Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 735234Generated: October 26, 2026

Hexane → 4,6-Dibromo-2-[2-(4-methoxy-3-nitro-phenyl)-propionylamino]-benzoic acid methyl ester

https://huagongshe.com/reaction/735234

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHexaneHCID 8058—
ReactantThionyl ChlorideHCID 24386—
Reactant2-(4-Methoxy-3-nitrophenyl)propanoic acidHCID 21444164—
ReactantMethyl 2-amino-4,6-dibromobenzoateHCID 68817243—
SolventEthyl AcetateHCID 8857—
Product4,6-Dibromo-2-[2-(4-methoxy-3-nitro-phenyl)-propionylamino]-benzoic acid methyl esterHCID 6881774559.3%

Reaction Steps

The objective compound was prepared by the same procedure for the intermediate 1, using a 2-(4-methoxy-3-nitro-phenyl)-propionic acid (0.22 g, 0.98 mmol), SOCl2 (0.35 mL, 0.49 mmol), and 2-amino-4,6-dibromo-benzoic acid methyl ester (0.15 g, 0.49 mmol). After normal workup, the pure objective compound (0.15 g, 59%) was obtained as pale yellow solid by a flash column chromatography (n-hexane:EtOAc=3:1): 1H NMR (200 MHz, DMSO-d6) δ 1.39 (d, J=6.8 Hz, 3H, CH3), 3.55 (s, 3H, OCH3), 3.88 (s, 3H, CO2CH3), 3.89 (m, 1H, CH), 7.32 (d, J=9.0 Hz, 1H, ArH), 7.63 (dd, J=8.8, 1.8 Hz, 1H, ArH), 7.80-7.84 (m, 2H, ArH), 8.13-8.15 (m, 1H, ArH).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07592457B2
Source datasetuspto-grants-2009_09
ORD IDord-08e44f9df01a41b2a7ff835789eb8269
Source noteuspto-grants-2009_09