191478-99-6 Archives - Esters-buliding-blocks

9/8/2021 News New downstream synthetic route of 191478-99-6

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 191478-99-6.

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. 191478-99-6, name is Methyl 4-amino-2,6-difluorobenzoate, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C8H7F2NO2

[1921] At 60-70 C., 110 fll (0.46 mmol, 4 eq.) ofT3P (50%in ethyl acetate) were added dropwise to a solution of 46 mg(0.13 mmol) of 2-[ 4-(5-chloro-2-cyanophenyl)-5-methoxy-2-oxopyridin-1(2H)-yl]butanoic acid (racemate) and 51 mg(0.27 mmol, 2 eq.) of methyl 4-amino-2,6-difluorobenzoatein 1 ml of pyridine. The reaction mixture was heated to 90 C.,stirred at 90 C. for 30 min and cooled to RT, and water andethy I acetate were added. After phase separation, the aqueousphase was extracted with ethyl acetate. The combined organicphases were washed with saturated aqueous sodium chloridesolution, dried (sodium sulphate), filtered and concentratedunder reduced pressure. The crude product was purified bynormal phase chromatography (mobile phase: cyclohexane/ethyl acetate 10-50%mixtures).Yield: 54 mg (79% of theory)[1922] LC/MS [Method 1]: R,=l.lO min; MS (ESipos):rnz=516 (M+Ht,[1923] 1H-NMR (400MHz, DMSO-d6): o [ppm]=11.06 (s,lH), 8.02-7.98 (m, lH), 7.75-7.72 (m, 2H), 7.50-7.44 (m,3H), 6.55 (s, lH), 5.55 (dd, lH), 3.85 (s, 3H), 3.69 (s, 3H),2.24-2.14 (m, 2H), 0.90 (t, 3H).

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 191478-99-6.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; ROeHRIG, Susanne; HILLISCH, Alexander; STRAssBURGER, Julia; HEITMEIER, Stefan; SCHMIDT, Martina Victoria; SCHLEMMER, Karl-Heinz; TERSTEEGEN, Adrian; BUCHMUeLLER, Anja; GERDES, Christoph; SCHAeFER, Martina; KINZEL, Tom; TELLER, Henrik; SCHIROK, Hartmut; KLAR, Juergen; NUNEZ, Eloisa JIMENEZ; (206 pag.)US2016/52884; (2016); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

A new synthetic route of Methyl 4-amino-2,6-difluorobenzoate

Related Products of 191478-99-6, 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. 191478-99-6, name is Methyl 4-amino-2,6-difluorobenzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: Pyridine-4-thiol (16.7 g, 150 mmol) was dissolved in concentrated hydrochloric acid (110 ml) and water (30 ml). After cooling to 0 C., chlorine gas was bubbled for 1 hour. The reaction solution was diluted with ice-water (75 g), and neutralized by gradually adding sodium hydrogen carbonate. After extraction with methylene chloride (150 ml×3) cooled to 5 to 10 C., the organic layers were combined and dried over anhydrous sodium sulfate. Then, the solvent was removed under reduced pressure to obtain the corresponding sulfonyl chloride. In another reaction vessel, methyl 4-amino-2,6-difluorobenzoate (16.9 g, 90.3 mmol) and pyridine (10 ml) were dissolved in methylene chloride (200 ml). After cooling to -10 C., the above-described solution of the sulfonyl chloride in methylene chloride was added thereto, followed by stirring at room temperature for 6 hours. The organic layer was washed with 0.1 N hydrochloric acid (200 ml×2), and the solvent was removed under reduced pressure. The residue was purified by silica gel column chromatography (petroleum ether/ethyl acetate=2:1 to 1:1) to obtain the title compound (11.2 g, 38% over two steps). [0839] MS (ESI) m/z 329 (M+H)+

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

Reference:
Patent; AJINOMOTO CO., LTD.; Ueno, Hirokazu; Yamamoto, Takashi; Takashita, Ryuta; Yokoyama, Ryohei; Sugiura, Toshihiko; Kageyama, Shunsuke; Ando, Ayatoshi; Eda, Hiroyuki; Eviryanti, Agung; Miyazawa, Tomoko; Kirihara, Aya; Tanabe, Itsuya; Nakamura, Tarou; Noguchi, Misato; Shuto, Manami; Sugiki, Masayuki; Dohi, Mizuki; US2015/51395; (2015); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Research on new synthetic routes about C8H7F2NO2

Related Products of 191478-99-6, 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. 191478-99-6, name is Methyl 4-amino-2,6-difluorobenzoate, This compound has unique chemical properties. The synthetic route is as follows.

6-Chloropyridine-3-sulfonyl chloride (10.0 g, 47.0 mmol) was dissolved in methylene chloride (300 ml), and methyl 4-amino-2,6-difluorobenzoate (7.5 g, 40 mmol) and pyridine (9.0 ml, 102 mmol) were added thereto, followed by stirring at room temperature for 12 hours. The reaction solution was washed with water and 2 N hydrochloric acid, followed by extraction with methylene chloride. The extraction liquids were combined, washed with saturated aqueous sodium chloride, and dried over anhydrous sodium sulfate. Then, the solvent was removed. The obtained residue was recrystallized from a mixture solvent of petroleum ether/ ethyl acetate (1:2). The precipitated solid was filtered and then dried under reduced pressure to obtain the title compound (12.0 g, 83%) as a white solid. [0204] 1H NMR (CD3OD, 300 MHz): delta 8.82 (d, J=2.4 Hz, 1H), 8.20 (dd, J=2.4 Hz, 8.7 Hz 1H), 7.86-7.82 (t, 1H), 7.04 (d, J=10 Hz, 2H), 3.86 (s, 3H)

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

Share a compound : Methyl 4-amino-2,6-difluorobenzoate

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. 191478-99-6, name is Methyl 4-amino-2,6-difluorobenzoate, A new synthetic method of this compound is introduced below., SDS of cas: 191478-99-6

4-(Chlorosulfonyl)benzoic acid (25.0 g, 113 mmol) and methyl 4-amino-2,6-difluorobenzoate (19.0 g, 101 mmol) were dissolved in methylene chloride (500 ml), and pyridine (25.0 ml, 285 mmol) was added thereto, followed by stirring at room temperature for 12 hours. The reaction solution was concentrated under reduced pressure. The obtained residue was diluted with water, and then the pH was adjusted to 1.0 by adding 6 N hydrochloric acid. The precipitated solid was filtered, and washed with water. The obtained solid was resuspended in water, and washed with a saturated aqueous sodium hydrogen carbonate solution, followed by extraction with ethyl acetate (100 ml×2). The pH of the obtained aqueous layer was adjusted to 6.0 by adding 6 N hydrochloric acid thereto, followed by extraction with ethyl acetate (100 ml×2). The extraction liquids were combined, washed with saturated aqueous sodium chloride, and dried over anhydrous sodium sulfate. Then, the solvent was removed to obtain the title compound (15.0 g, 36%). [0213] 1H NMR (d-DMSO, 400 MHz): delta 11.50 (s, 1H), 8.14 (d, J=8.4 Hz, 2H), 8.01 (d, J=8.4 Hz, 2H), 6.67 (d, J=10.4 Hz, 2H), 3.87 (s, 3H); MS (ESI) m/z 372 (M+H)+

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.

A new synthetic route of Methyl 4-amino-2,6-difluorobenzoate

Adding a certain compound to certain chemical reactions, such as: 191478-99-6, name is Methyl 4-amino-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 191478-99-6, Quality Control of Methyl 4-amino-2,6-difluorobenzoate

Phenylmethanethiol (80.0 g, 645 mmol) was dissolved in anhydrous tetrahydrofuran (600 ml), and 60% sodium hydride (45.0 g, 1.13 mol) was added thereto, followed by stirring at room temperature for 30 minutes. To this reaction solution, 5-bromo-2-chloropyridine (123 g, 640 mmol) was added, followed by stirring at room temperature for 3 hours. The reaction solution was diluted with water, followed by extraction with diethyl ether. The extraction liquids were combined, washed with a saturated aqueous sodium hydrogen carbonate solution and saturated aqueous sodium chloride, and dried over anhydrous sodium sulfate. Then, the solvent was removed. A compound (250 g, 0.90 mol) obtained by repeating the-above described process was suspended in a mixture solvent of acetic acid (2250 ml) and water (750 ml), and N-chlorosuccinimide (340 g, 2.60 mol) was added thereto, followed by stirring at room temperature for 2 hours. The reaction solution was diluted with water, followed by extraction with methylene chloride. The extraction liquids were combined, washed with a saturated aqueous sodium hydrogen carbonate solution and water, and dried over anhydrous sodium sulfate. Then, the solvent was removed. The obtained residue was purified by silica gel column chromatography (petroleum ether/ethyl acetate=30:1). The obtained compound (47.0 g, 185 mmol) and methyl 4-amino-2,6-difluorobenzoate (26.0 g, 139 mmol) were suspended in methylene chloride (1000 ml), and pyridine (30 ml) was added thereto, followed by stirring at room temperature for 12 hours. The reaction solution was concentrated under reduced pressure, and the obtained residue was purified by silica gel column chromatography (petroleum ether/ethyl acetate=4:1) to obtain the title compound (50 g, 15% over three steps). [0183] 1H NMR (d-DMSO, 400 MHz): delta 8.92 (d, J=1.6 Hz, 1H), 8.41-8.38 (m, 1H), 8.07 (d, J=8.4 Hz, 1H), 6.93 (d, J=10 Hz, 2H), 3.81 (s, 3H).; MS (ESI) m/z 407 (M+H)+

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.