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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1602555Generated: October 25, 2026

Methyl iodide → N-[2,6-Bis(1-methylethyl)phenyl]-N'-methyl-N'-(tetradecylsulfonyl)urea

https://huagongshe.com/reaction/1602555

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
ReactantN-[2,6-Bis(1-methylethyl)phenyl]-N'-(tetradecylsulfonyl)ureaHCID 19611841—
SolventAcetonitrileHCID 6342—
SolventEthyl AcetateHCID 8857—
ProductN-[2,6-Bis(1-methylethyl)phenyl]-N'-methyl-N'-(tetradecylsulfonyl)ureaHCID 1961183577.7%

Reaction Steps

CH3I (0.15 mL, 2.3 mmoles) was added dropwise to a room temperature solution of N-[2,6-bis(1-methylethyl)phenyl]-N'-(tetradecylsulfonyl)urea (1.0 g, 2.08 mmoles) and 1,8-diazabicyclo[5.4.0]undec-7-ene (0.34 mL, 2.3 mmoles), stirring in 10 mL of CH3CN. The solution was stirred overnight at room temperature, diluted with EtOAc, washed with 1M HCl, H2O, brine, and dried (MgSO4). Filtration and evaporation afforded an oil which was flash chromatographed (silica gel, 10:1 hexane-ethyl acetate) to provide 800 mg of a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05981595
Source datasetuspto-grants-1999_11
ORD IDord-c050ba6250df4e7d8152ca8c20ed15dd
Source noteuspto-grants-1999_11