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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2205727Generated: October 26, 2026

1,2-Dimethoxyethane → N-(4-(6-chloropyridazin-3-yl)phenyl)methanesulfonamide

https://huagongshe.com/reaction/2205727

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DimethoxyethaneHCID 8071—
ReactantSodium CarbonateHCID 10340—
Reactant3,6-DichloropyridazineHCID 67331—
Reactant(4-Methanesulfonamidophenyl)boronic acidHCID 2773537—
CatalystHCID 178418397HCID 178418397—
SolventEthyl AcetateHCID 8857—
ProductN-(4-(6-chloropyridazin-3-yl)phenyl)methanesulfonamideHCID 86650228—

Reaction Steps

To a round bottom flask was added 3,6-dichloropyridazine (20.1 mmole), 4-(methylsulfonylamino)phenylboronic acid (20.1 mmole), tetrakis(triphenylphosphine)palladium (1.00 mmole), 2M Na2CO3 (30 mL), and 1,2-dimethoxyethane (120 mL). The resulting reaction mixture was heated at 85 C for 22 hours. The reaction mixture was diluted with ethyl acetate and filtered through celite. The filtrate was washed with water. The organic extract was dried over Na2SO4 and evaporated in vacuo. The crude residue was purified by biotage column chromatography eluting with 4:1 ethyl acetate to hexane mixture to afford N-(4-(6-chloropyridazin-3-yl)phenyl)methanesulfonamide.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09371329B2
Source datasetuspto-grants-2016_06
ORD IDord-ef8217e2e7cd43c6800b4aae7bd892c7
Source noteuspto-grants-2016_06