Category: 2688-84-8

Reference of 2688-84-8, 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. 2688-84-8, name is 2-Phenoxyaniline, This compound has unique chemical properties. The synthetic route is as follows.

5.58.1 3-(2-Phenoxyphenylamino)phthalic acid dimethyl ester A mixture of 3-iodophthalic acid dimethyl ester (1.0 g, 3.1 mmol), 2-phenoxyaniline (0.57 g, 3.1 mmol), Pd2(dba)3 (0.13 g, 0.14 mmol), rac-BINAP (0.058 g, 0.093 mmol), and cesium carbonate (1.4 g, 4.3 mmol), in 6 mL toluene was heated to reflux under nitrogen for 24 hours. The reaction mixture was cooled, diluted with CH2Cl2 (10 mL), and filtered through Celite, and the filter was washed with additional CH2Cl2 (30 mL). The filtrate was evaporated, and the residue was chromatographed using a hexanes-ethyl acetate gradient, eluting 0.86 g of the product at 80:20 hexanes-ethyl acetate, in 73% yield: 1H NMR (CDCl3) delta 3.75 (s, 3H), 3.86 (s, 3H), 6.93-7.03 (m, 4H), 7.06-7.12 (m, 2H), 7.17 (dd, J=7.3 Hz, J=1.0 Hz, 1H), 7.29-7.38 (m, 4H), 7.46 (d, J=8.4 Hz, 1H), 7.89 (s, 1H).

The chemical industry reduces the impact on the environment during synthesis 2-Phenoxyaniline. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Muller, George W.; Chen, Roger Shen-Chu; Man, Hon-Wah; Ruchelman, Alexander L.; US2007/49618; (2007); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

These common heterocyclic compound, 2688-84-8, name is 2-Phenoxyaniline, 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. Safety of 2-Phenoxyaniline

A solution of sodium nitrite (9.2 g, 0.135 mol) in water (20 ml) was added dropwise to a solution of 2-phenoxyaniline (25 g, 0.135 mol) in 40percent hydrobromic acid (50 ml) at 0° C. and stirred for another 10 minutes. Then the reaction mixture was added to the boiling mixture of cuprous bromide (21.3 g, 0.149 mol) in 40percent hydrobromic acid (50 ml) and after addition it was allowed to reflux for another 30 minutes. Reaction mixture was cooled, diluted with water and extracted with diethyl ether. The diethyl ether layer was washed with 5percent hydrochloric acid, 10percent potassium hydroxide, water, brine, dried over sodium sulfate and concentrated to give the crude intermediate. The sub.-title compound (14.8 g, 45percent) was obtained by column purification of the crude intermediate using pet ether as eluent

The synthetic route of 2-Phenoxyaniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTRAZENECA AB; US2008/15237; (2008); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Synthetic Route of 2688-84-8, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 2688-84-8, name is 2-Phenoxyaniline belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

1L into a round bottom flask 2-phenoxyaniline (25.0, 0.135mol) and hydrochloric acid, 30ml, 150ml water, cooled to 0 degrees and the mixture was stirred for 1 hour. After the addition the reaction mixture of sodium (11.2g, 0.162mol) in 75ml aqueous solution of the same temperature and the mixture was stirred for one hour. Potassium iodide (44.8g, 0.270mol) and note the temperature of the reaction solution was added dropwise not exceed 5 was added dropwise to 75ml of an aqueous solution. Stirred for 5 hours at room temperature after the completion of the reaction haejugo After washing with sodium sayi oh sulfate aqueous solution was extracted with ethyl acetate and water. The organic layer was separated and concentrated under reduced pressure and purified by column chromatography to obtain a intermediate 5-a> (22.6g, 56.5%)

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 2-Phenoxyaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SFC CO LTD; PARK, SEOK BAE; SONG, JU MAN; LEE, YUR IM; KIM, HEE DAE; PARK, SANG WOO; JEONG, KYUNG SEOK; CHA, SOON WOOK; (96 pag.)KR2015/130206; (2015); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Application of 2688-84-8, A common heterocyclic compound, 2688-84-8, name is 2-Phenoxyaniline, molecular formula is C12H11NO, 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.

2-Phenoxyaniline (0.185 g, 1.0 mmol), 6-chloropyrazine-2-carboxylic acid (0.158 g, 1.0 mmol) and 30 mL of dichloromethane were added to the reaction flask, and Et3N (0.202 g, 2.0 mmol) was added. Then, EDCI (0.287 mg, 1.5 mmol), HOBt (0.20 g, 1.5 mmol) was added, and the reaction was carried out at 25 C for 2.5 hours. The reaction was completed by TLC, and the reaction was completed. The reaction mixture was washed twice with water and once with saturated brine. The organic phase is dried over anhydrous sodium sulfate, de-solued to give a crude product, and recrystallized from ethanol.Brick red solid, m.p. 138-140 C, yield 79.0%

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; Chen Lei; (6 pag.)CN108997228; (2018); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

These common heterocyclic compound, 2688-84-8, name is 2-Phenoxyaniline, 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. Quality Control of 2-Phenoxyaniline

A 100mL round bottom flask was charged with 1H-pyrrole-2-carboxaldehyde (1.862g, 20mmol), 2-Phenoxybenzenamine (3.704g, 20mmol) and 30mL methanol. After adding formic acid (0.01equiv, 0.2mmol), the mixture was stirred for 24h. The solution was evaporated to dryness, and recrystallized from CH2Cl2/n-hexane. Pure L1 was obtained as white powder. Yield: 4.82g, 92%. 1H NMR spectrum (400MHz, CDCl3, ppm), delta: 6.25(dd,1H), 6.62(dd,1H), 6.69(s,1H), 6.94(s,1H), 6.96(s,1H), 7.02(t,2H), 7.15(m,3H), 7.28(m,2H), 8.25 (s,1H), 9.32(s,1H). 13C NMR spectrum (100MHz, CDCl3,ppm), delta: 110.31, 116.50, 117.77, 120.9, 121.08, 122.45, 123.13, 124.75, 126.18, 129.52, 130.39, 143.95, 149.08, 150.72, 158.18. HRMS (m/z): [M+ H]+ calcd for 263.11789, found 263.11777.

The synthetic route of 2-Phenoxyaniline has been constantly updated, and we look forward to future research findings.

Reference:
Article; Zhang, Dan; Pang, Wenmin; Chen, Changle; Journal of Organometallic Chemistry; vol. 836-837; (2017); p. 56 – 61;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 2688-84-8, name is 2-Phenoxyaniline belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Computed Properties of C12H11NO

A suspension of 3-{4-(1-dodecyloxy)phenyl}propionic acid (0.60 g, 1.79 mmol) and thionyl chloride (0.64 g, 5.38 mmol) in benzene (7 ml) was refluxed under heating for 0.5 hours. To a residue obtained by evaporating the solvent under reduced pressure was added dichloromethane (14 ml) and, after adding thereto successively 2-phenoxyaniline (0.30 g, 1.63mmol) and triethylamine (0.54 g, 5.38 mmol) , the mixture was stirred at room temperature for 5 hours. The solvent was evaporated from the reaction solution, and the resultant residue was dissolved in ethyl acetate, washed with successive, water and a saturated sodium chloride aqueous solution, and dried over anhydrous magnesium sulfate, followed by evaporating the solvent under reduced pressure. Thus, there was obtained a crude crystal (0.65 g, 79%) of 3-[4-(1-dodecyloxy)phenyl]-N-(2-phenoxyphenyl)propionamide. A solution of 0.30 g (0.60 mmol) of the thus-obtained crude crystal in N,N-dimethylformamide (4 ml) was added to 60% sodium hydride (0.036 g, 0.70 mmol) having been washed1 with n-hexane and, after stirring at room temperature for 20 minutes, methyl bromoacetate (0.14 g, 0.90 mmol) was added thereto, followedby stirring at room temperature for 48 hours. The reaction solution was diluted with ethyl acetate, washed with successive, water and a saturated sodium chloride aqueous solution, and dried over anhydrous magnesium sulfate, followed by evaporating the solvent under reduced pressure. Purification of the thus-obtained residue through silica gel column chromatography (eluent: n-hexane/ethyl acetate = 5:1) yielded N-[3-{4-(1-dodecyloxy)phenyl}propionyl]-N-(2-phenoxyphenyl)glycine methyl ester (0.23 g) as a colorless oil.1H-NMR (300MHz, delta ppm in CDCl3) 0.88 (3H, t, J=7Hz), 1.20-1.45 (20H, m), 1.74 (2H, m), 2.43 (2H, m), 2.83 (2H,m), 3.69 (1H, d, J=17Hz), 3.73 (3H, s) , 3.89 (2H, t, J=7Hz), 4.87 (1H, d, J=17Hz), 6.72-7.50 (13H, m)

The synthetic route of 2688-84-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TAISHO PHARMACEUTICAL CO., LTD; EP1466891; (2004); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Adding a certain compound to certain chemical reactions, such as: 2688-84-8, name is 2-Phenoxyaniline, 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 2688-84-8, category: ethers-buliding-blocks

According to Scheme 34, intermediate 5-a was synthesized:2-Penoxyaniline (25.0, 0.135 mol), 30 ml of hydrochloric acid and 150 ml of water were added to a 1 L round bottom flask reactor, and the mixture was cooled to 0 C and stirred for 1 hour.At the same temperature, 75 ml of an aqueous solution of sodium nitride (11.2 g, 0.162 mol) was added dropwise, followed by stirring for 1 hour.75 ml of an aqueous solution of potassium iodide (44.8 g, 0.270 mol) was added dropwise noting the temperature of the reaction solution not to exceed 5 degrees. After stirring for 5 hours at room temperature, the reaction was completed, washed with sodium thiosulfate aqueous solution and extracted with ethyl acetate and water.The organic layer was concentrated under reduced pressure and separated by column chromatography to obtain Patent; SFC Ltd.; Cha Sun-uk; Jeong Gyeong-seok; Song Ju-man; Lee Yu-rim; Park Sang-u; Kim Hui-dae; Park Seok-bae; (65 pag.)KR2019/111856; (2019); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

2688-84-8, name is 2-Phenoxyaniline, belongs to ethers-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Application In Synthesis of 2-Phenoxyaniline

General procedure: 4-phenoxyphenol (186mg, 1mmol) was stirred with TEA (278muL, 2mmol) in Anhydrous DCM (10mL) at 0C, then 2-Chloroethanesulfonyl chloride (105muL, 1mmol) which was diluted with DCM (2mL) was slowly added into the mixture. The reaction mixture was stirred for 2h then evaporated. The residue was diluted and extracted with EtOAc then washed with water for 3 times. The organic layers were dried over Na2SO4 and evaporated. The residue was chromatographed (silicagel, Petroleum ether/EtOAc=3:1) to give 4-phenoxyphenyl ethenesulfonate (DC-TEADin03) (193mg, 70%) as a colorless oil.

The synthetic route of 2688-84-8 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Lu, Wenchao; Wang, Jun; Li, Yong; Tao, Hongru; Xiong, Huan; Lian, Fulin; Gao, Jing; Ma, Hongna; Lu, Tian; Zhang, Dan; Ye, Xiaoqing; Ding, Hong; Yue, Liyan; Zhang, Yuanyuan; Tang, Huanyu; Zhang, Naixia; Yang, Yaxi; Jiang, Hualiang; Chen, Kaixian; Zhou, Bing; Luo, Cheng; European Journal of Medicinal Chemistry; vol. 184; (2019);,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Reference of 2688-84-8,Some common heterocyclic compound, 2688-84-8, name is 2-Phenoxyaniline, molecular formula is C12H11NO, 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.

A solution of sodium nitrite (9.2 g, 0.135 mol) in water (20 ml) was added dropwise to a solution of 2-phenoxyaniline (25 g, 0.135 mol) in 40% hydrobromic acid (50 ml) at 0 C. and stirred for another 10 minutes. Then the reaction mixture was added to the boiling mixture of cuprous bromide (21.3 g, 0.149 mol) in 40% hydrobromic acid (50 ml) and after addition it was allowed to reflux for another 30 minutes. Reaction mixture was cooled, diluted with water and extracted with diethyl ether. The diethyl ether layer was washed with 5% hydrochloric acid, 10% potassium hydroxide, water, brine, dried over sodium sulfate and concentrated to give the crude intermediate. The sub.-title compound (14.8 g, 45%) was obtained by column purification of the crude intermediate using pet ether as eluent

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

Reference:
Patent; ASTRAZENECA AB; US2008/15237; (2008); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

2688-84-8, name is 2-Phenoxyaniline, belongs to ethers-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Application In Synthesis of 2-Phenoxyaniline

General procedure: The mixture of intermediate Bn-2 (1 eq.), p-toluenesulfonic acid monohydrate (PTSA*H2O) (172.5 g, 3 eq) in acetonitrile (ACN)(224 ml, 1.3 M) was cooled to 5 C. by using an ice bath. Sodium nitrite (NaNO2)(41.7 g, 2 eq.) in 240 ml water was added dropwise. After the addition was finished, the mixture was kept at 5 C. 1 hr. The resulting diazonium salt was treated slowly with potassium iodide (KI) (100 g, 2 eq.) in 300 ml water. After the completion of the reaction, the residue was extracted with EA and the combined organic layer was washed with a 10% Na2SO3(aq) and then dried over Na2SO4. The organic layer was concentrated under reduced pressure after filtration. The crude mixture was purified by silica-gel column chromatography to obtain intermediate Bn.

The synthetic route of 2688-84-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NICHEM FINE TECHNOLOGY CO., LTD.; LU, Tai-Ni; WU, Hui-Ling; SHIEH, Shwu-Ju; CHEN, Chi-Chung; (108 pag.)US2019/92745; (2019); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem