反応 #51159

反応方程式

methanol

2-chloro-3-nitropyridine

methanol

sodium thiomethoxide

→

2-methylthio-3-nitropyridine

収率 64.0%

溶媒

Water

反応条件

後処理

1. 1
   温度while being cooled with ice
2. 2
   抽出the resulting mixture was extracted with ethyl acetate
3. 3
   洗浄The organic layer was washed with a saturated aqueous solution of sodium chloride
4. 4
   乾燥dried over sodium sulfate
5. 5
   workup.DISTILLATIONSubsequently, the solvent was distilled off
6. 6
   その他the resulting crystals were recrystallized from a mixture of an ethyl acetate-hexane mixture

実験手順

A methanol (50 ml) solution of 2-chloro-3-nitropyridine (4.30 g, 27.1 mmol) was added dropwise to a methanol (30 ml) solution of sodium thiomethoxide (2.10 g, 28.5 mmol) while being cooled with ice, and the mixed solution was stirred for 17 hours. Water was then added to the reaction mixture, and the resulting mixture was extracted with ethyl acetate. The organic layer was washed with a saturated aqueous solution of sodium chloride, and dried over sodium sulfate. Subsequently, the solvent was distilled off, and the resulting crystals were recrystallized from a mixture of an ethyl acetate-hexane mixture to obtain 2.93 g (yield 64%) of 2-methylthio-3-nitropyridine as a yellow needle crystal.

出典