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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 13772Erstellt: 23. Oktober 2026

2-Methyl-5-Nitroaniline → 2-[(4-Chloro)pyridin-2-ylamino]-1-methyl-4-nitrobenzene

https://huagongshe.com/de/reaction/13772

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt2-Methyl-5-NitroanilineHCID 7444—
EduktCesium carbonateHCID 10796—
Edukt2,4-DichloropyridineHCID 33515—
EduktBinap, (A+-)-HCID 634876—
Katalysatorpalladium(II) acetateHCID 167845—
LösungsmittelTolueneHCID 1140—
Produkt2-[(4-Chloro)pyridin-2-ylamino]-1-methyl-4-nitrobenzeneHCID 6869374534,2%

Reaktionsbedingungen

Temperatur70 °C

Reaktionsschritte

To 2.00 g of 2,4-dichloropyridine, 2.26 g of 2-methyl-5-nitroaniline, 121 mg of palladium (II) acetate, 336 mg of (±)-2,2′-bis(diphenylphosphino)-1,1′-binaphthyl [(±)-BINAP] and 6.16 g of cesium carbonate, 120 ml of toluene was added, and then the mixture was stirred with heating at 70° C. for 23 hours under an argon atmosphere. After insolubles were removed by filtration, the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography to obtain a crude product. The crude product was washed with diethyl ether to obtain 1.22 g of the objective compound as yellow crystals.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07728131B2
Quelldatensatzuspto-grants-2010_06
ORD IDord-d685328ebf2549899ea59d9ce7212bdc
Quellennotizuspto-grants-2010_06