反应详情

温度

100 °C

A 15% (w/v) aqueous solution (269 mL) of sodium thiomethoxide (576 mmol) was added to a solution of N-[2,4-dichloro-6-methylpyridin-3-yl]-2-[4-(2-hydroxyethyl)piperazin-1-yl]acetamide (10.0 g, 29 mmol) and 18-crown-6 (1.52 g, 5.8 mmol) in dimethyl sulfoxide (200 mL). The resulting mixture was stirred for 5 hours at 100° C. and further stirred for 1 hour at 110° C. The reaction mixture was allowed to cool, and chloroform and water were added thereto. The organic layer was collected, and the aqueous layer was further extracted with chloroform. The combined organic layer was washed sequentially with water and saturated brine, followed by drying over sodium sulfate anhydrate. The solvent was removed therefrom. The aqueous layer which had been employed for washing was extracted with chloroform, and the organic layer was washed sequentially with water and saturated brine. Subsequently, the solution was dried over sodium sulfate anhydrate, and the solvent was removed. The combined residue was purified through silica gel column chromatography (developer: chloroform/ammonia-saturated methanol=20/1), to thereby yield 6.63 g of 2-[4-(2-hydroxyethyl)piperazin-1-yl]-N-[2,4-bis(methylthio)-6-methylpyridin-3-yl]acetamide as colorless crystals (yield: 62.1%).

1. stirringfurther stirred for 1 hour at 110° C
2. temperatureto cool
3. customThe organic layer was collected
4. extractionthe aqueous layer was further extracted with chloroform
5. washThe combined organic layer was washed sequentially with water and saturated brine
6. dry with materialby drying over sodium sulfate anhydrate
7. customThe solvent was removed
8. washfor washing
9. extractionwas extracted with chloroform
10. washthe organic layer was washed sequentially with water and saturated brine
11. dry with materialSubsequently, the solution was dried over sodium sulfate anhydrate
12. customthe solvent was removed
13. customThe combined residue was purified through silica gel column chromatography (developer: chloroform/ammonia-saturated methanol=20/1)