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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 331193Erstellt: 24. Oktober 2026

Potassium Carbonate → N-(3-chloroquinoxalin-2-yl)-3-methylbenzenesulfonamide

https://huagongshe.com/de/reaction/331193

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPotassium CarbonateHCID 11430—
Edukt2,3-DichloroquinoxalineHCID 16659—
Eduktm-ToluenesulphonamideHCID 74697—
LösungsmittelDimethylacetamideHCID 31374—
ProduktN-(3-chloroquinoxalin-2-yl)-3-methylbenzenesulfonamideHCID 420029165,7%

Reaktionsbedingungen

Temperatur170 °C

Reaktionsschritte

A suspension of 2,3-dichloroquinoxaline (500 mg; 2.5 mmol; 1 eq), 3-methylbenzene sulfonamide (430.1 mg, 2.5 mmol, 1 eq.), dry K2CO3 (347.2 mg, 2.5 mmol, 1 eq.) in DMA (5 ml) is heated up at 170° C. in the microwave for 30 min under normal absorption. The solvent is evaporated to dryness. Water (20 ml) is added then AcOH until acidic pH. The residual suspension is left at 4° C. for 1 h and the precipitate formed is filtered off, washed with water until neutral, then ACN and dried under vacuum at 40° C. overnight, to afford 548.3 mg (65%) of the title compound. 1H NMR (DMSO-d6) δ 11.53 (brs, 1H), 7.99 (m, 2H), 7.87 (t, J=8.6 Hz, 2H), 7.77 (dt, J=1.5, 7.5 Hz, 1H), 7.67 (t, J=8.0 Hz, 1H), 7.56-7.43 (m, 2H), 2.42 (s, 3H). HPLC (max plot) 99%; Rt 3.70 min. LC/MS: (ES+): 334.2, (ES−): 332.2.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08877757B2
Quelldatensatzuspto-grants-2014_11
ORD IDord-079c40edb76b49d1abd5d71b77b97614
Quellennotizuspto-grants-2014_11