These common heterocyclic compound, 1196074-43-7, name is 4-Amino-2-methoxy-5-nitrobenzonitrile, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. COA of Formula: C8H7N3O3
A mixture of 4-amino-2-methoxy-5-nitrobenzonitrile (C-5) (5.4 g, 28 mmol, 1 ,0 eq) and tin (II) chloride (20 g, 100 mmol, 3.8 eq) in ethanol (100 ml) was heated at reflux for 3 hours. The reaction mixture was cooled, poured into water and made neutral with addition of aqueous saturated sodium bicarbonate solution. The aqueous layer was extracted with ethyl acetate (2 x 200 ml) and the combined organic extracts were dried over sodium sulfate and concentrated to yield 4,5~diamino-2-methoxybenzonitrile (C-6). ‘H NMR (400 MHz, DMSO); delta 6.62 (s, 1 H); 6.28 (s, 1 H); 5.58 (s, 2 H); 4.36 (s, 2 H); 3.70 (s, 3 H). LRMS m/z (M+H) 164.1 found, 164.1 required.
The synthetic route of 4-Amino-2-methoxy-5-nitrobenzonitrile has been constantly updated, and we look forward to future research findings.
Reference:
Patent; MERCK & CO., INC.; WO2009/140163; (2009); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts