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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 732514Generated: October 31, 2026

Methyl iodide → 5-(Methanesulfonyl-methylamino)-N-methyl-N-propyl-isophthalamic acid methyl ester

https://huagongshe.com/reaction/732514

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantPotassium CarbonateHCID 11430—
Reactant5-Methanesulfonylamino-N-methyl-N-propyl-isophthalamic acid methyl esterHCID 68815239—
CatalystTetrabutylammonium BromideHCID 74236—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product5-(Methanesulfonyl-methylamino)-N-methyl-N-propyl-isophthalamic acid methyl esterHCID 68815370—

Reaction Steps

Mix 5-methanesulfonylamino-N-methyl-N-propyl-isophthalamic acid methyl ester (2.09 g, 6.36 mmol), iodomethane (1.35 g, 9.55 mmol), potassium carbonate (1.38 g, 10 mmol), and tetrabutylammonium bromide (206 mg, 0.64 mmol) in DMF (10 mL) at room temperature for 30 min. Dilute with ethyl acetate and wash with 10% aqueous potassium carbonate, 1 N lithium chloride and saturated aqueous sodium chloride. Dry (magnesium sulfate), concentrate and purify (silica gel chromatography, eluting with 0:100 to 40:60 ethyl acetate:dichloromethane) to give the title compound as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07585885B2
Source datasetuspto-grants-2009_09
ORD IDord-e77f0b5463704250a0a11ea4f3fd00f8
Source noteuspto-grants-2009_09