Reaktion #341620

Reaktionsgleichung

NaHCO3

HNO3

2-Methyl-thieno[2,3-c]pyridine

NaOH H2O

→

title compound

Ausbeute 46.0%

2-Methyl-3-nitro-thieno[2,3-c]pyridine

Ausbeute 46.0%

Lösungsmittel

H2SO4

Reaktionsbedingungen

Aufarbeitung

1. 1
   ExtraktionThe solution was extracted with portions of CH2Cl2 (3×100 mL)
2. 2
   Sonstigedried
3. 3
   Sonstige(MgSO4) and condensed

Vorschrift

2-Methyl-thieno[2,3-c]pyridine (5.51 g, 36.9 mmol) was dissolved in concentrated H2SO4 (20 mL) at 0° C. Concentrated HNO3 (11.6 mL) was added dropwise over 15 min, followed by warming to RT. Stirred for 18 h at RT. The solution was poured over ice and adjusted pH to 7 with 50% NaOH/H2O and sat NaHCO3 solution. The solution was extracted with portions of CH2Cl2 (3×100 mL), dried (MgSO4) and condensed to yield the title compound as a bright yellow solid (3.27 g, 46%).

Quelle