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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2208684Generated: November 1, 2026

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

https://huagongshe.com/reaction/2208684

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 5339919183.6%

Reaction Conditions

Temperature60 °C

Reaction Steps

To stirred solution of 5-chloro-2-methyl-3-nitrobenzoic acid (6.75 g, 31.25 mmol) in DMF (33 mL), sodium carbonate (13.23 g, 125.18 mmol) and methyl iodide (17.77 g, 125.2 mmol) were added. Resulting reaction mass was heated at 60° C. for 4 h. On completion, water was added to the reaction mass and extraction was carried out using DCM. Combined organic layers were dried, concentrated under reduced pressure and purified by column chromatography over silica (60-120 mesh size) giving desired compound (6 g, 83%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09376422B2
Source datasetuspto-grants-2016_06
ORD IDord-8b10aafe1752468388bcc337d5001453
Source noteuspto-grants-2016_06