Electric Literature of 115279-57-7, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 115279-57-7 name is 2-(4-Aminophenyl)-2-methylpropanenitrile, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.
Step D Synthesis Route B Amine V (crude product; 695 mg, 3.76 mmol) and nitrile IX (414 mg, 2.58 mmol) is suspended in dichloromethane (16 ml) under an N2 protective-gas atmosphere. 4-Methylmorpholine (0.6 ml, 5.46 mmol) is added. Bis(tri-chloromethyl) carbonate X (460 mg, 1.55 mmol) dissolved in dichloromethane (3 ml) is added dropwise over the course of about 15 min. at room temperature. The reaction solution is stirred at room temperature for a further 1.5 h. Water (30 ml) is added to the reaction mixture, which is then stirred vigorously for 10 min. The organic phase is separated, washed twice with water and dried using Na2SO4. The solvents are removed under reduced pressure in a rotary evaporator, giving 730 mg of crude product. The crude product is purified by means of column chromatography (80 g of Si60, CH2Cl2/5% MeOH), and the suitable fractions are combined. Removal of the solvents gives imidazolone XI (279 mg, 0.79 mmol, 51% yield) as yellow solid (see step E for the further processing of the crude mixture). Analytical data of imidazolone XI: TLC: Rf=0.31 (Si60, CH2Cl2/4% MeOH/1% NH3); m.p.: 167 C.; LC-MS: tR=2.056 min (UV=220 nm), tR=2.063 min. (TIC, with [MH]+=353); 1H NMR (400 MHz, DMSO) delta 8.40 (d, J=5.3, 1H), 7.63-7.55 (m, 2H), 7.51 (s, 1H), 7.39-7.29 (m, 3H), 7.15 (d, J=1.8, 1H), 3.35 (s, 3H), 1.74 (s, 6H).
At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-(4-Aminophenyl)-2-methylpropanenitrile, and friends who are interested can also refer to it.
Reference:
Patent; MERCK PATENT GESELLSCHAFT MIT BESCHRANKTER HAFTUNG; US2012/220587; (2012); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts