反应详情

tert-Butyl (6-cyano-2-pyridyl)methylcarbamate (1.6 g, 6.8 mmol) and methyl thiosalicylate (1.8 g, 10.9 mmol) were dissolved in toluene (6 ml), and triethylamine (3.0 ml, 21.5 mmol) was added thereto. The mixture was refluxed for 20 hrs. After cooling, the precipitates were collected by filtration and dissolved in chloroform. The solution was subjected to a silica gel column chromatography. The fractions eluted with chloroform-methanol (20:1, v/v) were collected, concentrated and recrystallized from hexane-chloroform to give the titled compound (1.8 g, 72%) as pale yellow crystals.

1. temperatureThe mixture was refluxed for 20 hrs
2. temperatureAfter cooling
3. filtrationthe precipitates were collected by filtration
4. dissolutiondissolved in chloroform
5. washThe fractions eluted with chloroform-methanol (20:1
6. customv/v) were collected
7. concentrationconcentrated
8. customrecrystallized from hexane-chloroform