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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2283346Generated: November 1, 2026

1,2-Dimethoxyethane → (E)-N,N-Diallyl-4-(2-(4-(benzofuran-2-yl)phenyl)vinylsulfonamido)pyridine-3-sulfonamide

https://huagongshe.com/reaction/2283346

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DimethoxyethaneHCID 8071—
ReactantCesium carbonateHCID 10796—
ReactantBenzo[b]furan-2-boronic acidHCID 2776266—
Reactant(E)-N,N-diallyl-4-(2-(4-bromophenyl)vinylsulfonamido)pyridine-3-sulfonamideHCID 57751063—
CatalystBis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)HCID 178418228—
SolventWaterHCID 962—
Product(E)-N,N-Diallyl-4-(2-(4-(benzofuran-2-yl)phenyl)vinylsulfonamido)pyridine-3-sulfonamideHCID 5775106238%

Reaction Conditions

Temperature120 °C

Reaction Steps

A mixture of (E)-N,N-diallyl-4-(2-(4-bromophenyl)vinylsulfonamido)pyridine-3-sulfonamide (0.47 g, 0.94 mmol), 2-benzofuranboronic acid (0.20 g, 1.23 mmol), (1,1′-bis(diphenylphosphino)ferrocene)-dichloropalladium(II) (0.039 g, 0.050 mmol), cesium carbonate (0.46 g, 1.41 mmol), 1,2-dimethoxyethane (9 mL) and water (1 mL) under an atmosphere of argon was heated at 120° C. for 15 min in a microwave. The reaction mixture was partitioned between ethyl acetate and diluted hydrochloric acid, the organic phase was dried over magnesium sulfate and the solvent was evaporated. Purification by column chromatography, using chloroform/methanol (98:2) as the eluent, gave the title compound in 38% yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09145380B2
Source datasetuspto-grants-2015_09
ORD IDord-dac5a752ba8244489d61bc0f2f0a4de4
Source noteuspto-grants-2015_09