Related Products of 59557-91-4, These common heterocyclic compound, 59557-91-4, name is 4-Bromo-2-methoxyaniline, 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.
A mixture of 4-bromo-2-methoxyaniline (208 mg, 1.03 mmol), 1 ,2,4-triazole (80 mg, 1.13 mmol), Cs2CO3 (0.67 g, 2.06 mmol) and Cul (20 mg, 0.103 mmol) in DMF was heated at 110 oC for 20 h. Further portions of 1,2,4-triazole (0.1 g, 1.44 mmol), Cs2CO3 (0.67 g, 2.06 mmol) and Cul (0.1 g, 0.52 mmol) were added and the mixturewas heated a further 72 h at 110 oC. The mixture was cooled, diluted with ethyl acetate (20 mL) and washed with water (2 x 20 mL). The combined aqueous washes were reextracted with ethyl acetate (20 mL). The combined organics were passed through a phase separation cartridge and the solvent removed under reduced pressure. Purification of the residue via silica gel column chromatography (0-100% ethyl acetate isohexane)gave 2-methoxy-4-(1H-1,2,4-triazol-1-yl)aniline as a light red solid (92 mg, 47%). ?H NMR (400 MHz, CDC13): oe 8.41 (s, 1H); 8.05 (s, 1H); 7.11 (d, J = 2.3, 1H); 6.99 (dd, J = 8.3, 2.3, 1H); 6.74 (d, J = 8.3, 1H); 3.97 (s, 2H); 3.92 (s, 3H).
The synthetic route of 59557-91-4 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; F. HOFFMANN-LA ROCHE AG; BAKER-GLENN, Charles; CHAMBERS, Mark; CHAN, Bryan K.; ESTRADA, Anthony; SWEENEY, Zachary Kevin; WO2013/79495; (2013); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem