반응 #51165

반응 방정식

methanol

5-chloro-2-nitropyridine

methanol

sodium thiomethoxide

→

5-methylthio-2-nitropyridine

수율 45.3%

용매

water

반응 조건

후처리

1. 1
   온도while being cooled with ice
2. 2
   workup.ADDITIONadded to the reaction mixture
3. 3
   추출the mixture was extracted with ethyl acetate
4. 4
   세척The organic layer was washed with water
5. 5
   건조with a saturated aqueous solution of sodium chloride, and dried over magnesium sulfate
6. 6
   workup.DISTILLATIONThereafter, the solvent was distilled off
7. 7
   기타the resulting crude product was recrystalized with ethyl acetate-hexane

실험 절차

A methanol (40 mml) solution of 5-chloro-2-nitropyridine (2.0 g, 12.6 mmol) was added dropwise to a methanol (20 ml) solution of sodium thiomethoxide (1.02 g, 13.9 mmol) while being cooled with ice, and after the mixture was stirred for 13 hours while raising its temperature to the room temperature, water added to the reaction mixture and the mixture was extracted with ethyl acetate. The organic layer was washed with water and then with a saturated aqueous solution of sodium chloride, and dried over magnesium sulfate. Thereafter, the solvent was distilled off, and the resulting crude product was recrystalized with ethyl acetate-hexane to obtain 972 mg (yield 45%) of 5-methylthio-2-nitropyridine.

출처