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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 629392Generated: October 31, 2026

Water → HCID 118468297, compound

https://huagongshe.com/reaction/629392

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantMethyl iodideHCID 6328—
ReactantCesium carbonateHCID 10796—
ReactantHCID 89201239HCID 89201239—
SolventDimethylformamideHCID 6228—
ProductHCID 118468297HCID 11846829772.7%

Reaction Steps

To a solution of 2-amino-5-bromo-3,4-dimethylbenzoic acid (73.9 g) in DMF (750 mL) was added cesium carbonate (148 g), and the mixture was stirred at room temperature for 30 min. To this reaction mixture was added dropwise methyl iodide (22.7 mL) at room temperature, and the mixture was stirred overnight. To the reaction mixture was added water, and the mixture was extracted with ethyl acetate. The organic layer was washed with water and saturated brine, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (56.8 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09315458B2
Source datasetuspto-grants-2016_04
ORD IDord-598b9da6191745f99c7af74ffc4fdc3f
Source noteuspto-grants-2016_04