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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 369Erstellt: 24. Oktober 2026

2-Bromo-4-nitrotoluene → 2-methyl-N-(2-methyl-5-nitrophenyl)quinoline-6-carboxamide

https://huagongshe.com/de/reaction/369

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt2-Bromo-4-nitrotolueneHCID 82189—
Edukt2-Methylquinoline-6-carboxamideHCID 82573962—
ReagenzCesium carbonateHCID 10796—
Katalysator1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 636044—
KatalysatorBis(dibenzylideneacetone)palladiumHCID 9811564—
Lösungsmittel1,4-DioxaneHCID 31275—
Produkt2-methyl-N-(2-methyl-5-nitrophenyl)quinoline-6-carboxamideHCID 1225895720%

Reaktionsbedingungen

Temperatur100 °C

Reaktionsschritte

TRIS(DIBENZYLIDENEACETONE)DIPALLADIUM(0) (9.10 mg, 9.94 µmol) was added to 2-bromo-1-methyl-4-nitrobenzene (42.9 mg, 0.20 mmol), 2-methylquinoline-6-carboxamide (37.0 mg, 0.20 mmol), cesium carbonate (194 mg, 0.60 mmol) and (9,9-dimethyl-9H-xanthene-4,5-diyl)bis(diphenylphosphine) (11.50 mg, 0.02 mmol) in dioxane (2 mL) at 20°C under nitrogen. The resulting solution was stirred at 100 °C for 6 hours. Reaction seen to be progressing but very sluggish (5% conversion). Reaction abandoned.

Herkunft & Nachweise

Quelldatensatz750 AstraZeneca ELN dataset
ORD IDord-8ca29ea3c13d4e5098dc08cfe112f4d1
Quellennotiz750 AstraZeneca ELN dataset