Category: 72678-19-4

Adding a certain compound to certain chemical reactions, such as: 72678-19-4, name is 2,6-Dibromo-4-(trifluoromethyl)aniline, belongs to bromides-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 72678-19-4, Application In Synthesis of 2,6-Dibromo-4-(trifluoromethyl)aniline

EXAMPLE 4 Synthesis of 2-Amino-4,5-dimethyl-1-(2,6-dibromo-4-trifluoromethylphenyl)pyrrole-3-carbonitrile In 15 ml of toluene, 5.5 g of 4-amino-3,5-dibromobenzotrifluoride, 1.9 g of acetoin, and 34 mg of p-toluenesulfonic acid were dissolved. The reaction solution was heated under reflux for 2.5 hours while conducting azeotropic dehydration. To the reaction mixture, 1.42 g of malononitrile was added. The reaction mixture was heated for 4 hours while being concentrated at 180 C. Water was added to the reaction mixture. The reaction mixture was extracted with chloroform, and subsequently, the extract was dried over anhydrous sodium sulfate. After the desiccant was filtered off, the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent:hexane-ethyl acetate=5:1), and was allowed to stand for crystallization to yield 1.2 g of 2-amino-4,5-dimethyl-l-(2,6-dibromo-4-trifluoromethylphenyl)pyrrole-3-carbonitrile. m.p. 158-161 C.

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.

Reference:
Patent; Taisho Pharmaceutical Co., Ltd.; US6600038; (2003); B1;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 72678-19-4, name is 2,6-Dibromo-4-(trifluoromethyl)aniline, A new synthetic method of this compound is introduced below., Quality Control of 2,6-Dibromo-4-(trifluoromethyl)aniline

A mixture of 2,6-dibromo-4-trifluoromethylaniline (1.61 g, 5.04 mmol), acetic acid (4.8 ml) and propionic acid (2.4 ml) was cooled to an internal temperature of -5 C. or lower, and 40% nitrosylsulfuric acid (1.76 g, 5.54 mmol) was dropwise added thereto. After the addition and still at -5 C. or lower, this was stirred for 30 minutes to give a diazo liquid. In a separate vessel, a mixture of the intermediate A-3 (2.10 g, 5.04 mmol), tetrahydrofuran (10 mL), methanol (10 mL) and sulfamic acid (0.073 g, 0.76 mmol) was cooled to -5 C., and the diazo liquid was dropwise added thereto. This was stirred for 30 minutes still at -5 C., then restored to room temperature, and water was added thereto, and extracted with hexane. The hexane layer was dried with anhydrous sodium sulfate, concentrated under reduced pressure, and purified through silica gel column chromatography to give an intermediate C-3 (1.71 g, yield 46%) as an oily substance.

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; MITSUBISHI CHEMICAL CORPORATION; SHIGA, Yasushi; AOBA, Mitsuya; TANAKA, Yuki; ISHIDA, Mio; US2015/191601; (2015); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 72678-19-4, name is 2,6-Dibromo-4-(trifluoromethyl)aniline, belongs to bromides-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 72678-19-4, Product Details of 72678-19-4

EXAMPLE 4 Synthesis of 2-Amino-4,5-dimethyl-1-(2,6-dibromo-4-trifluoromethylphenyl)pyrrole-3-carbonitrile In 15 ml of toluene, 5.5 g of 4-amino-3,5-dibromobenzotrifluoride, 1.9 g of acetoin, and 34 mg of p-toluenesulfonic acid were dissolved. The reaction solution was heated under reflux for 2.5 hours while conducting azeotropic dehydration. To the reaction mixture, 1.42 g of malononitrile was added. The reaction mixture was heated for 4 hours while being concentrated at 180 C. Water was added to the reaction mixture. The reaction mixture was extracted with chloroform, and subsequently, the extract was dried over anhydrous sodium sulfate. After the desiccant was filtered off, the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent:hexane-ethyl acetate=5:1), and was allowed to stand for crystallization to yield 1.2 g of 2-amino-4,5-dimethyl-l-(2,6-dibromo-4-trifluoromethylphenyl)pyrrole-3-carbonitrile. m.p. 158-161 C.

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.

Reference:
Patent; Taisho Pharmaceutical Co., Ltd.; US6600038; (2003); B1;,
Bromide – Wikipedia,
bromide – Wiktionary

72678-19-4, name is 2,6-Dibromo-4-(trifluoromethyl)aniline, belongs to bromides-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. Quality Control of 2,6-Dibromo-4-(trifluoromethyl)aniline

General procedure: A suspension of potassium hydride (3 equiv) in THF (0.6 M) was cooled in an ice-water bath. A solution of sulfonamide, sulfonamide or aniline (1.0 equiv) in THF (0.20 M) was added dropwise, and the suspension was stirred for 15 min. 1,1′-Carbonyldiimidazole (1.0 equiv) was dissolved in 1:1 THF/dioxane (0.20 M) and added dropwise to the reaction mixture, resulting in the formation of a white precipitate. The ice-water bath was removed, and the reaction mixture was allowed to warm to ambient temperature and was stirred for 2 h. A solution of diamine S-1 (1.0 equiv) in THF (1.0 M) was added dropwise, and the suspension was stirred at room temperature for 20 h. The reaction was quenched with a solution of acetic acid (3 equiv) in THF (1.0 M). The crude product was concentrated in vacuo and purified by silica gel chromatography.

The synthetic route of 72678-19-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Kimmel, Kyle L.; Robak, Maryann T.; Thomas, Stephen; Lee, Melissa; Ellman, Jonathan A.; Tetrahedron; vol. 68; 12; (2012); p. 2704 – 2712;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 72678-19-4, name is 2,6-Dibromo-4-(trifluoromethyl)aniline, A new synthetic method of this compound is introduced below., HPLC of Formula: C7H4Br2F3N

A mixture of 2,6-dibromo-4-trifluoromethylaniline (manufactured by Wako Pure Chemicals, 0.78 g, 2.45 mmol) and 95% sulfuric acid (1.5 mL) was cooled to an internal temperature of 0 C., and 40% nitrosylsulfuric acid (0.85 g, 2.67 mmol) was dropwise added thereto at the internal temperature kept at 0 C. This was stirred for 1 hour at an internal temperature of from -2 C. to 0 C., and with cooling with ice, this was poured into 5 mL of ice in water to give a diazo liquid. In a separate vessel, the intermediate A-1 (1.00 g, 2.67 mmol) was dissolved in acetic acid (2 mL), and dropwise added to the resultant diazo liquid at an internal temperature of 0 C. or lower. After the addition, this was left at 0 C. for 1 hour, then extracted with toluene, and the toluene layer was washed with water and saturated saline water, and dried with anhydrous sodium sulfate. This was concentrated under reduced pressure, and purified through silica gel column chromatography to give an intermediate C-1 (0.33 g, yield 19%) as a reddish tar-like substance.

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; MITSUBISHI CHEMICAL CORPORATION; SHIGA, Yasushi; AOBA, Mitsuya; TANAKA, Yuki; ISHIDA, Mio; US2015/191601; (2015); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

72678-19-4, 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. 72678-19-4, name is 2,6-Dibromo-4-(trifluoromethyl)aniline, A new synthetic method of this compound is introduced below.

A mixture of 2,6-dibromo-4-(trifluoromethyl)aniline [72678-19-4] (5.13 g, 16.1 mmol), triemthylboroxine [823-96-1] (5 mL, 35.3 mmol), Pd(PPh3)4 (1.11 g, 1.00 mmol) and K2C03 (sat., aq., 74 mL) in DME (74 mL) was stirred at 150 C for 2 h. The mixture was concentrated in vacuo and the residue was taken up in water and DCM. The organic phase was separated, dried (MgS04), filtered and evaporated in vacuo. The crude mixture was purified by flash column chromatography (silica, heptane/EtOAc, gradient from 100:0 to 50:50) to afford 1-131 (1.86 mg, 61%) as a brown oil.

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; JANSSEN PHARMACEUTICA NV; BARTOLOME-NEBREDA, Jose Manuel; TRABANCO-SUAREZ, Andres, Avelino; TRESADERN, Gary John; MARTINEZ LAMENCA, Carolina; LEENAERTS, Joseph Elisabeth; OEHLRICH, Daniel; BUIJNSTERS, Peter Jacobus Johannes Antonius; VELTER, Adriana, Ingrid; VAN ROOSBROECK, Yves, Emiel, Maria; (171 pag.)WO2019/243535; (2019); A1;,
Bromide – Wikipedia,
bromide – Wiktionary