반응 #88488

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potassium iodide

5-bromo-pyridin-2-ylamine

potassium iodate

→

title compound

수율 179.8%

5-Bromo-3-iodo-pyridin-2-ylamine

수율 179.8%

용매

water

sulfuric acid

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후처리

1. 1
   온도then cooled to ambient temperature
2. 2
   추출the mixture extracted with ethyl acetate (×3)
3. 3
   세척The combined organic layer was washed with aqueous sodium thiosulfate solution, water and brine
4. 4
   건조dried (Na2SO4)
5. 5
   기타evaporated

실험 절차

A stirred solution of 5-bromo-pyridin-2-ylamine (50 g, 289 mmol) in 2M sulfuric acid (500 mL) was treated portionwise with potassium iodate (30.8 g, 144 mmol) and the mixture heated to 100° C. A solution of potassium iodide (26.5 g, 160 mmol) in water (50 mL) was added dropwise over ca. 1 hour. The mixture was allowed to stir for a further 30 minutes then cooled to ambient temperature. The pH of the aqueous phase was adjusted to 8-9 and the mixture extracted with ethyl acetate (×3). The combined organic layer was washed with aqueous sodium thiosulfate solution, water and brine, dried (Na2SO4) and evaporated to afford the title compound as a brown solid (77.4 g, 90%). 1H NMR (300 MHz, CDCl3): 8.06 (d, J=2.2 Hz, 1H), 7.96 (d, J=2.2 Hz, 1H), 4.96 (s, 2H).

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