The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.
Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 2401-24-3, name is 2-Chloro-5-methoxyaniline, A new synthetic method of this compound is introduced below., Safety of 2-Chloro-5-methoxyaniline
2-Chloro-5-methoxyaniline (17b, 92 L,0.74mmol) was added dropwise to a solution of 1,5-dimethylisoquinolin-6-yl trifluoromethanesulfonate(14, 0.15 g, 0.49 mmol), palladium(II) acetate (8.3 mg, 37 mol), XPhos (35 mg, 74 mol), and cesiumcarbonate (224 mg, 0.688 mmol) in toluene (12 mL). The mixture was heated at reflux for fivehours. After cooling to room temperature, the reaction mixture was filtered over a short padof Hyo (ethyl acetate), and the solvent was evaporated. Purication of the residue by columnchromatography (silica gel, dichloromethane/ethyl acetate, 1:1 to 0:1, each + 1% ethanol) providedN-(2-chloro-5-methoxyphenyl)-1,5-dimethylisoquinolin-6-amine (18b, 0.141 g, 0.451 mmol, 92%) asa beige solid. M.p. 135-138 C; UV (MeOH): l = 224, 277, 322 nm; fluorescence (MeOH): lex = 224,lem = 301 (sh), 336 nm; IR (ATR): n = 3416, 3068, 2998, 2929, 2853, 1596, 1508, 1447, 1421, 1383, 1343,1312, 1287, 1230, 1207, 1170, 1138, 1069, 1027, 924, 820, 732, 671, 640 cm-1; 1H-NMR (500 MHz, CDCl3):d = 2.53 (s, 3H), 2.94 (s, 3H), 3.68 (s, 3H), 6.13 (br s, 1H), 6.40 (dd, J = 8.8, 2.8 Hz, 1H), 6.47 (d, J = 2.8 Hz,1H), 7.28 (d, J = 8.8 Hz, 1H), 7.53 (d, J = 9.0 Hz, 1H), 7.63 (d, J = 6.1 Hz, 1H), 7.97 (d, J = 9.0 Hz,1H), 8.39 (d, J = 6.1 Hz, 1H); 13C-NMR (125 MHz, CDCl3): d = 12.66 (CH3), 22.61 (CH3), 55.46 (CH3),101.82 (CH), 105.94 (CH), 113.40 (C), 115.53 (CH), 122.55 (CH), 123.53 (C), 124.67 (C), 124.76 (CH), 130.02(CH), 136.78 (C), 139.77 (C), 141.06 (CH), 142.38 (C), 158.64 (C), 159.20 (C); MS (EI): m/z (%) = 312(100, [M]+), 277 (80), 262 (76), 247 (13), 233 (18), 219 (12), 139 (10), 117 (16), 63 (10); MS (ESI, +10 V):m/z = 313.3 [M + H]+.
The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.
Reference:
Article; Schmidt, Ulrike; Theumer, Gabriele; Jaeger, Anne; Kataeva, Olga; Wan, Baojie; Franzblau, Scott G.; Knoelker, Hans-Joachim; Molecules; vol. 23; 6; (2018);,
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