179688-27-8

179688-26-7

179688-27-8

GENERAL METHOD: A mixture of ethyl 4,5-bis(2-methoxyethoxy)-2-nitrobenzoate (1.0 mmol), hydrazine hydrate (NH2NH2-H2O, 2.5 eq.), and H2O2-treated activated charcoal powder (AC, 50 wt%) in N,N-dimethylformamide (DMF, 1.5 mL) was placed under vigorous magnetic stirring at 100 °C. . The reaction process was monitored by liquid chromatography-mass spectrometry (LC-MS) or gas chromatography-mass spectrometry (GC-MS). Upon completion of the reaction, the reaction mixture was filtered to remove the catalyst. The combined organic phases were dried with anhydrous sodium sulfate (Na2SO4) and filtered. The solvent was removed by distillation under reduced pressure to afford the target product ethyl 4,5-bis(2-methoxyethoxy)-2-aminobenzoate. All the compounds were confirmed by 1H nuclear magnetic resonance (NMR) and mass spectrometry (MS) analysis and validated by comparison with data reported in the literature.