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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 57567Generated: October 29, 2026

Methyl iodide → N-methyl-N-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methanesulfonamide

https://huagongshe.com/reaction/57567

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantPotassium CarbonateHCID 11430—
ReactantN-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methanesulfonamideHCID 16217653—
SolventAcetoneHCID 180—
SolventDichloromethaneHCID 6344—
ProductN-methyl-N-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methanesulfonamideHCID 58354653—

Reaction Steps

To a suspension of N-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methanesulfonamide (0.5 g, 1.7 mmol) and potassium carbonate (0.28 g, 2.0 mmol) in acetone (10 mL) was added methyl iodide (0.12 mL, 2.0 mmol). The mixture was stirred at room temperature for 18 hours under atmosphere of nitrogen, then diluted with CH2Cl2 (20 mL), filtered through a plug of diatomaceous earth, rinsed with CH2Cl2 and evaporated to give product as a off-white solid. MS (m/z): 312 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09434726B2
Source datasetuspto-grants-2016_09
ORD IDord-e83826c319dc40b08ef2c9fb2ca13813
Source noteuspto-grants-2016_09