反应详情

5.82 g of 5H-1,3-dioxolo[4,5-f]benzimidazole-6-thiol were suspended in 200 ml of alcohol and the suspension was treated with 6.3 g of 2-chloromethyl-4-methoxy-5-methylpyridine hydrochloride while cooling. Thereafter, a solution of 2.4 g of sodium hydroxide in 100 ml of water was added dropwise thereto, the mixture was left to boil at reflux overnight and subsequently evaporated to dryness in vacuo. The residue was dissolved in 500 ml of methylene chloride. The solution was washed firstly with 250 ml of 1.5N sodium hydroxide solution and then with 3×300 ml of water, dried over sodium sulfate and evaporated in vacuo. The product was purified on 150 g of silica gel using ethyl acetate/methylene chloride (1:1) as the elution agent. Crystallization from methylene chloride/petroleum ether gave 6-[[(4-methoxy-5-methyl-2-pyridyl)-methyl]thio]-5H-1,3-dioxolo[4,5-f]benzimidazole of melting point 191°-193°.

1. temperaturewhile cooling
2. waitthe mixture was left
3. temperatureat reflux overnight
4. customsubsequently evaporated to dryness in vacuo
5. dissolutionThe residue was dissolved in 500 ml of methylene chloride
6. washThe solution was washed firstly with 250 ml of 1.5N sodium hydroxide solution
7. dry with materialwith 3×300 ml of water, dried over sodium sulfate
8. customevaporated in vacuo
9. customThe product was purified on 150 g of silica gel
10. customCrystallization from methylene chloride/petroleum ether