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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2208700Generated: November 1, 2026

Methyl iodide → 5-Bromo-1,2-dimethyl-3-nitrobenzene

https://huagongshe.com/reaction/2208700

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium CarbonateHCID 10340—
Reactant5-Bromo-2-methyl-3-nitrobenzoic acidHCID 13770008—
SolventDimethylformamideHCID 6228—
Product5-Bromo-1,2-dimethyl-3-nitrobenzeneHCID 1238186599%

Reaction Conditions

Temperature60 °C

Reaction Steps

To stirred solution of 5-bromo-2-methyl-3-nitrobenzoic acid, prepared analogously to above, (287 g, 1103 mmol) in DMF (150 mL), sodium carbonate (468 g, 4415 mmol) and methyl iodide (626.6 g, 4415 mmol) were added. Resulting mixture was heated at 60° C. for 8 h. On completion, solid was remove by filtration, and 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-nitrobenzene (302 g, 99%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09376422B2
Source datasetuspto-grants-2016_06
ORD IDord-9104854ee5da4a6eb6955f0e39a2cc11
Source noteuspto-grants-2016_06