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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1616383Generated: November 3, 2026

Methyl iodide → Methyl 5-bromo-2-methyl-3-nitrobenzoate

https://huagongshe.com/reaction/1616383

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium CarbonateHCID 10340—
Reactant5-Bromo-2-methyl-3-nitrobenzoic acidHCID 13770008—
SolventDimethylformamideHCID 6228—
ProductMethyl 5-bromo-2-methyl-3-nitrobenzoateHCID 2472799899.9%

Reaction Conditions

Temperature60 °C

Reaction Steps

To a stirred solution of 5-bromo-2-methyl-3-nitrobenzoic acid (287 g, 1103 mmol) in DMF (150 mL) was added sodium carbonate (468 g, 4415 mmol) and methyl iodide (626.63 g, 4415 mmol). The resulting reaction mixture was heated at 60° C. for 8 h. On completion, the precipitated solid was collected by filtration, the residue washed with diethyl ether (5 times). The combined organic layers were dried, concentrated under reduced pressure to give methyl 5-bromo-2-methyl-3-nitrobenzoate (302 g, 99%) which was used directly in the next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08765732B2
Source datasetuspto-grants-2014_07
ORD IDord-c64521602979404aadbdcadc5ba632c6
Source noteuspto-grants-2014_07