تفاعل #60311

معادلة التفاعل

NH4Cl

THF

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

EtOH MeOH

→

clean desired product

المردود 70.8%

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

المردود 70.8%

المذيبات

CH2Cl2 THF

water

ظروف التفاعل

المعالجة

1. 1
   غسيلThe organic layer is washed with water (3×)
2. 2
   تجفيفThe combined organic extracts are dried (Na2SO4)
3. 3
   تركيزconcentrated under reduced pressure
4. 4
   أخرىThe solids are triturated with ether

الإجراء التجريبي

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.

المصدر