The origin of a common compound about C14H16N2O2

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4,4′-(Ethane-1,2-diylbis(oxy))dianiline, and friends who are interested can also refer to it.

Adding a certain compound to certain chemical reactions, such as: 6052-10-4, name is 4,4′-(Ethane-1,2-diylbis(oxy))dianiline, belongs to ethers-buliding-blocks compound, 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 6052-10-4, Recommanded Product: 6052-10-4

The TGAE was synthesized (Fig. 1.) according to the reported procedure [23]. A 250-mL two-neck round bottom flask, equipped with magnetic stirrer, thermometer and condenser was charged with 4-(2-(4-aminophenoxy)ethoxy)benzenamine ethane (5.0 g, 0.02 mol), 40 mLtoluene and 1.5 mL 50% manganese nitrate aqueous solution. The reaction mixture was stirred at 333 K for 50 min, and epichlorohydrin (9.63 mL, 0.12 mol) was added slowly. The reaction mixture was kept at 353 K for1 h; then 50% aqueous tetramethylammonium chloride (TMAC, 0.25 g, 0.00, 228 mol) and 3.65 g (0.091 mol) sodium hydroxide were added slowly in portions within 10 min. After addition, the temperature was maintained at 348-353 K and 12 mL distilled water was added, stirred and heated to separate out organic layers, which was washed with brine, separated and concentrated to get TGAE as a viscous brown liquid. 4-(2-(4-(bis(oxiran-2-ylmethyl)amino)phenoxy)ethoxy)-N,Nbis(oxiran-2-ylmethyl) benzenamine TGAE Colour, dark brown viscous liquid, EEW 170.8 g eq-1, Yield, 80%. FTIR (upsilon cm-1): 905 (C-O-C epoxide, asym), 810 (C-O-C epoxide, sym), 1223, 1067 (C-O, alkyl phenyl alcohol), 1375 (C-N ter. amine), 1507, 1456 (C=C aromatic), 2918 (C-H aliphatic), 1H NMR (300 MHz, CDCl3-d3): delta(ppm) = 2.8 (4H, m, 1a), 2.6 (4H, m, 1b), 3.2 (4H, m, 2), 3.7 (4H, m, 3a), 3.4 (4H, m, 3b), 6.8 (4H, dd, J = 9.3, 3.0 Hz, 4), 6.9 (4H, dd, J = 9.3, 2.4 Hz, 5) and 4.25 (4H, s,8). 13C NMR (300 MHz, CDCl3-d3): delta(ppm) = 45.37 (1), 47.18 (2), 50.74 (3), 114.8 (4), 116.4 (5), 151.3 (6), 143.4(7) and 67.4 (8).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4,4′-(Ethane-1,2-diylbis(oxy))dianiline, and friends who are interested can also refer to it.

Reference:
Article; Siddiqi, Humaira Masood; Siraj, Amna; Khalid, Naila; Akhtar, Zareen; Zia Ul Haq, Muhammad; Journal of Thermal Analysis and Calorimetry; vol. 132; 1; (2018); p. 205 – 214;,
Ether – Wikipedia,
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