Methyl iodide → Quinolinium, 1,2-dimethyl-6-nitro-, iodide

HRID 2105104

Reaktionsgleichung

Reaktionsgleichung von HRID 2105104
[CH3:1][C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([N+:12]([O-:14])=[O:13])[CH:8]=2)[N:3]=1.[I:15][CH3:16]>C(#N)C>[I-:15].[CH3:16][N+:3]1[C:4]2[C:9](=[CH:8][C:7]([N+:12]([O-:14])=[O:13])=[CH:6][CH:5]=2)[CH:10]=[CH:11][C:2]=1[CH3:1]

Komponenten

4

Edukt 2

HCID 6328Methyl iodideHCID 691722-Methyl-6-nitroquinoline

Produkt 1

HCID 12252537Quinolinium, 1,2-dimethyl-6-nitro-, iodideAusbeute 16,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

2-Methyl-6-nitroquinoline (0.5 g, 2.66 mmol) and iodomethane (1 ml, 16 mmol) were heated together in acetonitrile (10 ml) at reflux for 48 hrs. The mixture was cooled to room temperature and a grey material crystallised out of solution and was filtered off. This was shown to be starting material. The filtrate was diluted with ethyl acetate (200 ml) to give a yellow/green precipitate. The product was filtered off, washed with ethyl acetate and then dried under vacuum. The product was obtained as a yellow/green solid (147 mg, 16.8%).

Aufarbeitung

  1. temperatureat reflux for 48 hrs
  2. customa grey material crystallised out of solution
  3. filtrationwas filtered off
  4. additionThe filtrate was diluted with ethyl acetate (200 ml)
  5. customto give a yellow/green precipitate
  6. filtrationThe product was filtered off
  7. washwashed with ethyl acetate
  8. customdried under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-220eb2f3f15644d783f300d6b4e22aea
Quelldatensatz
uspto-grants-2009_08
Patentnummer
US07579140B2

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