反应详情

温度

0 °C

4-Amino-3-chloro-2-fluoro-5-nitro-benzoic acid methyl ester 4a (2.20 g, 8.84 mmol) is suspended in MeOH (9.4 mL) and aniline (3.22 mL, 35.4 mmol) is added. The reaction mixture is heated to reflux with stirring under a nitrogen atmosphere. After 19 hours, the reaction is complete. Distilled water (3.22 mL) is added to the reaction mixture and refluxing is continued for one hour. The reaction mixture is cooled to 0° C. in an ice bath for 20 minutes. The reaction mixture is filtered and washed with 3:10 distilled water/MeOH (65 mL total) and then with MeOH. The solid is dissolved with CH2Cl2 and concentrated under reduced pressure to give 2.40 g (84%) of pure desired product. MS APCI (−) m/z 320.3 (M−1) detected.

1. temperatureThe reaction mixture is heated
2. temperatureto reflux
3. temperaturerefluxing
4. waitis continued for one hour
5. filtrationThe reaction mixture is filtered
6. washwashed with 3:10 distilled water/MeOH (65 mL total)
7. dissolutionThe solid is dissolved with CH2Cl2
8. concentrationconcentrated under reduced pressure