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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 217071Erstellt: 24. Oktober 2026

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

https://huagongshe.com/de/reaction/217071

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTetrahydrofuranHCID 8028—
EduktAmmonium ChlorideHCID 25517—
EduktEthanol, mixt. with methanolHCID 18681192—
Edukt4-Amino-3-chloro-5-nitro-2-phenylamino-benzoic acid methyl esterHCID 85868196—
KatalysatorZincHCID 23994—
LösungsmittelWaterHCID 962—
LösungsmittelTetrahydrofurane dichloromethaneHCID 21919333—
Produkt4,5-Diamino-3-chloro-2-phenylamino-benzoic acid methyl esterHCID 8586819870,8%

Reaktionsschritte

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.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08193231B2
Quelldatensatzuspto-grants-2012_06
ORD IDord-5578053e37d0426f97e5645bfe047a76
Quellennotizuspto-grants-2012_06