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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 229586Generated: October 25, 2026

Water → 5-cyano-2-methoxy-N-[2-(3-methoxymethoxy-2'-methylthiobiphenyl-4-yl)ethyl]benzenesulfonamide

https://huagongshe.com/reaction/229586

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium CarbonateHCID 10340—
Reactant2-(Methylthio)benzeneboronic acidHCID 2773543—
Reactant4-[2-(5-Cyano-2-methoxybenzenesulfonylamino)ethyl]-3-methoxymethoxyphenyl trifluoromethanesulfonateHCID 18456955—
CatalystTetrabutylammonium BromideHCID 74236—
CatalystHCID 178418397HCID 178418397—
SolventTolueneHCID 1140—
Product5-cyano-2-methoxy-N-[2-(3-methoxymethoxy-2'-methylthiobiphenyl-4-yl)ethyl]benzenesulfonamideHCID 1785623183.9%

Reaction Conditions

Temperature85 °C

Reaction Steps

A mixture of 24.75 g of 4-[2-(5-cyano-2-methoxybenzenesulfonylamino)ethyl]-3-methoxymethoxyphenyl trifluoromethanesulfonate, 8.32 g of 2-(methylthio)phenylboronic acid, 2.73 g of tetrakis(triphenylphosphine)palladium(0), 728 mg of tetra-n-butylammonium bromide, 10.00 g of sodium carbonate, 48 mL of water and 285 mL of toluene was heated under an argon atmosphere at 85° C. for 15 hours. The precipitate was collected by filtration, washed successively with ethyl acetate and water to give 19.74 g of 5-cyano-2-methoxy-N-[2-(3-methoxymethoxy-2′-methylthiobiphenyl-4-yl)ethyl]benzenesulfonamide as an yellow powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07563822B2
Source datasetuspto-grants-2009_07
ORD IDord-d1a3478f42e146aa8fc81b73c6b32bb0
Source noteuspto-grants-2009_07