Reaktion #86460

Reaktionsgleichung

Thionyl chloride

4-amino-3-nitrobenzoic acid

methanol

→

title compound

Ausbeute 100.0%

methyl 4-amino-3-nitrobenzoate

Ausbeute 100.0%

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe resulting mixture was then refluxed for 12 h
2. 2
   SonstigeThe yellow solid precipitated
3. 3
   Filtrationwas filtered
4. 4
   Sonstigedried

Vorschrift

Thionyl chloride (19.4 g, 164.85 mmol) was added to a solution of 4-amino-3-nitrobenzoic acid (20 g, 109.89 mmol) in methanol (200 mL) at 0° C. The resulting mixture was then refluxed for 12 h. The reaction mixture was allowed to cool to room temperature. The yellow solid precipitated was filtered and dried to afford the title compound (22 g, yield: 100%) as a solid. 1H-NMR (CDCl3, 300 MHz): δ 8.85 (d, 1H), 7.99 (dd, 1H), 6.83 (d, 1H), 6.40 (s, 2H), 3.90 (s, 3H).

Quelle