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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2208897Generated: November 1, 2026

Water → Methyl 5-chloro-2-methyl-3-nitrobenzoate

https://huagongshe.com/reaction/2208897

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantMethyl iodideHCID 6328—
ReactantSodium CarbonateHCID 10340—
Reactant5-Chloro-2-methyl-3-nitrobenzoic acidHCID 23009762—
SolventDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
ProductMethyl 5-chloro-2-methyl-3-nitrobenzoateHCID 53399191—

Reaction Conditions

Temperature60 °C

Reaction Steps

To a stirred solution of 5-chloro-2-methyl-3-nitrobenzoic acid (6.75 g, 31.3 mmol) in DMF (33 mL), sodium carbonate (13.2 g, 125 mmol) and methyl iodide (17.8 g, 125 mmol) were added. The mixture was heated at 60° C. for 4 h. On completion, water was added to the reaction mass and extraction was carried out using DCM. The combined organic layers were dried, concentrated under reduced pressure and purified by column chromatography over silica gel giving the title compound (6.0 g, 83%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09376422B2
Source datasetuspto-grants-2016_06
ORD IDord-70d265f1ac544f73a4256f0721343613
Source noteuspto-grants-2016_06