(pyrimidin-5-yl)triazene ( 6c ) under basic and acidic conditions into a 1,2,3-triazole derivative failed. |