Related Products of 35944-64-0,Some common heterocyclic compound, 35944-64-0, name is 3-Iodo-4-methylaniline, molecular formula is C7H8IN, 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.
Reference Example 4 4-Methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaboran-2-yl)aniline (Compound A4) 3-Iodo-4-methylaniline (1.97 g, 8.45 mmol) and bis(pinacolate)diboron (2.32 g, 9.13 mmol) were dissolved in DMSO(23 mL), and potassium acetate (2.87 g, 29.2 mmol) and [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium (345 mg, 0.423 mmol) were added thereto, followed by stirring at 80C for 4 hours under argon atmosphere. To the reaction mixture were added ethyl acetate and water, and insoluble materials were filtrated off through celite, followed by extraction with ethyl acetate. The organic layer was washed with water and brine, followed by drying over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by si lica gel column chromatography (ethyl acetate/hexane = 6/1) to obtain Compound A4(1.36 g, 69%). 1H NMR (300 MHz, CDCl3) delta (ppm) 1.33 (s, 12H), 2.42 (s, 3H), 3.51 (br s, 2H), 6.68 (dd, J = 8.1, 2.7 Hz, 1H), 6.97 (d, J = 8.1 Hz, 1H), 7.11 (d, J = 2.7 Hz, 1H).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-Iodo-4-methylaniline, its application will become more common.
Reference:
Patent; Kyowa Hakko Kirin Co., Ltd.; EP2269993; (2011); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com