反应详情

2-Chloro-4-fluoro-5-nitrobenzoic acid (4.00 g, 18.2 mmol), 2-aminophenol (2.09 g, 20.1 mmol), CHCl3 (80 mL), and WSC (3.84 g, 20.0 mmol) were added together and stirred at room temperature for 2 hours. Water was added, and this was extracted with chloroform/acetone (3:1). After the organic layer obtained was dried over anhydrous sodium sulfate, it was filtered and concentrated. To a toluene (80 mL) solution of the solid obtained was added p-toluenesulfonic acid monohydrate (0.18 g, 1.8 mmol), and this was heated to reflux for 40 hours. After the reaction solution was concentrated, water was added, and the precipitated crystals were filtered, and after being washed with water were dried to yield the title compound (1.40 g, 26% yield) as yellowish-brown crystals.

1. extractionthis was extracted with chloroform/acetone (3:1)
2. customAfter the organic layer obtained
3. dry with materialwas dried over anhydrous sodium sulfate, it
4. filtrationwas filtered
5. concentrationconcentrated
6. customTo a toluene (80 mL) solution of the solid obtained
7. temperaturethis was heated
8. temperatureto reflux for 40 hours
9. concentrationAfter the reaction solution was concentrated
10. additionwater was added
11. filtrationthe precipitated crystals were filtered
12. washafter being washed with water
13. customwere dried