Methanol → 2-Iodo-6-methoxypyrazine

HRID 256872

Reaktionsgleichung

Reaktionsgleichung von HRID 256872
[I:1][C:2]1[CH:7]=[N:6][CH:5]=[C:4](I)[N:3]=1.[Na].[OH2:10].[CH3:11]O>>[CH3:11][O:10][C:4]1[CH:5]=[N:6][CH:7]=[C:2]([I:1])[N:3]=1

Komponenten

5

Edukt 4

HCID 887MethanolHCID 962WaterHCID 5360545SodiumHCID 110020782,6-Diiodopyrazine

Produkt 1

HCID 102634952-Iodo-6-methoxypyrazine

Versuchsvorschrift

2,6-Diiodopyrazine (6.06 g. 18.2 mmol) was added to a solution of sodium (0.42 g, 18.2 mmol) in methanol (45 ml) and heated under reflux for 3.5 h. Water (150 ml) was added and extracted With ether (3×150 ml). The combined extracts were dried (Na2SO4) and the residue remaining after removal of the solvent was chromatographed through silica gel eluting with ether/petroleum ether (50:50) to give 2-methoxy-6-iodopyrazine (4.17 g); δ (360 MHz, CDCl3) 3.95(3H,s,OMe); 8.18(1H,s,pyrazine-H); 8.45(1H,s,pyrazine-H).

Aufarbeitung

  1. temperatureheated
  2. temperatureunder reflux for 3.5 h
  3. extractionextracted With ether (3×150 ml)
  4. dry with materialThe combined extracts were dried (Na2SO4)
  5. customafter removal of the solvent
  6. customwas chromatographed through silica gel eluting with ether/petroleum ether (50:50)

Quellen und Nachweise

ORD-Eintrag
ord-97e6f2579f7748a484590a600ea5eff8
Quelldatensatz
uspto-grants-1993_11
Patentnummer
US05260293

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