Category: 92248-06-1

Synthetic Route of 92248-06-1,Some common heterocyclic compound, 92248-06-1, name is Bis(3-methoxyphenyl)amine, molecular formula is C14H15NO2, 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.

Under a nitrogen atmosphere,Adding 2,2′-dibromo-9,9′-spirobifluorene (0.7 g, 1.48 mmol),Bis (3-methoxyphenyl) amine (1.01 g, 4.44 mmol),Palladium acetate (18mg, 0.082mmol),Cesium carbonate (1.74g, 5.33mmol)And tri-tert-butylphosphine (0.038mL, 0.15mmol) in toluene(10mL) mixed well in the solution,Heat and stir at 110 C for 20 hours.After cooling to room temperature,The reaction was quenched with a saturated ammonium chloride solution.The aqueous layer was extracted three times with ethyl acetate,Use up the combined organic phasesAnd washed with aqueous sodium chloride.After the organic phase was dried over anhydrous sodium sulfate,The solvent was evaporated to dryness under reduced pressure,The obtained product was further purified by silica gel column chromatography,Petroleum ether / ethyl acetate (10: 1, v / v) was used as the eluent.Get pure product,As a white solid.Yield: 95% (1.08 g).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Bis(3-methoxyphenyl)amine, its application will become more common.

Reference:
Patent; Nanjing Tech University; Hang Xiaochun; Qian Chunyue; Huang Wei; Shen Kang; Qin Tianshi; (57 pag.)CN110790629; (2020); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 92248-06-1, name is Bis(3-methoxyphenyl)amine, This compound has unique chemical properties. The synthetic route is as follows., category: ethers-buliding-blocks

To a solution of bis(3-methoxyphenyl)amine (1.15g, 5.00mmol) in THF (20mL) at RT was added sodium hydride (60% dispersion in mineral oil, 550mg, 13.8mmol). The suspension was heated to 75C and stirred for 30 min at this temperature. Iodomethane (0.716mL, 11.5mmol) was added within 5 min at 75C and the reaction mixture was continued to stir for 2 h at this temperature. The suspension was treated with water (20mL) and extracted with Et2O (3×65mL). The combined organic layer was dried over Na2SO4 and concentrated in vacuo. Column chromatography on silica gel with pentane:CH2Cl2 3:1 to 1:1 gave 3-methoxy-N-(3-methoxyphenyl)-N-methylaniline (1d) as a yellowish oil (979mg, 81%): Rf 0.64 (CH2Cl2 100%); numax (neat): 2938w, 2834w, 2338w, 1589s, 1489s, 1347w, 1279w, 1221m, 1169w, 1122w, 1046w, 766s, 708w, 631s; 1H NMR (500MHz, CDCl3) delta=7.15-7.19 (2H, m, C5H), 6.62 (2H, ddd, 3J 8.1, 4J 2.2, 0.8, C6H), 6.57-6.58 (2H, m, C2H), 6.52 (2H, ddd, 3J 8.2, 4J 2.5, 0.8, C4H), 3.76 (6H, s, OCH3), 3.29 (3H, s, NCH3); 13C NMR (125MHz, CDCl3) delta=160.5 (C3), 150.2 (C1), 129.8 (C5), 113.3 (C6), 106.7 (C4), 106.6 (C2), 55.2 (OCH3), 40.3 (NCH3); ESI-MS: m/z calcd. for C15H18NO2+ 244.1332 found 244.1330 [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 92248-06-1.

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 92248-06-1, name is Bis(3-methoxyphenyl)amine, A new synthetic method of this compound is introduced below., category: ethers-buliding-blocks

(3) The third step: under argon protection, add to the double-mouth bottle4,4 ‘, 4 “, 4” -tetrabromostatrene,3,3’-dimethoxydianiline, palladium acetate, sodium tert-butoxide and tri-tert-butylphosphine, adding 5 mL of toluene, stirring and placing at 130 C., reacting for 12 hours, stopping the reaction, adding saturated chlorinated The ammonium solution was extracted three times with dichloromethane and the organic layer was dried over anhydrous MgSO4. The crude product was subjected to silica gel column chromatography (petroleum ether: dichloromethane = 2: 3, v / v)A yellow solid was obtained,Recrystallization from tetrahydrofuran / petroleum ether. The product TPE-OMe-mm, the product of the formula as shown in formula (VI):

The synthetic route of 92248-06-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Sun Yat-sen University; Shao Guang; Kuang Daibin; He Yanjian; Chen Jian; (17 pag.)CN105037179; (2017); B;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 92248-06-1, name is Bis(3-methoxyphenyl)amine, A new synthetic method of this compound is introduced below., Product Details of 92248-06-1

EXAMPLE 5 N,N-Di(3-methoxyphenyl)-7-(benzothiazol-2-yl)-9,9-diethyl-fluoren-2-amine A mixture of 7-benzothiazol-2-yl-9,9-diethyl-2-bromofluorene (Example 4; 10.85 g, 25 mmol), 3,3′-dimethoxydiphenylamine (6.87 g, 30 mmol) and toluene (100 mL) was azeotroped dry under nitrogen and cooled. Bis(dibenzylidene acetone)palladium (0) (0.28 g, 0.49 mmol), bis(diphenylphosphino)ferrocene (0.25 g, 0.45 mmol) and sodium-t-butoxide (3.5 g, 36.4 mmol) were then added and the mixture was heated to 100 C. After 24 hours, the mixture was cooled, diluted with toluene and filtered. The filtrate was washed with water, dried and concentrated. The residue was chromatographed over silica gel. Elution with toluene-heptane (3:1) mixture gave the product, which was recrystallized from a mixture of toluene-heptane, m.p. 178-179.5 C., 11.13 g (76% yield). 1H NMR (CDCl3) delta ppm: 0.35-0.41 (t, 6H), 1.91-2.14 (m, 4H), 3.69 (s, 6H), 6.54-6.74, 7.05-7.68, 7.84-8.10 (m, 18H). 13C NMR (CDCl3) delta ppm: 8.61, 32.66, 55.18, 56.44 (sp3C), 108.62, 109.77, 116.66, 119.16, 119.42, 121.00, 121.44, 121.52, 122.94, 123.77, 124.95, 126.28, 127.28, 129.82, 131.55, 134.91, 135.61, 144.48, 147.84, 148.94, 150.67, 151.99, 154.24, 160.46, 168.81 (sp2C). Anal. Calcd for C38H34N2O2S: C, 78.33%; H, 5.88%; N, 4.81%; S, 5.49%. Found: C, 78.26%; H, 5.96%; N, 4.68%; S 5.47%.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; The United States of America as represented by the Secretary of the Air Force; US8153812; (2012); B1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem