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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2208771Generated: November 1, 2026

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

https://huagongshe.com/reaction/2208771

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 12381865119%

Reaction Conditions

Temperature60 °C

Reaction Steps

To 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 resulting reaction mixture was heated at 60° C. for 8 h. On completion, a solid precipitated was filtered, residue washed with diethyl ether (5 times). The combined organic layers were dried, concentrated under reduced pressure giving desired compound (302 g, 99%) which was used as is in subsequent steps.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09376422B2
Source datasetuspto-grants-2016_06
ORD IDord-bb7a596c76d44d59a9b6360212bb2e18
Source noteuspto-grants-2016_06