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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2208914Generated: November 1, 2026

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

https://huagongshe.com/reaction/2208914

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 crude 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 g, 4415 mmol) were added. The mixture was heated at 60° C. for 8 h, cooled to room temperature. The solid precipitate was filtered and washed with diethyl ether (5 times). The combined organic layers were dried and concentrated under reduced pressure to give the title compound (302 g, 99%) which was used directly.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09376422B2
Source datasetuspto-grants-2016_06
ORD IDord-1fb6439a2a2240ed9f84d31c03052b5e
Source noteuspto-grants-2016_06