6-bromo-N-methylnaphthalen-2-amine → HCID 68903420, Verbindung

HRID 1788337

Reaktionsgleichung

Reaktionsgleichung von HRID 1788337
Br[C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[CH:8]=[C:7]([NH:12][CH3:13])[CH:6]=[CH:5]2.[Cu][C:15]#[N:16]>N1C=CC=CC=1>[CH3:13][NH:12][C:7]1[CH:8]=[C:9]2[C:4](=[CH:5][CH:6]=1)[CH:3]=[C:2]([C:15]#[N:16])[CH:11]=[CH:10]2

Komponenten

4

Edukt 2

HCID 3000586-bromo-N-methylnaphthalen-2-amineHCID 178418546HCID 178418546, Verbindung

Produkt 1

HCID 68903420HCID 68903420, VerbindungAusbeute 71 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Reaktionsbedingungen

Temperatur
220 °C

Versuchsvorschrift

A solution of 6-bromo-N-methyl-2-naphthylamine (2.0 g, 8.5 mmol) in pyridine (50 ml) was added to copper (I) cyanide (1.1 g, 12.3 mmol). The mixture was stirred at 220° C. for 4 hours. The reaction mixture was allowed to cool to room temperature, extracted with dichloromethane, washed with an aqueous solution of hethylene diamine (10 vol %), and purified by column chromatography using hexane/ethyl acetate (4:1) as an eluting solvent to give the title compound (1.1 g, yield: 71%).

Aufarbeitung

  1. temperatureto cool to room temperature
  2. extractionextracted with dichloromethane
  3. washwashed with an aqueous solution of hethylene diamine (10 vol %)
  4. custompurified by column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-a91725a931084092b21bc00e3cae7e72
Quelldatensatz
uspto-grants-2009_03
Patentnummer
US07511167B2

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