반응 #60254

반응 방정식

4-Amino-2,3-difluoro-5-nitro-benzoic acid methyl ester

2-chloro aniline

→

pure desired product

수율 12.0%

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

수율 12.0%

용매

ethyl acetate

—

xylenes

반응 조건

후처리

1. 1
   온도the reaction mixture is cooled to room temperature
2. 2
   세척The reaction mixture is washed with water, 10% HCl solution and brine
3. 3
   건조The organic layer is dried (MgSO4)
4. 4
   농축concentrated under reduced pressure
5. 5
   기타The crude product is triturated with diethyl ether

실험 절차

4-Amino-2,3-difluoro-5-nitro-benzoic acid methyl ester 4 (2.00 g, 8.62 mmol) is suspended in xylenes (15 mL) and 2-chloro aniline (9.06 mL, 86.15 mmol) is added. The reaction mixture is heated to 140° C. under a nitrogen atmosphere. After 6 days, the reaction mixture is cooled to room temperature, and diluted with ethyl acetate. The reaction mixture is washed with water, 10% HCl solution and brine. The organic layer is dried (MgSO4) and concentrated under reduced pressure. The crude product is triturated with diethyl ether, twice, to give 0.35 g (12%) pure desired product as a brownish solid.

출처