Adding some certain compound to certain chemical reactions, such as: 202197-26-0, name is 3-Chloro-4-((3-fluorobenzyl)oxy)aniline, 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 202197-26-0. 202197-26-0
Example-1 Preparation of N1-(3-chloro-4-(3-fluorobenzyloxy)phenyl)-N,N-dimethyl formamidine (8) Into a one liter four necked round bottomed flask, 500 mL of toluene, 50.0 g of 3-chloro-4-(3-fluoro-benzyloxy)-aniline, 50.0 g of dimethylformamide dimethyl acetal and 3.0 mL of acetic acid were charged under stirring. The reaction mixture was maintained at reflux temperature for about 2 hrs and the completion of the reaction was monitored by TLC. The solvent was completely distilled off under vacuum, the resulting syrupy liquid was cooled to room temperature. To this 200 mL of water was added and adjusted to basic pH by adding dilute sodium hydroxide solution. The product was extracted into ethylacetate and separated the organic layer. The organic layer was clarified by carbon treatment and filtered. The filtrate was completely distilled off under vacuum. The mass was cooled to room temperature and added 250 mL of hexane and stirred at 0 to 5 C. for about two hours to crystallize the product. The product was filtered and dried under vacuum at 30-35 C. to get 58.0 gram (95% by theory) of N1-(3-chloro-4-(3-fluorobenzyloxy)phenyl)-N,N-dimethylformamidine as a white crystalline powder. Purity: 99.66% by HPLC Melting-range: 45-47 C. Mass: 307.5 [M+1] IR (KBr, cm-1): 2917, 2798, 2364, 1637, 1591, 1557, 1500, 1453, 1410, 1373, 1269, 1250, 1205, 1137, 1103, 1059, 1016, 926, 877, 859, 809, 772, 749, 704, 680, 637, 606, 519. 1H-NMR (400 MHz; DMSO-D6): delta 2.87 (s, 3H); delta 2.98 (s, 3H); delta 5.15 (s, 2H); delta 6.80-6.83 (dd, 1H); delta 6.99-7.00 (d, 1H); delta 7.04-7.06 (d, 1H); 7.14-7.18 (m, 1H); delta 7.26-7.30 (m, 2H); delta 7.42-7.47 (m, 1H); delta 7.72 (s, 1H) 13C-NMR (400 MHz; DMSO-D6): delta 33.90 (2C), 69.56, 114.0, 115.19, 120.21, 121.51, 121.90, 123.20, 130.45, 140.02, 146.71, 148.41, 153.76, 160.97, and 163.39.
Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 3-Chloro-4-((3-fluorobenzyl)oxy)aniline.
Reference:
Patent; Natco Pharma Limited; US2011/263852; (2011); A1;,
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Chlorides – an overview | ScienceDirect Topics