| Abstract: | Studies on the Regioselective Halogenation of 4-Amino-2-iodomethyl-6-methylpyrimidines In the presence of oxidants, 4-amino-2-iodomethyl-6-methylpyrimidines 2 undergo regioselective reactions in the positions 2 and/or 5. Thus, the reaction of 2a with hydrogen peroxide proceeds under dealkylation and iodination to give 4-amino-5-iodo-6-methylpyrimidine 7 . Depending on reaction temperature and molar ratios the reaction of 2a with bromine or chlorine leads to the corresponding 4-amino-5-halogeno-2-halogenomethyl-6-methyl-pyrimidines 2c, 9a and 9d . The 5-substituted pyrimidines 2b, c afford the 2-bromo (or chloro) methyl derivatives 9b, c . |
