Abstract:

  2-mercapto-5-methoxyimidazo[4,5-b]pyridine was explored using 2,6-dichloropyridine as the starting materials in five steps, including methoxylation, nitration, amination, reduction and cyclization. Thus, the overall yield of 2-mercapto-5-methoxyimidazo[4,5-b]pyridine was up to 45.7%. The differences of reaction condition and yield of nitration between 2-chloro-6-methoxypyridine and 2,6-dichloropyridine were discussed, the effects of the amounts of hydrazine hydrate and the amounts of sodium hydroxide on the yield of target product was discussed too.The structure of the target product was identified by ¹HNMR, MS and IR.

Key words: 2-mercapto-5-methoxyimidazo[4,5-b]pyridine, 2-amino-3-nitro-6-methoxylpyridine, nitration, reduction