反应详情

温度

75 °C

3-(3-bromo-5-chlorophenoxy)-4-chloro-2-nitroaniline (5.7 g, 15 mmol) and tin(II) chloride dihydrate (17 g, 75 mmol) were suspended in MeOH (100 mL) and heated to 75° C. under a reflux condenser and N2. After 10 hours, the reaction was allowed to cool to room temperature. The reaction was concentrated under reduced pressure, diluted with ethyl acetate (150 mL) and 10% aqueous sodium carbonate (250 mL) was added with vigorous stirring until the pH was 10. The mixture was filtered through celite. The resulting biphasic filtrate was separated and the aqueous extracted again with ethyl acetate (150 mL). The combined organic fractions were dried (MgSO4), filtered and the solvent was evaporated under reduced pressure to yield the title product. LRMS (M+1)=348.7.

1. temperatureto cool to room temperature
2. concentrationThe reaction was concentrated under reduced pressure
3. additiondiluted with ethyl acetate (150 mL) and 10% aqueous sodium carbonate (250 mL)
4. additionwas added
5. filtrationThe mixture was filtered through celite
6. customThe resulting biphasic filtrate was separated
7. extractionthe aqueous extracted again with ethyl acetate (150 mL)
8. dry with materialThe combined organic fractions were dried (MgSO4)
9. filtrationfiltered
10. customthe solvent was evaporated under reduced pressure