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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2208951Generated: October 31, 2026

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

https://huagongshe.com/reaction/2208951

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantMethyl iodideHCID 6328—
ReactantSodium CarbonateHCID 10340—
Reactant5-Chloro-2-methyl-3-nitrobenzoic acidHCID 23009762—
SolventDimethylformamideHCID 6228—
ProductMethyl 5-chloro-2-methyl-3-nitrobenzoateHCID 5339919184%

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), were added sodium carbonate (13.2 g, 125 mmol) and methyl iodide (17.8 g, 125 mmol). The mixture was heated at 60° C. for 4 h. Water was added to the reaction mixture followed by extraction with dichloromethane. The combined organic extracts were dried over sodium sulfate, filtered and concentrated under reduced pressure. The crude product was purified by column chromatography over silica gel to afford the title compound (6.0 g, 84%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09376422B2
Source datasetuspto-grants-2016_06
ORD IDord-87800a4463f34e4b8e20e526a443f944
Source noteuspto-grants-2016_06