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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1097317Erstellt: 25. Oktober 2026

Water → N-Methyl-3-(6-oxo-1,6-dihydro-pyridazin-4-yl)-benzamide

https://huagongshe.com/reaction/1097317

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktPotassium CarbonateHCID 11430—
Edukt3-(Methylcarbamoyl)benzeneboronic acidHCID 2773524—
Edukt5-Chloropyridazin-3(2H)-oneHCID 19905718—
KatalysatorHCID 178418397HCID 178418397—
LösungsmittelEthanolHCID 702—
Lösungsmittel1,4-DioxaneHCID 31275—
LösungsmittelWater ethylacetateHCID 22728543—
ProduktN-Methyl-3-(6-oxo-1,6-dihydro-pyridazin-4-yl)-benzamideHCID 59443494—

Reaktionsschritte

5-Chloro-pyridazin-3-one (1 eq, 5.06 mmol, 660 mg) and 3-(N-Methylaminocarbonyl)phenyl boronic acid (1.1 eq, 5.56 mmol, 996 mg) are dissolved in dioxane (4 ml), water (2 ml) and EtOH (2 ml) and K2CO3 (2 eq, 10.1 mmol, 1.40 g) is added. Pd(PPh3)4 (0.1 eq, 0.5 mmol, 584 mg) is then added and the reaction mixture is heated using microwave radiation at 140° C. for 20 min. The reaction mixture is diluted with EtOAc/H2O and filtered. The organic layer is then separated and the aqueous layer is extracted with EtOAc (2×20 ml). The organic layer is washed with NaHCO3, brine, dried over MgSO4, filtered and evaporated to dryness to yield N-Methyl-3-(6-oxo-1,6-dihydro-pyridazin-4-yl)-benzamide as a white solid which did not require further purification; [M+H]+=230

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08143253B2
Quelldatensatzuspto-grants-2012_03
ORD IDord-b7135b2aaafb408a8f5091124285cfc5
Quellennotizuspto-grants-2012_03