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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2103817Generated: November 2, 2026

Water → Methyl 4-amino-2-nitrobenzoate

https://huagongshe.com/reaction/2103817

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantEthyl AcetateHCID 8857—
ReactantSodium CarbonateHCID 10340—
Reactant4-Amino-2-nitrobenzoic AcidHCID 235713—
SolventDimethylformamideHCID 6228—
SolventMethyl iodideHCID 6328—
ProductMethyl 4-amino-2-nitrobenzoateHCID 14730691100.1%

Reaction Steps

To a suspension of 4-amino-2-nitrobenzoic acid (200 mg, 1.10 mmol) synthesized in accordance with the synthesis method described in WO96/35666 and sodium carbonate (349 mg, 3.29 mmol) in dimethylformamide (5.5 mL), methyl iodide (0.21 ml) was added, and the mixture was stirred overnight at room temperature. Water was added to the reaction solution, and extraction was carried out with ethyl acetate, and the combined organic layer was washed with a saturated ammonium chloride aqueous solution and a saturated sodium chloride aqueous solution, followed by drying over anhydrous sodium sulfate. By concentrating the obtained organic layer, 216 mg of the desired product was obtained as a yellow solid (yield 100%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07576115B2
Source datasetuspto-grants-2009_08
ORD IDord-cd6934a949284ac980ec879fd2ddecd7
Source noteuspto-grants-2009_08