Category: 151414-47-0

Synthetic Route of 151414-47-0, 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. 151414-47-0, name is 2,6-Difluoro-4-methoxyaniline belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Step A: Preparation of N-[(6-chloro-3-pyridinyl)methylene]-2,6-difluoro-4-methoxybenzenamineTo a mixture of 2,6-difluoro-4-methoxybenzenamine (0.98 g, 6.9 mmol) in toluene (20 mL) was added 6-chloro-3-pyridinecarboxaldehyde (1.0 g, 6.3 mmol). The reaction mixture was heated at reflux with the use of a Dean-Stark trap for azeotropic removal of water. After 16 h the reaction mixture was cooled to room temperature and concentrated under reduced pressure. The resulting material was dried in a vacuum oven at 55 C. overnight to provide the title compound as a light brown solid (1.66 g).1H NMR (CDCl3): delta 8.74 (s, 1H), 8.73 (d, J=2.44 Hz, 1H), 8.32 (dd, J=2.20 Hz, J=8.29 Hz, 1H), 7.44 (d, J=8.29 Hz, 1H), 6.59-6.52 (m, 2H), 3.82 (s, 3H).1F NMR (CDCl3): delta-121.48 to 121.40 (m, 2F).

The synthetic route of 2,6-Difluoro-4-methoxyaniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; E.I. Du Pont De Nemours and Company; US2011/45101; (2011); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Related Products of 151414-47-0, 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. 151414-47-0, name is 2,6-Difluoro-4-methoxyaniline, This compound has unique chemical properties. The synthetic route is as follows.

Synthesis example 31 : A -(2,6-Difluoro-4-methoxy-phenyl)-5-(2,5-dimethoxyphenyl)-1-methyl-1H- pyrazole-3-carboxylic acid amide To a solution of intermediate 2b (72 mg) in dry toluene (2 mL) were consecutively added 2,6-difluoro-4- methoxyaniline (48 mg) and trimethyl aluminium (2 M in heptane, 0.15 mL) and the resulting mixture was heated to 110 C for 1 h. The mixture was chilled and 1 M HCI (2 mL) was added. The layers were separated and the aqueous layer was extracted with EtOAc. The combined organic layers were dried and the volatiles were removed under reduced pressure. The residue was purified through washing with Et20 to give the desired compound (86% yield). LC-MS (Method 2): m/z [M+Hf = 404.1 (MW calc. = 403.38); R, = 0.74 min

The chemical industry reduces the impact on the environment during synthesis 2,6-Difluoro-4-methoxyaniline. I believe this compound will play a more active role in future production and life.

Reference:
Patent; GRUeNENTHAL GMBH; NORDHOFF, Sonja; WACHTEN, Sebastian; KLESS, Achim; VOSS, Felix; RITTER, Stefanie; WO2014/108336; (2014); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Adding a certain compound to certain chemical reactions, such as: 151414-47-0, name is 2,6-Difluoro-4-methoxyaniline, 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 151414-47-0, Recommanded Product: 151414-47-0

c) N-(2,6-difluoro-4-methoxyphenyl)-2-ri-(4-fluorophenyl)-3-r2-(4- methoxyphenyl)ethyll-5-oxo-2-sulfanylideneimidazolidin-4-yllacetamide (example 97) Oxalyl chloride (65 mu; 0.74 mmol; 2 eq) and dimethylformamide (1 drop) were added to a solution of 2-[l-(4-fluorophenyl)-3-[2-(4-methoxyphenyl)ethyl]-5-oxo-2- sulfanylideneimidazolidin-4-yl]acetic acid (1-21) (150 mg; 0.37 mmol; 1 eq) in dichloromethane (6 mL). The reaction mixture was stirred at room temperature for 2 hours. Then, 2,6-difluoro-4-methoxyaniline (T61) (89 mg; 0.56 mmol; 1.5 eq) and pyridine (90 mu; 1.11 mmol; 3 eq) were added. The reaction mixture was stirred at room temperature for 4 hours. Water (20 mL) was added and the aqueous layer was extracted with ethyl acetate (3 x 35 mL). The combined organic layers were washed with saturated sodium chloride (20 mL), dried over sodium sulfate, filtered and concentrated under reduced pressure. The crude was purified on silica gel using dichloromethane/ethyl acetate (95/5) as an eluent. After trituration in diethyl ether/ethanol the title compound N-(2,6-difluoro-4-methoxyphenyl)-2-[l-(4- fluorophenyl)-3-[2-(4-methoxyphenyl)ethyl]-5-oxo-2-sulfanylideneimidazolidin-4- yl]acetamide was obtained in 10% yield (20 mg) as a white powder. 1H-NMR (DMSO-d6): delta (ppm) 2.92 (m, 2H), 3.14 (m, 1H), 3.41 (m, 1H), 3.76 (m, 7H), 4.1 (m, 1H), 4.73 (s, 1H), 6.85 (m, 4H), 7.3 (m, 6H), 9.8 (s, 1H); MS (ESI+): m/z = 544.2 [M+H]+.

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, 2,6-Difluoro-4-methoxyaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; VIVALIS; GUEDAT, Philippe; BERECIBAR, Amaya; CIAPETTI, Paola; VENKATA PITHANI, Subhash; TROUCHE, Nathalie; WO2013/171281; (2013); A1;,
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. 151414-47-0, name is 2,6-Difluoro-4-methoxyaniline, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 2,6-Difluoro-4-methoxyaniline

Step A: Preparation of 1 -(2,6-difluoro-4-methoxyphenyl)-2-propanoneTo a mixture of concentrated sulfuric acid (15.6 g, 159 mmol) in water (75 mL) at 0 C was added 2,6-difluoro-4-methoxybenzenamine (12.4 g, 78.0 mmol), followed by sodium nitrite (6.65 g, 81.7 mmol) in water (30 mL) while maintaining the reaction temperature below 10 C. After 45 minutes, isopropenyl acetate (16.4 g, 164 mmol) was added to the reaction mixture followed by copper(II) sulfate pentahydrate (0.982 g, 3.90 mmol). After an additional 30 minutes, a solution of sodium sulfite (4.91 g, 38.9 mmol) in water (60 mL) was added to the reaction mixture while maintaining the temperature below 10 C. The reactionmixture was allowed to warm to room temperature, stirred for 3 h and then sodium sulfite (0.5 g, 3.97 mmol) was added in three portions. The resulting mixture was extracted with hexanes (2 x 300 mL) and the combinded organic layers were washed with sodium hydroxide (0.5 N) (5 x 100 mL) and water (100 mL). The organic layer was dried over magnesium sulfate, filtered and concentrated under reduced pressure to provide the titlecompound (6.19 g).

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 151414-47-0.

Reference:
Patent; E. I. DU PONT DE NEMOURS AND COMPANY; TAGGI, Andrew, Edmund; BEREZNAK, James, Francis; LONG, Jeffrey, Keith; WO2014/130241; (2014); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Synthetic Route of 151414-47-0,Some common heterocyclic compound, 151414-47-0, name is 2,6-Difluoro-4-methoxyaniline, molecular formula is C7H7F2NO, 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.

To a solution of intermediate 2b (72 mg) in dry toluene (2 mL) were consecutively added 2,6-difluoro-4-methoxyaniline (48 mg) and trimethyl aluminium (2 M in heptane, 0.15 mL) and the resulting mixture was heated to 110 C. for 1 h. The mixture was chilled and 1 M HCl (2 mL) was added. The layers were separated and the aqueous layer was extracted with EtOAc. The combined organic layers were dried and the volatiles were removed under reduced pressure. The residue was purified through washing with Et2O to give the desired compound (86% yield). [0510] LC-MS (Method 2): m/z [M+H]+=404.1 (MW calc.=403.38); Rt=0.74 min.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2,6-Difluoro-4-methoxyaniline, its application will become more common.

Reference:
Patent; Gruenenthal GmbH; Nordhoff, Sonja; Wachten, Sebastian; Kless, Achim; Voss, Felix; Ritter, Stefanie; US2014/194452; (2014); A1;,
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 151414-47-0 as follows. Formula: C7H7F2NO

To a solution of 164 mg (0.372 mmol [calculation value with the purity defined as 100%]) of ethyl 5-(chioro- carbonyl)-6,6-dimethyl-3-[1 -(trimethylsilyl)cyclobutanecarboxamido]-5,6-dihydropyrrolo[3,4-c]pyrazole-2(4H)- carboxylate synthesized in the same way as in Reference Example 4 in 1.5 ml of 1,4-dioxane, 0.33 ml (1.9 mmol) of DIPEA and 516 mg (3.24 mmol) of 2,6-difluoro-4- methoxyaniline were added at room temperature in a nitrogen atmosphere and reacted at 1000 C. for 9.5 hours with stirring. Subsequently, the reaction solution was cooled to room temperature, and 0.20 ml (1.8 mmol) of N,N-dimethylethane- 1 ,2-diamine was added thereto at room temperature and then reacted at room temperature for 4 hours with stirring.10748] After completion of the reaction, ethyl acetate was added to the reaction solution, followed by washing with a 5% aqueous potassium bisulfate solution. Afier separation into an organic layer and an aqueous layer, the aqueous layer was subjected to extraction twice with ethyl acetate. The whole organic layer thus obtained was dried over anhydrous magnesium sulfate, then filtered, and concentrated under reduced pressure. The obtained concentration residue was subjected to preparative column chromatography (apparatus 1, DIOL silica gel, elution solvent: n-hexane:ethyl acetate=75:25-60:40-M5:55 (V/V)), and a fraction containing the compound of interest was concentrated under reduced pressure. The obtained concentration residue was subjected to preparative column chromatography (apparatus 1, silica gel, elution solvent: 1 ,2-dichloroethane:metha- nol=99:1-98:2-95:5 (V/V)), and a fraction containing the compound of interest was concentrated under reduced pressure. The obtained concentration residue was dissolved in ethyl acetate, then n-hexane was added thereto, and the deposited solid was collected by filtration, washed with n-hexane, and then dried under reduced pressure to obtain 105 mg of the title compound (yield: 57% [calculation value with the purity of the starting material defined as 100%]) as a white solid.10749] Mass spectrum (CI, mlz): 492 [M+1].10750] ?H-NMR spectrum (400 MHz, DMSO-d5) oe: 12.26 & 11.72 (br s, total 1H), 9.59 (s, 1H), 7.80-7.59 (m, 1H), 6.79-6.69 (m, 2H), 4.64-4.47 (m, 2H), 3.77 (s, 3H), 2.56-2.40 (m, 2H), 2.28-2.11 (m, 2H), 1.92-1.71 (m, 2H), 1.69-1.53 (m, 6H), 0.13-0.05 (m, 9H).

According to the analysis of related databases, 151414-47-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; UBE INDUSTRIES, LTD.; IWASE, Noriaki; AGA, Yasuhiro; USHIYAMA, Shigeru; KONO, Shigeyuki; SUNAMOTO, Hidetoshi; MATSUSHITA, Takashi; OGI, Sayaka; UMEZAKI, Satoshi; KOJIMA, Masahiro; ONUMA, Kazuhiro; SHIRAISHI, Yusuke; OKUDO, Makoto; KIMURA, Tomio; (165 pag.)US2018/186818; (2018); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Synthetic Route of 151414-47-0,Some common heterocyclic compound, 151414-47-0, name is 2,6-Difluoro-4-methoxyaniline, molecular formula is C7H7F2NO, 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.

To a mixture of 2,6-difluoro-4-methoxybenzenamine (0.98 g, 6.9 mmol) in toluene (20 mL) was added 6-chloro-3-pyridinecarboxaldehyde (1.0 g, 6.3 mmol). The reaction mixture was heated at reflux with the use of a Dean-Stark trap for azeotropic removal of water. After 16 h the reaction mixture was cooled to room temperature and concentrated under reduced pressure. The resulting material was dried in a vacuum oven at 55 C overnight to provide the title compound as a light brown solid (1.66 g).in NMR (CDCI3) delta 8.74 (s, 1H), 8.73 (d, J = 2.44 Hz, 1H), 8.32 (dd, J = 2.20 Hz, J= 8.29 Hz, 1H), 7.44 (d, J= 8.29 Hz, 1H), 6.59-6.52 (m, 2H), 3.82 (s, 3H)..9F NMR (CDCI3) delta -121.48 to -121.40 (m, 2F).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2,6-Difluoro-4-methoxyaniline, its application will become more common.

Reference:
Patent; E. I. DU PONT DE NEMOURS AND COMPANY; GREGORY, Vann; TAGGI, Andrew, Edmund; WO2011/56463; (2011); A2;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Synthetic Route of 151414-47-0, 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. 151414-47-0, name is 2,6-Difluoro-4-methoxyaniline belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

5-Bromo-4-(2-chloro-4-fluorophenyl)-l,3-dimethyl-lH-pyrazole (i.e. the product of Step B) (0.20 g, 0.66 mmol), palladium(II) acetate (15 mg, 0.066 mmol), 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (76 mg, 0.13 mmol) and powdered potassium carbonate (1.8 g, 13 mmol) were combined in anhydrous 1,4-dioxane (3 mL), and the mixture was sparged with a subsurface stream of N2 gas for 10 min. 2,6-Difluoro- 4-methoxyaniline (0.22 g, 1.3 mmol) was added in one portion, and the reaction mixture was heated at reflux for 22 h. The reaction mixture was filtered through Celite diatomaceous filter aid, and the filter pad was washed with ethyl acetate (20 mL). The filtrate was washed with water (10 mL) and brine (10 mL), dried over MgSOz}, and concentrated to leave a semisolid residue. This residue was purified by column chromatography through 5 g of silica gel eluted with a gradient of hexanes/ethyl acetate (20: 1 to 1 :3) to give the title compound as a light-brown solid (48 mg).lU NMR delta 7.0-7.1 (m, 2H), 6.85 (m, 1H), 6.26 (m, 2H), 4.84 (br s, 1H), 3.78 (s, 3H), 3.66 (s, 3H), 2.08 (s, 3H). MS: 382 amu (AP+).

The synthetic route of 2,6-Difluoro-4-methoxyaniline has been constantly updated, and we look forward to future research findings.

Electric Literature of 151414-47-0, 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. 151414-47-0, name is 2,6-Difluoro-4-methoxyaniline, This compound has unique chemical properties. The synthetic route is as follows.

Step B: Preparation of 4-(2-Chloro-4-fluorophenyl)-Lambda/-(2,6-difluoro-4-methoxyphenyl)-l,3-dimethyl-lH-pyrazol-5-amine5-Bromo-4-(2-chloro-4-fluorophenyl)-l,3-dimethyl-lH-pyrazole (i.e. the product ofStep A) (0.20 g, 0.66 mmol), palladium(II) acetate (15 mg, 0.066 mmol), 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (76 mg, 0.13 mmol) and powdered potassium carbonate (1.8 g, 13 mmol) were combined in anhydrous 1,4-dioxane (3 mL), and the mixture was sparged with a subsurface stream of N2 gas for 10 min. 2,6-Difluoro-4-methoxyaniline (0.22 g, 1.3 mmol) was added in one portion, and the reaction mixture was heated at reflux for 22 h. The reaction mixture was filtered through Celite diatomaceous filter aid, and the filter pad was washed with ethyl acetate (20 mL). The filtrate was washed with water (10 mL) and brine (10 mL), dried over MgSOphi and concentrated to leave a semisolid residue. This residue was purified by column chromatography through 5 g of silica gel eluted with a gradient of hexanes/ethyl acetate (20:1 to 1 :3) to give the title compound, a compound of the present invention, as a light-brown solid (48 mg). 1H NMR delta 7.0-7.1 (m, 2H), 6.85 (m, IH), 6.26 (m, 2H), 4.84 (br s, IH), 3.78 (s, 3H), 3.66(s, 3H), 2.08 (s 3H). MS: 382 amu.

The chemical industry reduces the impact on the environment during synthesis 2,6-Difluoro-4-methoxyaniline. I believe this compound will play a more active role in future production and life.