반응 #60311

반응 방정식

NH4Cl

THF

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

EtOH MeOH

→

clean desired product

수율 70.8%

4,5-Diamino-3-chloro-2-phenylamino-benzoic acid methyl ester

수율 70.8%

용매

CH2Cl2 THF

water

반응 조건

후처리

1. 1
   세척The organic layer is washed with water (3×)
2. 2
   건조The combined organic extracts are dried (Na2SO4)
3. 3
   농축concentrated under reduced pressure
4. 4
   기타The solids are triturated with ether

실험 절차

4-Amino-3-chloro-5-nitro-2-phenylamino-benzoic acid methyl ester 5c (0.50 g, 1.55 mmol) is dissolved into 2:1 EtOH/MeOH (15.5 mL). Saturated aqueous NH4Cl (15 mL), Zn powder (1.02 g, 15.6 mmol), and THF (10 mL) are added. After stirring for 20 hours, the reaction mixture is diluted with CH2Cl2/THF and water. The organic layer is washed with water (3×). The combined organic extracts are dried (Na2SO4) and concentrated under reduced pressure. The solids are triturated with ether to give 0.32 g (70%) clean desired product.

출처