Reaktion #339199

Reaktionsgleichung

4-fluoro-3-methylnitrobenzene

N-methylpiperazine

NaCl

→

4-(4-methylpiperazinyl)-3-methylnitrobenzene

Ausbeute 92.3%

Lösungsmittel

N-methylpyrrolidone

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe reaction mixture upon cooling to room temperature
2. 2
   SonstigeThe resulting solid was sonicated for approx. 30 seconds
3. 3
   Filtrationfiltered
4. 4
   Waschenwashed with ice-cold water (2×10 mL)
5. 5
   Sonstigedried under high vacuum

Vorschrift

A homogeneous mixture of 4-fluoro-3-methylnitrobenzene 1 (20 g, 129 mmol) and N-methylpiperazine 3 (25.82 g, 258 mmol) in N-methylpyrrolidone (NMP) (10 mL) was refluxed (120° C.) under N2 for 24 hours. The reaction mixture upon cooling to room temperature was poured over a saturated NaCl solution (100 mL). The resulting solid was sonicated for approx. 30 seconds, filtered, washed with ice-cold water (2×10 mL) and dried under high vacuum to obtain 4-(4-methylpiperazinyl)-3-methylnitrobenzene 5 (28 g, 92%). 1H NMR (CD3OD): δ 8.02 (m, 2H), 7.13 (d, 1H, J=9.3 Hz), 3.08 (m, 4H), 2.66 (m, 4H), 2.38 (s, 6H); LCMS; purity: 99%, MS (m/e); 236

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