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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1403519Generated: October 31, 2026

Ammonium Chloride → Methyl 2-(3,4-diaminophenyl)-3-(isopropyl(methyl)amino)quinoxaline-6-carboxylate

https://huagongshe.com/reaction/1403519

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium ChlorideHCID 25517—
ReactantMethyl 2-(4-amino-3-nitrophenyl)-3-(isopropyl(methyl)amino)quinoxaline-6-carboxylateHCID 70664753—
CatalystIronHCID 23925—
SolventMethanolHCID 887—
SolventWaterHCID 962—
ProductMethyl 2-(3,4-diaminophenyl)-3-(isopropyl(methyl)amino)quinoxaline-6-carboxylateHCID 70664805—

Reaction Conditions

Temperature60 °C

Reaction Steps

To a solution of methyl 2-(4-amino-3-nitrophenyl)-3-(isopropyl(methyl)amino)quinoxaline-6-carboxylate (900 mg, 2.28 mmol) in methanol (40 mL) was added iron (1.28 g, 22.8 mmol) and NH4Cl (1.81 g, 34.2 mmol). After stirring for 6 h at 60° C., the solids were filtered out. The filtrate was concentrated under vacuum to give a residue which was dissolved in water (200 mL), extracted with dichloromethane (3×50 mL), dried over anhydrous sodium sulfate and concentrated under vacuum to afford methyl 2-(3,4-diaminophenyl)-3-(isopropyl(methyl)amino)quinoxaline-6-carboxylate as yellow solid (635 mg, crude).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08912188B2
Source datasetuspto-grants-2014_12
ORD IDord-59d523a3b4394aab9d14dc1bd759967e
Source noteuspto-grants-2014_12