반응 #60310

반응 방정식

4-Amino-3-chloro-2-fluoro-5-nitro-benzoic acid methyl ester

aniline

water

→

pure desired product

수율 84.4%

4-Amino-3-chloro-5-nitro-2-phenylamino-benzoic acid methyl ester

수율 84.4%

용매

MeOH

반응 조건

후처리

1. 1
   온도The reaction mixture is heated
2. 2
   온도to reflux
3. 3
   온도refluxing
4. 4
   workup.WAITis continued for one hour
5. 5
   여과The reaction mixture is filtered
6. 6
   세척washed with 3:10 distilled water/MeOH (65 mL total)
7. 7
   workup.DISSOLUTIONThe solid is dissolved with CH2Cl2
8. 8
   농축concentrated under reduced pressure

실험 절차

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.

출처