Category: 13671-00-6

Synthetic Route of 13671-00-6, 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. 13671-00-6, name is Methyl 2,6-difluorobenzoate, This compound has unique chemical properties. The synthetic route is as follows.

a) Methyl 2-JZUORO-6-PHENOXYBENZOATE Methyl 2,6-difluorobenzoate (2 g), phenol (1.09 g), caesium carbonate (3.79 g), and dimethylformamide (10 mL) were loaded in a 100 mL round bottom flask and the resulting suspension heated to 80C for 6 h. After cooling the reaction to room temperature, water (30 mL) was added and the mixture extracted with dichloromethane (2 x 30 mL). The combined organic extracts were washed with brine (30 mL), dried (magnesium sulphate), filtered and evaporated in vacuo. The residue was purified by column chromatography (Silica: DICHLOROMETHANE/HEXANE 5: 2) to give the titled compound as a clear oil (1.7 g)

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

Reference:
Patent; ASTRAZENECA AB; WO2004/113303; (2004); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 13671-00-6, The chemical industry reduces the impact on the environment during synthesis 13671-00-6, name is Methyl 2,6-difluorobenzoate, I believe this compound will play a more active role in future production and life.

General procedure: To a solution of an appropriate methyl esters17(a-j) (1.0 mmol) in 50 mL of methanol was added 99 %hydrazine hydrate (4.0 mmol) and the mixture was refluxedfor 5 h up to reaction completed (TLC). After completionof reaction, it was allowed to cool and the obtained solidwas washed with methanol. The crude products wererecrystallized from ethanol.

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, Methyl 2,6-difluorobenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Murty; Penthala, Raju; Polepalli, Sowjanya; Jain; Medicinal Chemistry Research; vol. 25; 4; (2016); p. 627 – 643;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 13671-00-6, A common heterocyclic compound, 13671-00-6, name is Methyl 2,6-difluorobenzoate, molecular formula is C8H6F2O2, 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.

To a solution of compound 1 (21.0 g, 122.0 mmol) in concentrated sulfuric acid (50 mL) was added fuming nitric acid (8 mL) dropwise at 0 C. After the reaction mixture was stirred at 0 C for 1 h, it was poured into ice-water. The precipitate was collected by filtration and rinsed with water to give 2 (26.0 g, 98%) as a white solid, mp 58-60 C. 1H NMR (CDCl3): delta 8.25-8.22 (m, 1H), 7.15-7.11 (m, 1H), 4.01 (s, 3H).

The synthetic route of 13671-00-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Wang, Min; Gao, Mingzhang; Miller, Kathy D.; Zheng, Qi-Huang; Bioorganic and Medicinal Chemistry Letters; vol. 23; 4; (2013); p. 1017 – 1021;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Related Products of 13671-00-6, 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. 13671-00-6, name is Methyl 2,6-difluorobenzoate, This compound has unique chemical properties. The synthetic route is as follows.

a) Methyl 2-JZUORO-6-PHENOXYBENZOATE Methyl 2,6-difluorobenzoate (2 g), phenol (1.09 g), caesium carbonate (3.79 g), and dimethylformamide (10 mL) were loaded in a 100 mL round bottom flask and the resulting suspension heated to 80C for 6 h. After cooling the reaction to room temperature, water (30 mL) was added and the mixture extracted with dichloromethane (2 x 30 mL). The combined organic extracts were washed with brine (30 mL), dried (magnesium sulphate), filtered and evaporated in vacuo. The residue was purified by column chromatography (Silica: DICHLOROMETHANE/HEXANE 5: 2) to give the titled compound as a clear oil (1.7 g)

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

Reference:
Patent; ASTRAZENECA AB; WO2004/113303; (2004); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 13671-00-6, These common heterocyclic compound, 13671-00-6, name is Methyl 2,6-difluorobenzoate, 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.

Reference Example 1 Synthesis of 1-(2,6-difluorophenyl)-2-(thiophen-2-yl)ethan-1-one To 100 ml of a THF solution containing 10.00 g of 2-(thiophen-2-yl)acetic acid was added dropwise 118.5 ml of a 1.9 mol/L THF solution of hexamethyldisilazane sodium at -78 C. and the mixture was stirred for 1 hour. Then, 20 ml of a THF solution containing 12.11 g of methyl 2,6-difluorobenzoate was added dropwise thereto, then, the temperature of the mixture was raised from -78 C. to room temperature and stirred for 2.5 hours. To the mixture was added an aqueous saturated ammonium chloride solution followed by stirring for 1 hour. Thereafter, ethyl acetate were added and the liquids were separated. The obtained organic layer was washed with saturated brine, and dried over magnesium sulfate. After the solvent was distilled off under reduced pressure, the obtained residue was purified by silica gel column chromatography. The title compound was obtained as 10.35 g of a red oily product. 1H-NMR (CDCl3) delta: 7.39 (1H, m), 7.22 (1H, m), 6.95 (4H, m), 4.36 (1H, s).

The synthetic route of 13671-00-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MITSUI CHEMICALS AGRO, INC.; UMETANI, Hideki; OKAYA, Shun; IKISHIMA, Hideaki; FUKUMOTO, Takeshi; NISHIDA, Akihiro; YANAGI, Masanori; NAITO, Ryohei; MASUTOMI, Koji; SHIRAKAWA, Tomomi; SAKURADA, Akane; YUTANI, Satoshi; (368 pag.)US2020/45968; (2020); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 13671-00-6, The chemical industry reduces the impact on the environment during synthesis 13671-00-6, name is Methyl 2,6-difluorobenzoate, I believe this compound will play a more active role in future production and life.

General procedure: To a solution of an appropriate methyl esters17(a-j) (1.0 mmol) in 50 mL of methanol was added 99 %hydrazine hydrate (4.0 mmol) and the mixture was refluxedfor 5 h up to reaction completed (TLC). After completionof reaction, it was allowed to cool and the obtained solidwas washed with methanol. The crude products wererecrystallized from ethanol.

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, Methyl 2,6-difluorobenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Murty; Penthala, Raju; Polepalli, Sowjanya; Jain; Medicinal Chemistry Research; vol. 25; 4; (2016); p. 627 – 643;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 13671-00-6, name is Methyl 2,6-difluorobenzoate, belongs to esters-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 13671-00-6, name: Methyl 2,6-difluorobenzoate

Fuming nitric acid (1 1 g, 174 mmol) was added to a solution of methyl 2,6- difluorobenzoate (25 g, 145 mmol) in concentrated sulfuric acid (50 ml_) at 0 C, and the reaction was stirred for 30 min at 0C. The reaction mixture was poured over ice-water. The precipitate was filtered to give the title compound 25.1 g (80.6 % yield) 1H NMR (400 MHz, CDCI3) delta ppm 8.13-8.20 (m, 1 H), 7.02-7.10 (m, 1 H), 3.93 (s, 3H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Methyl 2,6-difluorobenzoate, and friends who are interested can also refer to it.

Reference:
Patent; GLAXOSMITHKLINE LLC; ADAMS, Jerry, Leroy; FAITG, Thomas; KASPAREC, Jiri; PENG, Xin; RALPH, Jeffrey; RHEAULT, Tara Renae; WATERSON, Alex Gregory; WO2011/59610; (2011); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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 13671-00-6 as follows. Safety of Methyl 2,6-difluorobenzoate

Example 43A 2,6-Difluorophenyl)(2H2)methanol At 0 C., 1.00 g (5.81 mmol) of methyl 2,6-difluorobenzoate were initially charged in 20 ml of THF, and 11.62 ml of (11.62 mmol) of lithium aluminium deuteride [=LiAlD4=lithium tetrahydrido(2H4)aluminate](1 M solution in THF) were added dropwise. The mixture was stirred for 1 h in an ice bath that slowly thawed. 0.58 ml of water, 0.58 ml of 2 N aqueous sodium hydroxide solution and 1.16 ml of water were then added in succession to the reaction solution. The precipitate formed was filtered off and washed thoroughly with THF. The filtrate was concentrated and the residue was dried under high vacuum. This gave 0.743 g of the product (88% of theory, purity about 90%), which was reacted further without purification. LC-MS (Method 14): Rt=2.38 min MS (EIpos): m/z=146 (M)+ 1H NMR (400 MHz, DMSO-d6): delta=5.20 (s, 1H), 7.08 (t, 2H), 7.39 (quint, 1H).

According to the analysis of related databases, 13671-00-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; VAKALOPOULOS, Alexandros; HARTUNG, Ingo; FOLLMANN, Markus; JAUTELAT, Rolf; STRAUB, Alexander; HAssFELD, Jorma; LINDNER, Niels; SCHNEIDER, Dirk; WUNDER, Frank; STASCH, Johannes-Peter; REDLICH, Gorden; LI, Volkhart Min-Jian; BECKER-PELSTER, Eva Maria; KNORR, Andreas; US2014/128386; (2014); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

The chemical industry reduces the impact on the environment during synthesis 13671-00-6, name is Methyl 2,6-difluorobenzoate, I believe this compound will play a more active role in future production and life. 13671-00-6

1,8-Diazabicyclo[5.4.0]undec-7-ene (0.43 ml, 2.90 mmol, 5.0 eq) wasadded to a solution of methyl 2,6-difluorobenzoate (100 mg, 0.58 mmol, 1.0 eq) in methanol (0.35 mL). The resulting solutionwas stirred at room temperature and hydroxylamine in aqueous solution 50% (0.36ml, 5.81 mmol, 10.0 eq) was added. After 2h the reaction was stopped and themixture is adjusted to pH 6 with acetic acid. The aqueous layer was extractedthree times with ethyl acetate. The combined organic layer was dried with MgSO4,concentrated and purified by preparative HPLC to afford 2,6-difluoro-N-hydroxy-benzamide (54 mg, 0.31 mmol, 54 %) as a white solid: MS ES+ m/z 174.1 (M+H)+; 1HNMR (400 MHz, DMSO-d6) delta 11.18 (s, 1H), 9.41 (s, 1H), 7.54 (m, 1H), 7.22 – 7.14 (m, 2H); 13CNMR (101 MHz, DMSO-d6) delta 159.3 (dd, J = 249.9, J = 8.4 Hz), 156.6, 132.2 (t, J = 10.3 Hz), 113.3 (t, J = 23.3 Hz), 112.1 (dd, J = 19.7, J = 5.4 Hz) ; 19FNMR (377 MHz, DMSO-d6) delta -113.6 (t, J = 7.0 Hz).

The chemical industry reduces the impact on the environment during synthesis 13671-00-6. I believe this compound will play a more active role in future production and life.

Reference:
Article; Beillard, Audrey; Bhurruth-Alcor, Yushma; Bouix-Peter, Claire; Bouquet, Karinne; Chambon, Sandrine; Clary, Laurence; Harris, Craig S.; Millois, Corinne; Mouis, Gregoire; Ouvry, Gilles; Pierre, Romain; Reitz, Arnaud; Tomas, Loic; Tetrahedron Letters; vol. 57; 20; (2016); p. 2165 – 2170;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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. 13671-00-6, name is Methyl 2,6-difluorobenzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. 13671-00-6

To 30 ml of a THF solution containing 700 mg of 2-(2-chloropyridin-3-yl)acetic acid was added dropwise 7.75 ml of a 1.9 mol/L THF solution of hexamethyldisilazane sodium at -78 C. and the mixture was stirred for 10 minutes. Then, 616 mul of methyl 2,6-difluorobenzoate was added dropwise thereto, and then, the temperature of the mixture was raised from -78 C. to room temperature and stirred for 1 hour. To the mixture was added an aqueous saturated ammonium chloride solution followed by stirring the mixture for 1 hour. Thereafter, ethyl acetate was added thereto and the liquids were separated. The obtained organic layer was washed with saturated brine, and dried over sodium sulfate. After the solvent was distilled off under reduced pressure, the obtained residue was purified by silica gel column chromatography. The title compound was obtained as 450 mg of a transparent oily product. (1215) 1H-NMR (CDCl3) delta: 8.35 (1H, dd, J=4.7, 1.8 Hz), 7.66 (1H, dd, J=7.6, 1.8 Hz), 7.44-7.43 (1H, m), 7.25 (2H, dd, J=7.6, 4.7 Hz), 7.00-6.96 (2H, m).

The synthetic route of 13671-00-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MITSUI CHEMICALS AGRO, INC.; UMETANI, Hideki; OKAYA, Shun; IKISHIMA, Hideaki; FUKUMOTO, Takeshi; NISHIDA, Akihiro; YANAGI, Masanori; NAITO, Ryohei; MASUTOMI, Koji; SHIRAKAWA, Tomomi; SAKURADA, Akane; YUTANI, Satoshi; (368 pag.)US2020/45968; (2020); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics