Analyzing the synthesis route of 2,6-Dimethoxyaniline

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Adding a certain compound to certain chemical reactions, such as: 2734-70-5, name is 2,6-Dimethoxyaniline, belongs to ethers-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 2734-70-5, Quality Control of 2,6-Dimethoxyaniline

Acetic anhydride (2.97 mL, 31.45 mmol) was added to a solution of aniline 51 (2.19 g, 14.3 mmol) in dry dichloromethane (50 mL) under inert atmosphere. The reaction was stirred at room temperature for 24 hours. Upon completion, the reaction mixture was washed with a saturated solution of sodium carbonate, the organic layer dried over MgSO4 and the solvent removed under reduced pressure. The acetanilide 52 was obtained as a white solid (1.67 g, 60percent) after crystallization from Et2O; mp (Et2O) 128-130 °C; TLC Rf (EtOAc) = 0.37; 1H NMR (CDCl3, 400 MHz) delta (ppm) 2.20 (large s, 3H, NHCOCH3), 3.84 (s, 6H, 2OCH3), 6.42 (large s, 1H, NHCOCH3), 6.59 (d, J = 8.4 Hz, 2H, ArH), 7.20 (t, J = 8.2 Hz, 1H, ArH). 13C NMR (CDCl3, 100 MHz) delta 23.3 (CH3), 55.9 (2CH3), 104.3 (2CH), 107.4 (C), 127.8 (CH), 155.6 (2C), 172.9 (C). IR nu cm-1: 1104, 1253, 1437, 1474, 1537, 1590, 1651, 3184, 3256. Calcd. for C10H13O3N: C, 61.53; H, 6.71; N, 7.17. Found: C, 61.36; H, 6.94; N, 7.01.

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