Category: 53078-85-6

Related Products of 53078-85-6, 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 53078-85-6 as follows.

General procedure: A dried tube, equipped with a magnetic stirred and a septum, 2-bromoaniline (0.17 g,1.0mmol) was dissolved in DMSO (3mL), KOt-Bu (0.34 g, 3mmol) was added. The mixturewas stirred for 5 min, and then dithiocarbamate (0.296 g, 1.5mmol) and copper oxide(6.4mg, 8 mmol%) were added. The reaction mixture was heated at 100C and checkedby TLC until the starting material was finished. The reaction mixture was cooled downto room temperature, and then quenched with sat. NH4Cl solution (5mL) and extractedwith ethyl acetate, dried over anhydrous Na2SO4 and concentrated under vacuum. The residue was purified by flash column chromatography to afford the desired product(144mg, 81%).

According to the analysis of related databases, 53078-85-6, the application of this compound in the production field has become more and more popular.

Reference:
Article; Xu, Wan; Zeng, Meng-Tian; Liu, Min; Liu, Xing; Chang, Cai-Zhu; Zhu, Hui; Dong, Zhi-Bing; Journal of Sulfur Chemistry; vol. 38; 6; (2017); p. 644 – 654;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 53078-85-6, These common heterocyclic compound, 53078-85-6, name is 2-Bromo-5-methylaniline, 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 2-bromo-5-methylaniline (1.0 eq.) in tetrahydrofuran (0.2 M) at 00C under N2 atmosphere was added dropwise IM NaHMDS (2.5 eq.) The reaction was stirred for 15 minutes at 00C, and a solution of di-tert -butyl dicarbonate in tetrahydrofuran was added. The reaction was warmed to room temperature overnight. The solvent was evaporated, and the resulting residue was quenched with 0.1N HCl aqueous solution. The aqueous suspension was extracted twice with ethyl acetate. The combined organic layers were washed with brine, dried over anhydrous MgSO4, and concentrated en vacuo. The crude material was purified by flash chromatography on a COMBIFLASH system (ISCO) using 0-5% ethyl acetate in hexane to give product as light yellow oil.

The synthetic route of 53078-85-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; IRM LLC; NOVARTIS AG.; WO2009/111337; (2009); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 53078-85-6, name is 2-Bromo-5-methylaniline, 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 53078-85-6, HPLC of Formula: C7H8BrN

Synthesis of Starting CompoundsPreparation of tert-butyl 5-methyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenylcarbamate (A-1)Step 1: tert-butyl 2-bromo-5-methylphenylcarbamateTo a solution of 2-bromo-5-methylaniline (1.0 eq.) in tetrahydrofuran (0.2 M) at 0 C. under N2 atmosphere was added dropwise 1M NaHMDS (2.5 eq.). The reaction was stirred for 15 minutes at 0 C., and a solution of di-tert-butyl dicarbonate in tetrahydrofuran was added. The reaction was warmed to room temperature overnight. The solvent was evaporated, and the resulting residue was quenched with 0.1N HCl aqueous solution. The aqueous suspension was extracted twice with ethyl acetate. The combined organic layers were washed with brine, dried over anhydrous MgSO4, and concentrated en vacuo. The crude material was purified by flash chromatography on a COMBIFLASH system (ISCO) using 0-5% ethyl acetate in hexane to give tert-butyl 2-bromo-5-methylphenylcarbamate as a light yellow oil.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Bromo-5-methylaniline, and friends who are interested can also refer to it.

Reference:
Patent; IRM LLC; Novartis AG; US2011/53893; (2011); 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. 53078-85-6, name is 2-Bromo-5-methylaniline, A new synthetic method of this compound is introduced below., HPLC of Formula: C7H8BrN

a solution of 2-bromo-5-methylaniline (2.00 g, 10.75 mmol), K2003 (3.71 g, 2.69 mmol) and iodomethane (3.35 mL, 53.75 mmol) in acetonitrile (60mL) wa heated at 11000 for 18h. After cooling to rt, the inorganic salt was removed through a pad of Celite. The solution was concentrated to dryness. The crude material was purified by silica gel column chromatography eluting with Hexanes/EtOAc (90:10) to afford 2-bromo-N,N,5-trimethylbenzenamine Ex.42a (2.09 g, 91%).

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; GENFIT; DELHOMEL, Jean-Francois; PERSPICACE, Enrico; MAJD, Zouher; PARROCHE, Peggy; WALCZAK, Robert; (284 pag.)WO2018/138362; (2018); 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. 53078-85-6, name is 2-Bromo-5-methylaniline, A new synthetic method of this compound is introduced below., Quality Control of 2-Bromo-5-methylaniline

To a degassed solution of Pd2(dba)3 (21.7 mg, 1 mol %) and XANTPHOS (29.8 mg, 2.1 mol %) in dry dioxane (10 mL), Cs2CO3 (1.08 g, 3.31 mmol), 4-bromoquinoline (500 mg, 2.40 mmol) and 2-bromo-5-methylaniline (490 mg, 2.63 mmol) were added. The flask was flushed with nitrogen and the mixture refluxed for 24 h under nitrogen. After cooling, the reaction mixture was filtered through Celite, washing with DCM (120 mL). The solvent was removed in vacuo and the residue purified by flash column chromatography eluting with DCM and EtOAc (50:50 increasing to 20:80). Off-white solid; yield 76% (572 mg). Mp 155-156 C. 1H NMR (600 MHz, CDCl3): delta 2.33 (3H, s, CH3), 6.84 (1H, dd, J = 8.4, 2.4 Hz, H-4′), 7.02 (1H, d, J = 5.4 Hz, H-3), 7.34 (1H, d, J = 2.4 Hz, H-6′), 7.52 (1H, d, J = 7.8 Hz, H-3′), 7.54 (1H, ddd, J = 8.4, 7.2, 1.2 Hz, H-6), 7.71 (1H, ddd, J = 8.4, 7.2, 1.2 Hz, H-7), 8.01 (1H, d, J = 8.4 Hz, H-8), 8.09 (1H, d, J = 8.4 Hz, H-5), 8.63 (1H, d, J = 4.8 Hz, H-2). 13C NMR (100 MHz, CDCl3): delta 21.3, 102.8, 114.5, 119.8, 120.8, 124.2, 126.3, 127.1, 128.3, 130.5, 133.3, 137.4, 139.0, 147.1, 148.4, 148.9. MS (EI): 218 (31), 231 (15), 232 (23), 233 (100), 234 (18), 312 (27), 314 (28). HRMS (EI): 312.0263 (C16H13N2Br [M]+ requires 312.0262).

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:
Article; Whittell, Louise R.; Batty, Kevin T.; Wong, Rina P.M.; Bolitho, Erin M.; Fox, Simon A.; Davis, Timothy M.E.; Murray, Paul E.; Bioorganic and Medicinal Chemistry; vol. 19; 24; (2011); p. 7519 – 7525;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 53078-85-6, These common heterocyclic compound, 53078-85-6, name is 2-Bromo-5-methylaniline, 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.

Aniline 1: Step 1: A mixture of 2-bromo-5-methylaniline (220 mg, 1 mmol) and vinylboronic acid pinacol ester (185 mg, 1.2 mmol) in Dioxane/Water (4: 1, Volume: 2.5 ml) was treated with potassium carbonate (276 mg, 2 mmol) and Pd(Ph3P)4(12 mg, 0.01 mmol). The mixture was heated at 100 C for 16 h and cooled to rt. The reaction was quenched with water and the aqueous layer was extracted with ethyl acetate. The organic layer was washed with brine, dried over Na2S04, and concentrated. The crude product was purified by chromatography (hexanes to 10:90 EA/Hex) to afford the product in 17% yield (28 mg, 0.17 mmol).

The synthetic route of 53078-85-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; THE UNITED STATES OF AMERICA; UNIVERSITY OF NORTH CAROLINA AT CHAPEL HILL; BOXER, Matthew Brian; ROHDE, Jason Matthew; PRAGANI, Rajan; LIU, Li; DAVIS, Mindy Irene Emily; BRIMACOMBE, Kyle Ryan; SHEN, Min; SIMEONOV, Anton; KARAVADHI, Surendra; URBAN, Daniel Jason; JADHAV, Ajit; WANG, Xiaodong; MCIVER, Andrew Louis; (407 pag.)WO2016/106331; (2016); 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. 53078-85-6, name is 2-Bromo-5-methylaniline, A new synthetic method of this compound is introduced below., SDS of cas: 53078-85-6

To a solution of 2-bromo-5-methylaniline (1.0 eq.) in tetrahydrofuran (0.2 M) at 0 C. under N2 atmosphere was added dropwise 1M NaHMDS (2.5 eq.). The reaction was stirred for 15 minutes at 0 C., and a solution of di-tert-butyl dicarbonate in tetrahydrofuran was added. The reaction was warmed to room temperature overnight. The solvent was evaporated, and the resulting residue was quenched with 0.1N HCl aqueous solution. The aqueous suspension was extracted twice with ethyl acetate. The combined organic layers were washed with brine, dried over anhydrous MgSO4, and concentrated en vacuo. The crude material was purified by flash chromatography on a COMBIFLASH system (ISCO) using 0-5% ethyl acetate in hexane to give tert-butyl 2-bromo-5-methylphenylcarbamate as a light yellow oil.

The synthetic route of 53078-85-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXOSMITHKLINE BIOLOGICALS SA; Singh, Manmohan; Skibinski, David; Cianetti, Simona; Doro, Francesco; Jain, Siddhartha; (96 pag.)US9950062; (2018); B2;,
Bromide – Wikipedia,
bromide – Wiktionary