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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1530243Generated: November 1, 2026

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

https://huagongshe.com/reaction/1530243

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), sodium carbonate (468 g, 4415 mmol) and methyl iodide (626.63 g, 4415 mmol) were added. The reaction mixture was then heated at 60° C. for 8 h. The precipitated solids were filtered and washed with diethyl ether (5 times). The combined organic filtrates were dried, concentrated under reduced pressure giving desired compound methyl 5-bromo-2-methyl-3-nitrobenzoate (302 g, 99%) which was used as is in further reactions

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09090562B2
Source datasetuspto-grants-2015_07
ORD IDord-250a6ecd82e3445c9abdf9c1ff3b3008
Source noteuspto-grants-2015_07