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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 735228Erstellt: 25. Oktober 2026

Ethyl Acetate → 4,6-Dichloro-2-(2-(4-nitro-phenyl)-propionylamino]-benzoic acid methyl ester

https://huagongshe.com/reaction/735228

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktEthyl AcetateHCID 8857—
EduktThionyl ChlorideHCID 24386—
Edukt2-(4-Nitrophenyl)propionic acidHCID 89244—
EduktMethyl 2-amino-4,6-dichlorobenzoateHCID 12363232—
LösungsmittelDiethyl EtherHCID 3283—
Produkt4,6-Dichloro-2-(2-(4-nitro-phenyl)-propionylamino]-benzoic acid methyl esterHCID 6882027799,1%

Reaktionsschritte

The objective compound was prepared by the same procedure for the intermediate 1, using a 2-(4-nitro-phenyl)-propionic acid (1.40 g, 7.17 mmol), SOCl2 (5.1 mL, 71.7 mmol), and 2-amino-4,6-dichloro-benzoic acid methyl ester (1.6 g, 5.74 mmol). After normal workup, the pure objective compound (2.26 g, 99%) was obtained as pale yellow solid by recrystallization (ethyl acetate:ethyl ether=1:5): 1H NMR (200 MHz, CDCl3) δ 1.63 (d, J=7.1 Hz, 3H, CH3), 3.85-3.86 (m, 4H, CO2CH3 & CH), 7.18 (d, J=2.0 Hz, 1H, ArH), 7.54 (d, J=8.7 Hz, 2H, ArH), 8.24 (d, J=8.7 Hz, 2H, ArH), 8.45 (d, J=2.0 Hz, 1H, ArH), 9.59 (br s, 1H, ArH).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07592457B2
Quelldatensatzuspto-grants-2009_09
ORD IDord-89736d81ff8c49d38e71b2803c0cc0ad
Quellennotizuspto-grants-2009_09