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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2208792Generated: October 30, 2026

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

https://huagongshe.com/reaction/2208792

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 5339919183.5%

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 (13.23 g, 125 mmol) and methyl iodide (17.77 g, 125 mmol). 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 (to afford the title compound (6.0 g, 83%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09376422B2
Source datasetuspto-grants-2016_06
ORD IDord-c4ff4658160b4956a686e8dd68c37860
Source noteuspto-grants-2016_06