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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1437748Generated: November 4, 2026

4-amino-N-methylbenzene-1-sulfonamide → HCID 11668042, compound

https://huagongshe.com/reaction/1437748

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-amino-N-methylbenzene-1-sulfonamideHCID 74368—
ReactantBinap, (A+-)-HCID 634876—
ReactantHCID 11715586HCID 11715586—
ReactantPotassium tert-butoxideHCID 23665647—
Catalystpalladium(II) acetateHCID 167845—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
ProductHCID 11668042HCID 1166804235.4%

Reaction Steps

To a solution of 2′,6′-dichloro-3,4,5,6-tetrahydro-2H-[1,4′]bipyridinyl (500 mg, 2.15 mmol) in toluene (6 mL) were added potassium tert-butoxide (486 mg, 4.3 mmol), palladium(II) acetate (24 mg, 0.1 mmol), BINAP (67 mg, 0.1 mmol), and 4-amino-N-methylbenzenesulfonamide (444 mg, 2.15 mmol) were taken in a 10 mL reaction vessel. This reaction mixture was subjected the microwave irradiation, in which the microwave power was 250 W, to attain a reaction temperature of 1 50° C. After this reaction proceeded for 30 min, water (200 mL) was added to the reaction mixture and the reaction product was extracted with ethyl acetate. The organic layer was dried over sodium sulphate, filtered, and the filtrate concentrated under vacuum. The product was purified through column chromatography using 230-400 mesh silica gel to afford the desired compound as light yellow solid (290 mg, yield, 35%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07622486B2
Source datasetuspto-grants-2009_11
ORD IDord-458853a9b8f0463faac5550aadee6ad7
Source noteuspto-grants-2009_11