Reference of 20271-20-9, These common heterocyclic compound, 20271-20-9, name is Methyl 5-nitro-1H-imidazole-4-carboxylate, 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.
20.1 g (0.13 mol) of diethyl sulphate, 132 ml of an 8% strength aqueous sodium bicarbonate solution and 132 ml of water are added to a solution of 15.0 g (0.09 mol) of methyl 5-nitro-1H-imidazole-4-carboxylate in 420 ml of tetrahydrofuran. The reaction mixture is stirred at room temperature overnight and then extracted with 3*50 ml of ethyl acetate. The combined organic phases are dried over magnesium sulphate and freed of the solvent under reduced pressure. Purification by column chromatography on silica gel using pentane/ethyl acetate (40:1) gives 3.50 g (20% of theory) of the title compound and 12.0 g (69% of theory) of the isomeric methyl 1-ethyl-4-nitro-M-imidazole-5-carboxylate. Title compound 1H-NMR (MeOD-D4, 400 MHz) delta ppm: 7.99 (s, 1H), 4.36 (q, 2H), 3.91 (s, 3H), 1.48 (t, 3H) Methyl 1-ethyl-4-nitro-1H-imidazole-5-carboxylate 1H-NMR (CDCl3, 400 MHz) delta ppm: 7.45 (s, 1H), 4.26 (s, 3H), 3.96 (s, 3H), 1.49 (t, 3H)
The synthetic route of 20271-20-9 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; BAYER CROPSCIENCE AG; ALIG, Bernd; CEREZO-GALVEZ, Silvia; FISCHER, Reiner; KOEHLER, Adeline; HAHN, Julia Johanna; BECKER, Angela; ILG, Kerstin; VOERSTE, Arnd; GOERGENS, Ulrich; PORTZ, Daniela; US2015/344499; (2015); A1;,
Imidazole – Wikipedia,
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