Category: 54879-20-8

Electric Literature of 54879-20-8, 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. 54879-20-8, name is 2-Bromo-3-methylaniline belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a solution of 2-bromo-3-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 0-5percent ethyl acetate in hexane to give product as light yellow oil.

The synthetic route of 2-Bromo-3-methylaniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GlaxoSmithKline Biologicals SA; Skibinski, David; Jain, Siddhartha; Singh, Manmohan; O’Hagan, Derek; (124 pag.)US9408907; (2016); B2;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 54879-20-8, name is 2-Bromo-3-methylaniline, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C7H8BrN

2-Bromo-1 -fluoro-3-methylbenzene; A 200 mL round bottom flask, equipped with a magnetic stirring bar, was charged with 2-bromo-3-methylaniline (12.2 g, 65.58 mmol), 113 mL of water, and 17.5 mL of cone. HCI. The mixture was briefly heated to dissolve the solids, then cooled to -10 0C. To the resulting suspension a solution of NaNO2 (5.06 g, 73.38 mmol) in 13 mL of water was added dropwise at -5 to -10 0C. Then 16.8 mL of 60% HPF6 in water (122.23 mmol) was added, and the resulting suspension was stirred for 30 min. The precipitate was collected by vacuum filtration, washed with ice-cold water (2×30 mL), then with an ice-cold MeOH/ether (16mL/64mL) mixture and dried under vacuum at room temperature for 20 h to give 20.46 g (91%) of diazonium salt. The dry salt was thermally decomposed in 5 g batches in a small (25 mL) vacuum distillation apparatus under vacuum (2 mm Hg), at 165-175 0C, with receiving flask cooled with a dry ice/acetone mixture. The collected fractions were combined to give 7.85 g of 2-bromo-1 -fluoro-3-methylbenzene as a colorless oil. 1H NMR (300 MHz, CDCI3): delta 7.16 (1H), 6.92-7.04 (2H), 2.43 (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 54879-20-8.

Reference:
Patent; PFIZER INC.; WO2006/51410; (2006); 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. 54879-20-8, name is 2-Bromo-3-methylaniline, A new synthetic method of this compound is introduced below., Recommanded Product: 2-Bromo-3-methylaniline

2-Bromo-3-methyl-phenylamine (1.06 g; CAS 54879-20-8), Boc2O (3.73 g) and DMAP (69 mg) in 50 ml THF were refluxed 2 hrs. The reaction mixture was concentrated, followed by an acidic extraction. The combined organic phases were dried over magnesium sulfate and evaporated. The crude product was taken in 50 ml methanol and K2CO3 (2.36 g) was added. The suspension was heated to reflux 2 h, and at rt for 18 h, evaporated and extracted with 0.5M HCl/AcOEt. The organic layers were dried over magnesium sulfate and chromatographed (silica gel; AcOEt/heptane, 1/9) to deliver a yellow oil (1.38 g). MS: 285/287 (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.

Reference:
Patent; Boehringer, Markus; Zbinden, Katrin Groebke; Haap, Wolfgang; Panday, Narendra; Ricklin, Fabienne; Stahl, Martin; Schmitz, Petra; US2007/112012; (2007); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 54879-20-8, 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. 54879-20-8, name is 2-Bromo-3-methylaniline belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a solution of 2-bromo-3-methylaniline (1.0 eq.) in tetrahydrofuran (0.2 M) at 0¡ã C. under N2 atmosphere was added dropwise 1M NaHMDS (2.5 eq.). The reaction was stirred for 15 minutes at 0¡ã 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 0-5percent ethyl acetate in hexane to give product as light yellow oil.

The synthetic route of 2-Bromo-3-methylaniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GlaxoSmithKline Biologicals SA; Skibinski, David; Jain, Siddhartha; Singh, Manmohan; O’Hagan, Derek; (124 pag.)US9408907; (2016); B2;,
Bromide – Wikipedia,
bromide – Wiktionary

54879-20-8, 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. 54879-20-8 name is 2-Bromo-3-methylaniline, 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.

EXAMPLE 5 4-(2-Bromo-3-methyl-phenylcarbamoyl)-piperidine-1-carboxylic acid tert-butyl ester Piperidine-1,4-dicarboxylic acid mono-tert-butyl ester (5.0 g, 21.80 mmol) was dissolved in dry methylene chloride (32 mL) and dry pyridine (4.50 mL). To the reaction mixture was then added thionyl chloride (3.11 g, 26.17 mmol) under nitrogen atmosphere and the reaction mixture was stirred at room temperature for 30 minutes. To the reaction mixture was then added successively, under nitrogen atmosphere, 2-bromo-3-methyl-phenylamine (as described in J. Org. Chem. 1998, 53, 1170-1176) (4.46 g, 23.99 mmol), dry triethylamine (7.72 g, 76.33 mmol), dry methylene chloride (40 mL), 4-(dimethylamino)pyridine (0.26 g, 2.18 mmol) and the reaction mixture was stirred at room temperature for 24 hours. The reaction mixture was then partitioned with aqueous 2N HCl and tert-butyl methyl ether. The organic layer was washed with aqueous 2N HCl, aqueous NaHCO3, brine, dried with Na2SO4, filtered and the solvent evaporated in vacuo to yield a crude oil. The crude oil was purified via flash chromatography (30percent ethyl acetate/hexanes) to yield the title compound as a solid. 1H NMR (300 MHz, CDCl3) delta 8.16 (1H, d, J=8.2 Hz), 7.82 (1H, bs), 7.23-7.18 (1H, m), 7.02-6.99 (1H, m), 4.19-4.11 (2H, m), 2.86-2.78 (2H, m), 2.51-2.44 (1H, m), 2.42 (3H, s), 2.04-1.96 (2H, m), 1.78-1.69 (2H, m), 1.47 (9H, s) MS (ES+) m/z 419.0 (M+H)+

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Bromo-3-methylaniline, and friends who are interested can also refer to it.

Reference:
Patent; Battista, Kathleen A.; Bignan, Gilles C.; Connolly, Peter J.; Liu, Jessica J.; Middleton, Steven A.; Orsini, Michael J.; US2007/112016; (2007); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Some common heterocyclic compound, 54879-20-8, name is 2-Bromo-3-methylaniline, molecular formula is C7H8BrN, 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. 54879-20-8

EXAMPLE 7 Preparation of 7-methyl-8-bromo-1-[(3,4-dimethoxyphenyl)-methyl]-1,2,3,4-tetrahydro-9H-pyrido[3,4-b]indole hydrochloride STR33 2-Bromo-3-methylphenylhydrazine hydrochloride (23 g) was prepared as described for 2-bromo-4-methylphenylhydrazine hydrochloride in Example 4, except using 2-bromo-3-methylaniline as starting material. STR34 6-Methyl-7-bromotryptamine hydrochloride was prepared (2.42 g) as described for 5-methyl-7-bromotryptamine hydrochloride in Example 4, except using 2-bromo-3-methylphenylhydrazine hydrochloride as starting material. STR35 A suspension of azalactone (prepared as described in Example 1) (3.63 g, 14.7 mmol.) and 6-methyl-7-bromotryptamine hydrochloride (4.25 g, 4.21 mmol.) in 1N HCl (150 mL) was heated to reflux for 18 hours under nitrogen atmosphere. The reaction mixture was cooled to ambient temperature, neutralized with saturated aqueous potassium carbonate solution and extracted with chloroform. The combined organic layers were concentrated under reduced pressure and the residue chromatographed on silica gel (ethyl acetate/0.2percent NH4 OH as eluent). The fractions containing product were pooled and concentrated under reduced pressure. The residue was dissolved in ethyl acetate containing 1percent methanol and treated with dry HCl.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 54879-20-8, its application will become more common.

Reference:
Patent; Eli Lilly and Company; US5635528; (1997); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Some common heterocyclic compound, 54879-20-8, name is 2-Bromo-3-methylaniline, molecular formula is C7H8BrN, 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. 54879-20-8

Add a solution of 4- (trifluoromethyl) benzoyl chloride (3.55 mL, 23 mmol) in methylene chloride (50 mL) dropwise over 5 min to a solution of 2-bromo-3-methylphenylamine (Step 1, 4.45 g, 23 mmol) in pyridine (60 mL) at 0LC under nitrogen, warm the mixture to room temperature and stir for 13 h. Dilute the mixture equally with 1 N HCl (500 mL) and extract with methylene chloride (3 x 250 mL). Dry the combined organic extracts over MGS04 and remove the solvents under reduced pressure to afford N- (2-BROMO-3-METHYLPHENYL)-4- trifluoromethylbenzamide (Step 2) as an off-white solid (8.3 g, 968) : 1H NMR (CDC13) 5 2.50 (s, 3H), 7.00 (d, 1H), 7.30 (t, 1H), 7.80 (d, 2H), 8.00 (d, 2H), 8.30 (d, 1H), 8.50 (br s, 1H) ; APCI MS M/Z 358 [C15HLLF3BRNO-H]-.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 54879-20-8, its application will become more common.

Reference:
Patent; ELI LILLY AND COMPANY; WO2004/63155; (2004); A1;,
Bromide – Wikipedia,
bromide – Wiktionary