Category: 24878-25-9

Application of 24878-25-9, 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. 24878-25-9 name is 2,2′-Oxydianiline, 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.

General method: An equimolar mixture of RhCl3·3H2O with the corresponding ligand Ln in 15mL of hot methanol was refluxed for 24h. After cooling to room temperature, the solid formed was filtered off and dried in vacuum; then it was washed with cold methanol (2×4mL). Synthesis of [RhIII(L1)Cl3] (1) RhCl3 3H2O (0.080g, 0.304mmol), L1 (0.050g, 0.231mmol). Yellow solid. Yield 68% (0.085g). M. p.: above 250 C. Anal. Calc. for C12H12Cl3N2ORh (1): C, 35.20; H, 2.95; N, 6.84. Found; C, 34.95; H, 2.87; N, 6.80%. IR data (KBr, cm-1): 3433 (NH); 3200, 3096 (CHaromatics); 1602, 1491 (C=C); 1264 (C-O-C). Raman data (cm-1): 414 (Rh-N); 316 (Rh-Cl); 279 (Rh-O). 1H NMR (DMSO-d6) delta=7.53 (d, 2H, NHA, 2J=9.97Hz), 7.50 (d, 2H, H3, 3J=7.26Hz), 7.24 (d, 2H, NHB, 2J=9.97Hz), 7.20-7.12 (m, 4H, H4, H6), 7.03 (dd, 2H, H5, 3J=7.03, 3J=7.03Hz).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2,2′-Oxydianiline, and friends who are interested can also refer to it.

Reference:
Article; Alvarado-Rodriguez, Jose G.; Hernandez-Balderas, Uvaldo; Andrade-Lopez, Noemi; Salazar, Veronica; Sanchez-Cabrera, Gloria; Zuno-Cruz, Francisco J.; Polyhedron; vol. 117; (2016); p. 453 – 462;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Reference of 24878-25-9, These common heterocyclic compound, 24878-25-9, name is 2,2′-Oxydianiline, its 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.

L. Nicotinic acid acyl azide and bis(2-aminophenyl) ether were synthesized according to previous literatures [24-26], respectively. A solution of nicotinic acid acyl azide (1.04?g, 7.0?mmol) in toluene (30?mL) was refluxed under nitrogen for 1.5?h, and bis(2-aminophenyl) ether (0.60?g, 3.0?mmol) in acetonitrile (30?mL) was added dropwise. The mixture was stirred for another 1.5?h and cooled to room temperature. The precipitate that formed was collected by filtration and purified by recrystallization from CH3OH/DMF(V: V?=?2:1) to give a white solid. Yield: 1.07?g, 81%; mp: 285???286?C. 1H NMR (DMSO-d6, 400?MHz): delta 6.84 (d, 2H, J?=?7.6?Hz, Ar-H), 7.02 (t, 2H, J?=?5.2?Hz, Ar-H), 7.18 (t, 2H, J?=?5.6?Hz, Ar-H), 7.36 (dd, 2H, J?=?2.8?Hz, Ar-H), 7.99 (m, 2H, Py-H), 8.23 (d, J?=?2.8?Hz, 2H, Py-H), 8.35 (d, J?=?6.8?Hz, 2H, Py-H), 8.61 (s, 2H, Py-H), 8.75 (s, 2H, CONH), 9.52 (s, 2H, CONH). 13C NMR (DMSO-d6, 400?MHz): delta 152.98, 145.76, 143.53, 140.33, 136.81, 131.60, 125.47, 124.64, 124.15, 123.20, 120.23, 118.38. Anal. Calcd(%) for C24H20N6O3: C 65.45, H 4.58, N 19.08; found(%): C 65.49, H 4.62, N 19.03. FT-IR (KBr pellet, nu/cm-1): 3344 (m, NH), 1715 (s, CO), 1599 (s, NH). ESI-MS: m/z?=?441 [M+H]+, 463 [M+Na]+.

The synthetic route of 24878-25-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Huang, Chao; Yi, Xian-Mei; Chen, Dong-Mei; Zhu, Bi-Xue; Inorganica Chimica Acta; vol. 476; (2018); p. 123 – 128;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 24878-25-9 as follows. Quality Control of 2,2′-Oxydianiline

A solution of 2-hydroxy-5-(thiophen-2-yl)benzaldehyde (3)(1.34 g, 2.0 mmol) in ethanol (30 mL) was added to a solution of2,20-oxydianiline (2-aminophenyl ether) (4) (0.66 g, 1.0 mmol) inethanol (20 mL) with continuous stirring, and the mixture wasrefluxed for 24 h. The completion of the reaction was monitoredthrough TLC. The reaction mixture was then cooled to room temperatureand ethanol was removed. The obtained residue waswashed with ethanol and dried at room temperature. The productwas recrystallized from the mixture of ethanol:kloroform (1:2). Theyield of orange product OPBTS was 46% (1.72 g), (m.p. 172-175 C).FTIR (KBr, cm-1) 3436.04 (nuO-H phenolic), 3268.00-3120.01 (nuAr C-H),1621.17 (nuCN), 1575.90e1489.00 (nuAr CC), 816.62 and 681.50 (nuC-SC).1H NMR (400 MHz, DMSO-d6) delta (ppm) 13.27 (s, 1H, ArO-H), 9.02(s, 1H, -CHN), 7.82 (d, 1H, J 2.4 Hz, Ar-H), 7.61 (dd, 1H, J 8.4,J 2.4 Hz, Ar-H), 7.55 (dd, 1H, J 7.4 Hz, J 1.8 Hz, Ar-H), 7.40 (dd,1H, J 5.2 Hz, J 1.2 Hz, Th-H), 7.30 (dd, 1H, J 3.6 Hz, J 1.2 Hz,Th-H), 7.26e7.23 (m, 2H, Ar-H), 7.04 (dd, 1H, J 5.2 Hz, J 3.6 Hz,Th-H), 6.94 (dd, 1H, J 8.0 Hz, J 1.6 Hz, Ar-H), 6.87 (d, 1H,J 8.8 Hz, Ar-H). 13C NMR (100 MHz, DMSO-d6) delta (ppm) 163.73,160.46,150.20,143.07,138.89,130.94,129.48,128.91,128.85,125.53,125.08, 123.03, 120.58, 119.82, 119.48, 117.92. Elemental anal. calcd.for C34H24N2O3S2: C, 71.31; H, 4.22; N, 4.89; O, 8.38; S,11.20%. FoundC, 70.86; H, 4.21; N, 4.90; S, 10.87%.

According to the analysis of related databases, 24878-25-9, the application of this compound in the production field has become more and more popular.

Reference of 24878-25-9,Some common heterocyclic compound, 24878-25-9, name is 2,2′-Oxydianiline, molecular formula is C12H12N2O, 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.

General procedure: To a solution of [Pt(MeCN)2Cl2] in hot acetonitrile (80 C) the corresponding L1 or L2 ligand was added; the reaction mixture was stirred for 72 h in the case of 2, and 24 h for 5. Then, the solution was cooled to room temperature and the solid obtained was filtered by suction.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2,2′-Oxydianiline, its application will become more common.