Abstract Chlorination and bromination of 2, 3-dihydro-1 H-imidazo [4, 5-b] pyridin-2-one and its N-methyl-substituted derivatives in acetic acid at 90–95° C leads to formation of the corresponding 5, 6-dichloro (dibromo)-2, 3-dihydro-1 H-imidazo [4, 5-b] pyridin-2-ones. Iodination of the same substrates with ICl under analogous conditions yields 6-iodo derivatives. Chlorination of 6-iodo-1, 3-dimethyl-2, 3-dihydro-1 H-imidazo [4, 5-b] pyridin-2 ...