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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 237Erstellt: 26. Oktober 2026

Benzenesulfonamide, 3-amino- → 3-[(4-Chloropyrimidin-2-yl)amino]benzenesulfonamide

https://huagongshe.com/reaction/237

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktBenzenesulfonamide, 3-amino-HCID 7377—
Edukt2,4-DichloropyrimidineHCID 77531—
ReagenzCesium carbonateHCID 10796—
Katalysator1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 636044—
KatalysatorPalladium (II) acetateHCID 4144353—
Lösungsmittel1,4-DioxaneHCID 31275—
Produkt3-[(4-Chloropyrimidin-2-yl)amino]benzenesulfonamideHCID 889048942%

Reaktionsbedingungen

Temperatur150 °C

Reaktionsschritte

2,4-dichloropyrimidine (200 mg, 1.34 mmol), 3-aminobenzenesulfonamide (231 mg, 1.34 mmol), (9,9-dimethyl-9H-xanthene-4,5-diyl)bis(diphenylphosphine) (93 mg, 0.16 mmol), cesium carbonate (875 mg, 2.68 mmol) and diacetoxypalladium (15.07 mg, 0.07 mmol) were suspended in dioxane (5 mL) and sealed into a microwave tube. The reaction was heated to 150 °C for 30 minutes in the microwave reactor and cooled to RT. The reaction mixture was diluted with EtOAc (150 mL) and washed with water (150 mL). The organic layer was dried over MgSO4, filtered and evaporated to afford crude product. The crude product was purified by flash silica chromatography, elution gradient 0 to 4% (10:1 MeOH/NH3 (aq)) in DCM. NMR analysis showed a trace amount of product.

Herkunft & Nachweise

Quelldatensatz750 AstraZeneca ELN dataset
ORD IDord-07751cbdbcad4c89bdfeeea3a04ddb39
Quellennotiz750 AstraZeneca ELN dataset