Adding some certain compound to certain chemical reactions, such as: 35944-64-0, name is 3-Iodo-4-methylaniline, 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 35944-64-0. 35944-64-0
2/6-Difluoro-N-(2′-methyl-5I-(pyridin-2-ylmethoxy)biphenyl-4-yl)benza?iotaide[00150] To a solution of 3-iodo-4-methylaniline (1 g, 4.29 mmol) in H2O (25 mL) was added H2SO4 (0.5 M, 25 mL). The solution was heated to 8O0C until all solid dissolved. Then the reaction was cooled to 00C, and NaNCh (0.44 g, 6.39 mmol) was added in small portions. After 2 hr at this temperature, urea (0.13 g, 2.1 mmol) was added at 00C. The solution was allowed to warm up to room temperature, and H2SO4 (0.5 M, 25 mL) was added. The reaction was refluxed for 30 min and cooled down to room temperature. The solution was extracted with EtOAc and EbO, and the combined organic phases were dried over Na2SO4, concentrated, and chromatographied to give the pure product 1 (0.8 g, 80%). Following the general Suzuki coupling procedure, 2 was prepared.[00151] The solution of 2 (0.4 g, 1.18 mmol), 2-picolyl chloride hydrochloride (0.215 g, 1.31 mmol), and K2CO3 (0.325 g, 2.35 mmol) in DMF (5 mL) was heated at 500C for 48 hr. The reaction solution was diluted with H2O (15 mL) and extracted with EtOAc (25 mL). Column chromatography (Hexanes/EtOAc=l/l) afforded Compound 4 in 56% yield.[00152] 1H NMR (400 MHz, CDCl3) delta 8.59 (d, / = 4.8 Hz, 1 H), 7.74-7.66 (m, 4 H), 7.55-7.52 (m, 1 H), 7.48-7.40 (m, 1 H), 7.34-7.32 (m, 2 H), 7.24-7.16 (m, 2 H), 7.02 (t, / = 8.0 Hz, 2 H), 6.90-6.87 (m, 2 H), 5.21 (s, 2 H), 2.21 (s, 3 H); ESMS cacld (C26H20F2N2O2): 430.1; found: 431.1 (M+H).
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-Iodo-4-methylaniline.
Reference:
Patent; SYNTA PHARMACEUTICALS CORP.; JIANG, Jun; ZHANG, Junyi; CHEN, Shoujun; SUN, Lijun; WO2010/39238; (2010); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com