Category: 41825-73-4

These common heterocyclic compound, 41825-73-4, name is 2-Bromo-4,6-dimethylaniline, 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. Formula: C8H10BrN

General procedure: In the MW method, a mixture of 4-chloro-5,6,7-trimethoxyquinazoline (3.0 mmol) and aryl amine (3.0 mmol) in 2-propanol (10 mL) was stirred for 3 min and then reacted under MW at 100 W and 80 C for 20 min. Upon reaction completion as monitored by thin-layer chromatography (TLC), the solvent was removed under reduced pressure. The residue was dissolved with methanol or chloroform and purified by TLC (petroleum ether/ethylacetate, 1:2, V:V). The target compound was eluted from the silica gel with ethyl acetate to give the title compounds.

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

Reference:
Article; Zhang, Ying; Jin, Linhong; Xiang, Hongmei; Wu, Jian; Wang, Peiyi; Hu, Deyu; Xue, Wei; Yang, Song; European Journal of Medicinal Chemistry; vol. 66; (2013); p. 335 – 344;,
Bromide – Wikipedia,
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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 41825-73-4 as follows. Recommanded Product: 2-Bromo-4,6-dimethylaniline

General procedure: To a stirred solution of the corresponding aniline (1 mmol),Cs2CO3 (2 mmol), and Pd(PPh3)4 (5 mol%) in toluene (20mL) at reflux and under nitrogen atmosphere, a solution ofN-Boc-pyrrol-2-yl boronic acid17 (1 mmol) in a mixture oftoluene (10 mL) and MeOH (3 mL) was added over 7 h. Themixture was stirred at reflux for 17 h, cooled, and the MeOHwas removed under reduced pressure. To the resultanttoluene suspension H2O (30 mL) was added, and the layerswere separated. The water layer was extracted with CH2Cl2(3 × 25 mL; or EtOAc for compound 5), the combinedorganic extracts were washed with H2O (30 mL), dried overMgSO4, filtered, and the solvent was evaporated underreduced pressure. The residue was purified by columnchromatography on silica gel using a suitable eluent asindicated below.

According to the analysis of related databases, 41825-73-4, the application of this compound in the production field has become more and more popular.

Reference:
Article; Petrov?i?, Matija; Ale?kovi?, Marija; Mlinari?-Majerski, Kata; Synlett; vol. 25; 19; (2014); p. 2769 – 2772;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 41825-73-4, name is 2-Bromo-4,6-dimethylaniline belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Application In Synthesis of 2-Bromo-4,6-dimethylaniline

a) Synthesis of A/-(2-bromo-4,6-dirnethyl-phenyl)-iH-benzimidazol-2-amine 2-Chlorobenzimidazole (6.9 g, 45.4 mmol) and 2-bromo-4,6-dimethylaniline (10.0 g, 50.0 mmol) are dissolved in NMP (23 imL) at 20C. Methanesulfonic acid (4.8 g, 50.0 mmol) is added dropwise over ca. 0.5 h. The resulting suspension is heated to 100C and stirred until complete conversion of 2-chlorobenzimidazole. The reaction mixture is then cooled to 20C, diluted with water (14 ml.) and neutralized with 30 w-% aqueous sodium hydroxide (12.7 g, 95.3 mmol). The precipitated reaction product is isolated by filtration, washed with water and dried under vacuum at 90C. Crude A/-(2-bromo-4,6-dimethyl-phenyl)- iH- benzimidazol-2-amine (10.3 g, 72%) is obtained as an off-white amorphous solid, which was further purified by recrystallization from methanol. 1 H-NMR (DMSO-d6): delta = 2.21 (s, 3H), 2.31 (s, 3H), 6.83-6.95 (m, 2H), 7.06-7.18 (m, 3H), 7.39 (brs, 1 H), 8.58 (brs, 1 H), 10.75 (brs, 1 H) ppm.

The synthetic route of 41825-73-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; UDC IRELAND LIMITED; GREEF, DE, Michiel; PETER, Bernd; STUMPF, Ruediger; (36 pag.)WO2017/17096; (2017); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 41825-73-4,Some common heterocyclic compound, 41825-73-4, name is 2-Bromo-4,6-dimethylaniline, molecular formula is C8H10BrN, 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.

Under an argon atmosphere, to a solution of 13.9 g (69.5 mmol) of2-bromo-4,6-dimethylaniline in 200 ml of THF, 27.9 ml of 2.5 M (69.5 mmol) “BuLi in hexanes were added at -5O0C. This mixture was stirred for 2 hours at ambient temperature. The resulting solution was added dropwise over ca. 1 hour, while vigorously stirring, to a solution of 15.0 g (69.5 mmol) of chloro(dimethyl)(2,3,4,5-tetramethyl-2,4-cyclopentadien-l-yl)silane in 100 ml of THF at O0C. The resulting mixture was stirred overnight at ambient temperature, then, evaporated to dryness. To the residue 100 ml of toluene were added. This mixture was filtered through a glass frit (G4). The filtrate was evaporated to dryness. Fractional distillation gave a yellow liquid, bp 180-184C/0.5 mm Hg. Yield 20. I g (77%).Anal. calc. for C19H28BrNSi: C, 60.03; H, 7.46. Found: C, 60.25; H, 7.40.1H NMR (CDCl3): delta 7.15 (s, IH3 3-H in phenyl), 6.82 (s, IH, 5-H in phenyl), 3.10 (br.s, IH, 1-H in Cp), 2.95 (br.s, IH, NH), 2.22 (s, 3H, 4-Me in phenyl), 2.19 (s, 3H, 6-Me in phenyl), 2.01 (s, 6H, 2,5-Me in Cp), 1.83 (s, 6H, 3,4-Me in Cp), 0.15 (s, 6H, SiMe2).13C NMR (CDCl3): delta 140.8, 136.5, 132.7, 131.1, 130.8, 130.7, 130.3, 118.4, 56.3, 20.5, 20.1, 14.5, 11.3, -0.6.

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

Reference:
Patent; EXXONMOBIL CHEMICAL PATENTS, INC.; WO2007/70040; (2007); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 41825-73-4, 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 41825-73-4 as follows.

lc N-(2-Bromo-4,6-dimethyl-phenyl)-2-(4-fluoro-phenyl)-acetamide.; 2-Bromo-4,6-dimethyl-aniline (600 mg) and (4-fluoro-phenyl)-acetyl chloride (543 mg) were dissolved in acetonitrile (6 mL) and heated to 150 C for 10 minutes in a sealed microwave process vial. The reaction was cooled to 0 0C, the product filtered off and washed with cold acetonitrile (50 mL) affording 665 mg (66% yield) of the title compound as a white solid. LC-MS (m/z) 337 (MH+); tR = 2.93, (UV, ELSD) 90%, 98%. 1H NMR (500 MHz, DMSOd6): 2.05 (s, 6H), 2.25 (s, 3H), 3.63 (s, 2H), 7.05 (b, IH), 7.15 (dt, 2H), 7.32 (b, IH), 7.40 (dt, 2H), 9.67 (s, IH).

According to the analysis of related databases, 41825-73-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; H. LUNDBECK A/S; WO2006/29623; (2006); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 41825-73-4, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 41825-73-4 name is 2-Bromo-4,6-dimethylaniline, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

Production Example 1-40 Production of Compound Represented by Formula (1-41) Production of Compound Represented by Formula 3-1 2.04 g of 1,1?-bis(diphenylphosphino) ferrocene-palladium(II) dichloride-dichloromethane complex, 48.8 g of cesium carbonate, and 10 g of the compound represented by Formula (5-1) were dissolved in 125 ml of N,N-dimethylformamide at room temperature in a nitrogen atmosphere. 32.5 ml (1.0 M hexane solution) of triethylborane was added dropwise to the obtained solution, followed by stirring at room temperature for 16 hours in a nitrogen atmosphere. After the reaction liquid was filtered using Celite (registered trademark), water was added to the filtrate, the resultant product was extracted with tert-butyl methyl ether, and the organic layer was washed with a saturated saline solution, and dried over anhydrous magnesium sulfate. The obtained organic layer was concentrated under reduced pressure, and the resultant product was subjected to silica gel column chromatography (eluent, ethyl acetate_hexane=1:19?1:9), whereby 3.18 g of the compound represented by Formula (3-1) was obtained. 1H NMR (CDCl3) delta ppm: 6.78 (2H, s), 3.49 (2H, s), 2.51 (2H, q), 2.23 (3H, s), 2.16 (3H, s), 1.24 (3H, t)

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Bromo-4,6-dimethylaniline, and friends who are interested can also refer to it.

Reference:
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; Jin, Yoshinobu; Fujino, Yoshimi; US2015/289505; (2015); A1;,
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. 41825-73-4, name is 2-Bromo-4,6-dimethylaniline, A new synthetic method of this compound is introduced below., Application In Synthesis of 2-Bromo-4,6-dimethylaniline

To a solution of the N-Boc-piperidine-4-carboxylic acid (4.00 g, 17.5 mmol) in CH2C12 (80 mL) stirred under N2 at room temperature was added oxalyl chloride (1.50 mL, 17.2 mmol) followed by DMF (68 uL, 0.88 mmol). The reaction was stirred for 1 h and Et3N (5.5 mL, 40 mmol) was added followed by the addition of 2-bromo-4, 6-dimethyl aniline (2.60 mL, 20.8 mmol) and 4- (dimethylamino) pyridine (210 mg, 1.72 mmol). After stirring for 18 h at room temperature, the reaction mixture was diluted with CHUCK (100 mL) and washed sequentially with HC1 (1N aq. , 3 x 100 mL) and NaHCO3 (sat. aq. , 100 mL). The organic layer was dried with MgS04, filtered, and concentrated. Purification by silica gel chromatography (15% ethyl acetate in hexanes) gave 4- (2-bromo-4, 6-dimethyl-phenylcarbamoyl)-piperidine-1-carboxylic acid tert- butyl ester (2.75 g, 6.94 mmol, 40% yield) as a white powder.

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; ARENA PHARMACEUTICALS, INC.; WO2005/63745; (2005); A2;,
Bromide – Wikipedia,
bromide – Wiktionary

41825-73-4, name is 2-Bromo-4,6-dimethylaniline, 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. Formula: C8H10BrN

In 100mL Schlenk flask 2-bromo-4,6-dimethyl aniline (manufactured by Kanto Chemical Co., Inc.) (4.97g, 24.9mmol) and di-tert-butyl dicarbonate (manufactured by Kanto Chemical Co., Inc.) (13.6g, 62.1mmol) They were weighed, and dissolved by adding dehydrated toluene (manufactured by Kanto Chemical Co., Inc.) (35 mL). Introducing a reaction vessel in an oil bath preset at 90 C., and reacted for 33 hours. After completion of the reaction, the solvent was removed by silica column chromatography (hexane: ethyl acetate = 20: 1) as a white solid (2-bromo-4,6-dimethylphenyl) – carbamic acid tert-butyl ester was isolated ( 5.10g, 17.0mmol, 68%).

The synthetic route of 41825-73-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Tokyo Institute of Technology; JapanPolychemCo., Ltd.; Osakada, Kotaro; Takeuchi, Daisuke; Takano, Shigenaga; Uchino, Hideshi; Kobayashi, Minoru; (93 pag.)JP2015/117237; (2015); A;,
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. 41825-73-4, name is 2-Bromo-4,6-dimethylaniline, A new synthetic method of this compound is introduced below., SDS of cas: 41825-73-4

N-(2-Bromo-4,6-dimethylphenyl)(4,5-dimethyl-6H-cyclopenta[b]thien-6-yl)dimethylsilanamine Under an argon atmosphere, to a solution of 14.8 g (74.2 mmol) of 2-bromo-4,6-dimethylaniline in 200 ml of THF, 29.7 ml of 2.5 M (74.2 mmol) nBuLi in hexanes was added at -80 C. This mixture was warmed for ca. 1 hour to ambient temperature. Then, the resulting solution was added dropwise over ca. 1 hour, while vigorously stirring, to a solution of 18.0 g (74.2 mmol) of chloro(4,5-dimethyl-6H-cyclopenta[b]thien-6-yl)dimethylsilane in 100 ml of THF. The resulting mixture was stirred overnight at ambient temperature, and then, evaporated to dryness. To the residue, 150 ml of toluene was added. This mixture was filtered through a glass frit (G4). The filtrate was evaporated to dryness. Fractional distillation gave a yellow liquid, bp 168-172 C./0.2 mm Hg. The product crystallizes slowly at ambient temperature. Yield 16.5 g (55%). Anal. calc. for C19H24BrNSSi: C, 56.14; H, 5.95. Found: C, 56.28; H, 6.09. 1H NMR (CDCl3): delta 7.20 (d, J=4.9 Hz, 1H, 3-H in cyclopenta[b]thiophene), 7.18 (m, 1H, 3-H in phenyl), 6.97 (d, J=4.9 Hz, 1H, 2-H in cyclopenta[b]thiophene), 6.85 (m, 1H, 5-H in phenyl), 3.59 (br.s, 1H, 6-H in cyclopenta[b]thiophene, 2.92 (br.s, 1H, NH), 2.21 (s, 3H, 4-Me in phenyl), 2.19 (s, 3H, 6-Me in phenyl), 2.13 (s, 3H, 4-Me in cyclopenta[b]thiophene), 2.10 (s, 3H, 5-Me in cyclopenta[b]thiophene), 0.14 (s, 3H, SiMeMe’), 0.06 (s, 3H, SiMeMe’). 13C NMR (CDCl3): delta 152.2, 140.7, 140.0, 139.2, 132.6, 132.4, 131.2, 131.1, 130.0, 126.2, 119.9, 118.0, 49.2, 20.8, 20.6, 15.4, 12.1, -1.8, -2.1.N-(2-Bromo-4,6-dimethylphenyl)(4,5-dimethyl-6H-cyclopenta[b]thien-6-yl)dimethylsilanamine Under and argon atmosphere, to a solution of 14.8 g (74.2 mmol) of 2-bromo-4,6-dimethylaniline in 200 ml of THF, 29.7 ml of 2.5 M (74.2 mmol) nBuLi in hexanes was added at -80 C. This mixture was warmed for ca. 1 hour to ambient temperature. Then, the resulting solution was added dropwise for ca. 1 hour while vigorously stirring to a solution of 18.0 g (74.2 mmol) of chloro(4,5-dimethyl-6H-cyclopenta[b]thien-6-yl)dimethylsilane in 100 ml of THF. The resulting mixture was stirred overnight at ambient temperature, then, evaporated to dryness. To the residue, 150 ml of toluene was added. This mixture was filtered through a glass frit (G4). The filtrate was evaporated to dryness. Fractional distillation gave a yellow liquid, bp 168-172 C./0.2 mm Hg. The product crystallizes slowly at ambient temperature. Yield 16.5 g (55%). Anal. calc. for C19H24BrNSSi: C, 56.14; H, 5.95. Found: C, 56.28; H, 6.09. 1H NMR (CDCl3): delta 7.20 (d, J=4.9 Hz, 1H, 3-H in cyclopenta[b]thiophene), 7.18 (m, 1H, 3-H in phenyl), 6.97 (d, J=4.9 Hz, 1H, 2-H in cyclopenta[b]thiophene), 6.85 (m, 1H, 5-H in phenyl), 3.59 (br.s, 1H, 6-H in cyclopenta[b]thiophene, 2.92 (br.s, 1H, NH), 2.21 (s, 3H, 4-Me in phenyl), 2.19 (s, 3H, 6-Me in phenyl), 2.13 (s, 3H, 4-Me in cyclopenta[b]thiophene), 2.10 (s, 3H, 5-Me in cyclopenta[b]thiophene), 0.14 (s, 3H, SiMeMe’), 0.06 (s, 3H, SiMeMe’). 13C NMR (CDCl3): delta 152.2, 140.7, 140.0, 139.2, 132.6, 132.4, 131.2, 131.1, 130.0, 126.2, 119.9, 118.0, 49.2, 20.8, 20.6, 15.4, 12.1, -1.8, -2.1.

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; Voskoboynikov, Alexander Z.; Ryabov, Alexey N.; Nikulin, Mikhail V.; Lygin, Alexander V.; Uborsky, Dmitry V.; Coker, Catalina L.; Canich, Jo Ann M.; US2007/135623; (2007); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 41825-73-4, 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. 41825-73-4, name is 2-Bromo-4,6-dimethylaniline belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: Preparation of catalyst: 10mL flask was charged with a stirrer, Pd(OAc)2 (0.02mmol, 2mol%), ligand (Sym-Phos, PPh3, PhPCy2, S-Phos) (0.04mmol, 4mol%) and 1mL of THF. The flask was evacuated, backfilled with argon, and the reaction mixture was stirred for 10min at ambient temperature. Such prepared catalyst was used in the coupling reactions. Similarly were prepared catalysts based on PdCl2 complexes. Reaction setup. A round-bottom flask containing magnetic stir bar was charged with 15mL of 0.3% aqueous solution of SDS and base (3mmol). Then aryl halide (1mmol) dissolved in a minimum amount of THF, arylboronic acid or its derivative (1.5mmol) and the pre-catalyst (see above) were added. The flask was placed in to the oil bath (kept at 60C) and reaction mixture was stirred for next 16h. The product was filtered or extracted with methylene chloride or (3¡Á10mL), then combined organic layer was dried over MgSO4, filtered, solvent was evaporated and the product was isolated by column chromatography. Yields: 63-99%.

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

Reference:
Article; Demchuk, Oleg M.; Kap?on, Katarzyna; Mazur, Liliana; Strzelecka, Dorota; Pietrusiewicz, K. Micha?; Tetrahedron; vol. 72; 42; (2016); p. 6668 – 6677;,
Bromide – Wikipedia,
bromide – Wiktionary