Category: 27139-97-5

Synthetic Route of 27139-97-5, These common heterocyclic compound, 27139-97-5, name is 2-Bromo-4-chloro-1-methylbenzene, 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 stirred solution of 4-bromo-2-chlorotoluene (10.0 g; 48.7 mmol) and benzoyl peroxide (0.51 g; 2.09 mmol) in 80 mL of carbon tetrachloride was added N-bromosuccinimide (43.3 g; 243 mmol), and the resulting mixture was stirred and heated to reflux. After 15 hours, the mixture was cooled to ambient temperature, and the insoluble material was removed by filtration and washed twice with carbon tetrachloride. The filtrate and washings were combined and evaporated. The residue was purified by silica gel chromatography on a Biotage 65M column, eluting with hexanes to give 17.4 g of 2-bromo-4-chloro-l- (dibromomethyl)benzene as a colorless liquid.

Statistics shows that 2-Bromo-4-chloro-1-methylbenzene is playing an increasingly important role. we look forward to future research findings about 27139-97-5.

Reference:
Patent; ARRAY BIOPHARMA INC.; WO2009/158426; (2009); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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. 27139-97-5, name is 2-Bromo-4-chloro-1-methylbenzene, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of 2-Bromo-4-chloro-1-methylbenzene

In a three-necked round-bottom 500 ml flask equipped with a reflux condenser, thermometer, dropping funnel with pressure-equalizing, and magnetic stirring bar, 41.3 ml (128 g, 0.80 mmol) of bromine were added dropwise to 164 g (0.80 mol) of 2-bromo-4-chlorotoluene under exposure to 500 W lamp for 3 h at 19O0C. The resulting mixture was cooled to room temperature. Fractional distillation gave a colorless liquid, b.p. 1 1 1-1 15C/7 mm Hg. Yield 182 g (80%).Anal. calc. for C7H5Br2Cl: C, 29.56; H, 1.77. Found: C, 29.76; H, 1.89.1H NMR (CDCl3): delta 7.44 (d, J= 1.7 Hz, IH, 2-H), 7.36 (dd, J= 6.0 Hz, J= 1.7 Hz, IH, 4-H), 7.18 (d, J= 6.0 Hz, IH, 5-H), 4.69 (s, 2H, CH2).

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 27139-97-5.

Reference:
Patent; EXXONMOBIL CHEMICAL PATENTS INC.; WO2007/70041; (2007); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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. 27139-97-5, name is 2-Bromo-4-chloro-1-methylbenzene, This compound has unique chemical properties. The synthetic route is as follows., 27139-97-5

Example 4 This example illustrates the preparation of a compound having Formula I, 4′,4″-(diphenylmethylene)N,N-bis(3-(biphenylen-1 -yl-4- methyl)phenyl)aniline), Compound 3 below. Compound 3 a. 5-chloro-3′-phenyl-2-methylbiphenyl To a 2 L round bottle flask equipped with reflux condenser, stir bar, nitrogen feed, and oil bath were added 2-bromo-4-chlorotoluene (20.67 g, 98.59 mmol), 3-biphenylboronic acid (20.50 g 103.52 mmol), sodium carbonate (158 mL, 31 5 mmol), Aliquat 336 (4.00 g) and toluene (600 mL). Solution was purged with nitrogen for 20 minutes before addingtetrakis(triphenylphospine)palladium(0) (1 .14 g, 0.98 mmol) and purged for another 10 minute. The reaction was then heated under nitrogen for 18 hour. After cooing to ambient temperature, the organic phase was separated, washed with 1 0percent HCI (200mL), water (200mL) and saturated brine (200mL). This solution was dried with magnesium sulfate (50 g) for 3 hour and the solvent was removed by rotary evaporation. The crude product was filtered, washing with with hexane. Product containing fractions were identified by UPLC and collected. Low boiling point impurities and solvents were removed by Kruger-Rohr distillation to give the product as colorless oil (20.2 g, 77percent).

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; E. I. du Pont de Nemours and Company; WANG, Ying; WU, Weishi; DOBBS, Kerwin, D.; WO2011/49953; (2011); A2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

27139-97-5, 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. 27139-97-5, name is 2-Bromo-4-chloro-1-methylbenzene, A new synthetic method of this compound is introduced below.

Step 1 Ethyl (E)-3-(5-chloro-2-methylphenyl)-2-propenoate To 2-bromo-4-chloro toluene (20.0 g; 97.3 mmol) in 300 mL of THF at -78¡ã C. was added n-BuLi 2.5M (40.8 mL) dropwise. After 20 min. 1-formylpiperidine (11.4 mL; 103.0 mmol) in 10 mL of THF was added dropwise. After 30 min the reaction mixture was brought to 0¡ã C. and quenched with HCl (10percent) and diluted with EtOAc. The organic phase was collected, dry and the solvent evaporated to yield 13.3 g (89percent) of 5-chloro-2-methylbenzaldehyde.

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; Merck Frosst Canada & Co.; US6242493; (2001); B1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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. 27139-97-5, name is 2-Bromo-4-chloro-1-methylbenzene, A new synthetic method of this compound is introduced below., 27139-97-5

To a suspension of magniesium (0.12 g) in THF (15 ml_) 2-bromo-4-chlorotoluene (0.125 g, commercially available) was added and the mixture stirred for a few minutes. Then a solution of 2-bromo-4-chlorotoluene (0.9 g) in THF (85 ml_) was added dropwise and the mixture stirred for 3h. The mixture was added dropwise to a solution of acetyl chloride(0.353 g) in THF (10 ml_) at 0 0C. The mixture was stirred at RT for 5h. Chilly water was added to the reaction mixture and the pH adjusted at pH 6 with HCI 10percent and the product extracted with EA. The organic phase was dried and the solvent evaporated under vacuum to give the title compound (0.676 g) that was used in next step without further purification.MS (m/z): 169 [MH]+

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; GLAXO GROUP LIMITED; WO2009/130231; (2009); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

27139-97-5, name is 2-Bromo-4-chloro-1-methylbenzene, belongs to chlorides-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. 27139-97-5

To a solution of 2-bromo-4-chloro-l-methylbenzene (25 g, 0.123 mol) in anhydrous THF (150 mL) at -78 0C under N2 was added drop wise a solution of n- BuLi (2.5 M, 49 mL, 1.18 mol). After stirring at -78 0C for 1 h, a solution of tert- butyl 3-(5-chloro-2-methylphenyl)-3-oxopropyl(methyl)carbamate (26 g, 0.104 mol) in anhydrous THF (150 mL) was added drop wise. After addition, the reaction mixture was allowed to warm to room temperature and stirred overnight. The mixture was quenched with saturated NH4Cl, extracted three times with ethyl acetate, and dried over Na2SO4. Solvent removal and flash column chromatography afford tert-butyl 3-(5-chloro-2-methylphenyl)-3-oxopropyl(methyl)carbamate (3.3 g, yield 9 percent). 1H NMR (CDCl3, 400 MH2) delta 1.44 (s, 9H), 2.45 (s, 3H), 2.90 (s, 3H), 3.10 (m, 2H), 3.60 (m, 2H), 7.10 (m, 3H).

Statistics shows that 27139-97-5 is playing an increasingly important role. we look forward to future research findings about 2-Bromo-4-chloro-1-methylbenzene.

Reference:
Patent; VITAE PHARMACEUTICALS, INC.; WO2008/156816; (2008); A2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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. 27139-97-5, name is 2-Bromo-4-chloro-1-methylbenzene, This compound has unique chemical properties. The synthetic route is as follows., 27139-97-5

The cooling pipe is attached, the container is again after replacing the argon, distilled water (30 ml), 2-bromo-4-chlorotoluene (5. 23g, 20. 5mmol), tetrakistriphenyl phosphinepalladium (0. 462g, 0. 40mmol), potassium carbonate (2. 76g, 20mmol), and toluene (100 ml) is added, which is circulated to 5 hours. After cooling to room temperature, transferring the liquid content scopolia, organic phase and aqueous phase is separated, the water phase is removed, washed with organic phase. By drying the organic phase is sodium sulfate. Thereafter, by filtration to remove sodium sulfate, organic phase is concentrated. The mixture is purified by silica gel column chromatography (developing solvent: Phenylbicyclohexane), and the purpose of the above chemical eq. (118) is obtained (yield 4. 14g, yield 82. 4percent)

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; NIPPON HOSO KYOKAI <NHK>; KANTO CHEM CO INC; FUKAGAWA HIROHIKO; SHIMIZU TAKAHISA; TAKAHASHI JUNPEI; SHINNAI SATONOBU; TSUCHIYA KAZUHIKO; (53 pag.)JP2015/160849; (2015); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics