Category: 583-70-0

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. 583-70-0, name is 2,4-Dimethylbromobenzene, A new synthetic method of this compound is introduced below., 583-70-0

To a solution of magnesium (1.17 g, 48.0 mmol) and lithium chloride (2.20 g, 60.0 mmol) in THF (40 ml) at room temperature was added 1 -bromo-2,4-dimethylbenzene (5.4 mE, 40.0 mmol) and the reaction was heated gently to reflux with a heat gun. The reaction was cooled to room temperature over 1 hr. The reaction was then cooled to 0 C., and Fe(acac)3 (0.71 g, 2.00 mmol) dissolved inS mE of THF was added. After 5 minutes, allyl chloride (4.23 mE, 52.0mmol) was added and the reaction was stirred at 0 C. for 30 mm. The mixture was warmed to room temperature over 1 hr and was heated at 70 C. overnight. The reaction was cooled to 0 C. and quenched by the addition of a saturated NaHCO3 solution (50 mE). The mixture was extracted with hexane (3×40 mE), the combined organic phases were washed with brine (50 mE), dried over Na2 SO4 and carefully concentrated (25 C., 250 mbar). The residue was purified by Isco chromatography (100% hexane as the eluent) to provide i-allyl-2,4-dimethylbenzene (2.75 g, 15.04 mmol, 38% yield) as a colorless oil. ?H NMR (400 MHz, CDC13) oe 7.11-6.87 (m, 3H), 5.93 (ddt, J=i6.6, 10.1, 6.4 Hz, iH), 5.19-4.85 (m, 2H), 3.33 (dd, J=6.4, 1.5 Hz, 2H), 2.29 (s, 3H),2.25 (s, 3H).

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; Dow AgroSciences LLC; Loy, Brian A.; Rigoli, Jared W.; Sam, Brannon; Meyer, Kevin G.; Yao, Chenglin; (32 pag.)US2018/186743; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

583-70-0, 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 583-70-0 as follows.

Example 1; Isopropyl 2-(2,4-dimethylphenyl)benzenesulfonate (Compound 11); [0056] A solution of isopropyl 2-(4,4,5,5-tetramethyl-l,3-dioxolan-2- yl)benzenesulfonate (0.65 g, 2.0 mmol, 1.0 equiv) and l-bromo-2,4-dimethylbenzene (0.37 g, 2.1 mmol, 1.05 equiv) in toluene (15 mL) was degassed, and Pd(OAc)2 was added followed by tri(o-tolyl)phosphine, and 3 mL of a degassed 2N aqueous K2CO3 solution. The mixture was stirred at 800C for 20 hours and then water (10 mL) was added and extracted with EtOAc. The organic layer was washed with brine and dried over MgSO4, filtered, and concentrated under reduced pressure. The residue was purified by silica gel chromatography (20:1 hexanes/EtOAc) to afford Compound 11. 1H NMR (500 MHz, CDCIa) 8.13 (dd, J = 8.1, 1.2 Hz, IH), 7.61 (ddd, J = 7.6, 7.6, 1.4 Hz, IH), 7.50 (ddd, J = 8.1, 7.6, 1.4 Hz, IH), 7.26 (dd, J = 7.5, 1.2 Hz, IH), 7.08-7.01 (m, 3H), 4.73- 4.65 (m, IH), 2.36 (s, 3H), 2.03 (s, 3H), 1.26 (d, J= 6.3 Hz, 3H), 1.15 (d, J= 6.3 Hz, 3H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 583-70-0, and friends who are interested can also refer to it.

Reference:
Patent; PHARMACOPEIA, LLC; ZHI, Lin; PICKENS, Jason; VAN OEVEREN, Cornelius, A.; HENDERSON, Ian; WO2010/135350; (2010); A2;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 583-70-0, name is 2,4-Dimethylbromobenzene, 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 583-70-0, 583-70-0

to a suspension of magnesium powder (239 mg, 9.79 mmol) in dry THF (small amount) was added dropwise 1 -bromo-2,4-dimethylbenzene (1.64 g, 8.86 mmol) diluted in dry THF (20 mL) and the reaction was heated at 40C. After completion of Grignard reagent, 2-methyl-N-[(5-methylfuran-2- yl)methylidene]propane-2-sulfinamide Ex.19a (995 mg, 4.66 mmol) diluted in THF (10 mL) was added to the solution. The reaction mixture was stirred at rt overnight. Water was added to quench the reaction. The two layers were partitionated and the organic layer was dried over Mg504, filtered and the solution was concentrated under reduced pressure. The crude material was purified by silica gel column chromatography using a gradient of hexanes/EtOAc ([5:11 to [4:1]) to afford N-[(2,4-di methyl phenyl)(5-methylfuran-2-yl)methyl]-2- methylpropane-2-sulfinamide (1 .27 g, 85%) as yellowish oil

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 2,4-Dimethylbromobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GENFIT; DELHOMEL, Jean-Francois; PERSPICACE, Enrico; MAJD, Zouher; PARROCHE, Peggy; WALCZAK, Robert; (284 pag.)WO2018/138362; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 583-70-0 name is 2,4-Dimethylbromobenzene, 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. 583-70-0

1-bromo-2,4-dimethylbenzene 12a (1.0 g, 5.40 mmol), bis(pinacolato)diboron (1.90 g, 8.10 mmol),1,1 ‘-bis (diphenylphosphino) ferrocene] dichloropalladium (198 mg, 0.27 mmol) and potassium acetate (1.30 g, 13.5 mmol) was dissolved in 50 mL of ethylene glycol dimethyl ether and heated to reflux for 3 hours. Filtered, and the filtrate was concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography using eluent system B to give the title product, 2-(2,4-dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 12b (700 mg, yellow oil), yield: 56.0%.

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

Reference:
Patent; SHANGHAI HENGRUI PHARM CO LTD; JIANGSU HENGRUI MEDICINE CO LTD; Lyu, HEJUN; DONG, QING; FEI, HONGBO; JIANG, HONGJIAN; SONG, PENG; (114 pag.)CN103030646; (2016); B;,
Bromide – Wikipedia,
bromide – Wiktionary

Some common heterocyclic compound, 583-70-0, name is 2,4-Dimethylbromobenzene, molecular formula is C8H9Br, 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. 583-70-0

General procedure: Magnesium turnings (180 mg, 7.5 mmol) and a little iodine were placed in a 50 mL three-necked flask equipped with a magnetic stirring bar, a reflux condenser and a nitrogen bubbling tube flushed with nitrogen. Then, RBr (5 mmol) was added dropwise to react with magnesium in dry THF (15 mL) for 1 h at 45 C. Selenium powder (0.4 g, 5 mmol) was added to the reacting mixture in batches. After reacting for 0.5 h, CuI (142 mg, 15 mol%), L-proline(180 mg, 30 mol%), toluene (20 mL), H2O (5 mL) and styrene (5 mmol) were added and kept for 8 h at 85 C. After cooled at room temperature, the cool mixture was added with dilute hydrochloride aqueous solution, and then filtered. The filtrate and filtered residue were both extracted with ethyl acetate. After the ethyl acetate was evaporated under reduced pressure, the crude product was analyzed by GC-MS directly. Isolated yields and pure samples subjected to spectroscopic analysis were obtained by TLC with n-hexane as developing solvent.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 583-70-0, its application will become more common.

Reference:
Article; Gao, Fei; Tang, Yu; Li, Zhi-Hao; Pan, Feng; Yang, Jun; Zhang, Yuan-Ming; Tetrahedron Letters; vol. 53; 42; (2012); p. 5688 – 5690;,
Bromide – Wikipedia,
bromide – Wiktionary