Category: 24599-58-4

Application of 24599-58-4,Some common heterocyclic compound, 24599-58-4, name is 2,5-Dimethoxytoluene, molecular formula is C9H12O2, 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.

2-Bromo-5-methylcyclohexa-2,5-diene-1,4-dione (23). To a solution of toluquinol (1) (2.5 g, 20.14mmol,1.0 equiv.) in acetone (15 mL) was added K2CO3 (14 g, 100.70 mmol, 5.0 equiv.) and Me2SO4 (5.7 mL,60.41 mmol, 3.0 equiv.) and the reaction mixture was stirred for 3 h. After this time, the reactionmixture was diluted with water and the aqueous phase was extracted with Et2O. The organic phasewas washed with brine, dried over MgSO4, filtered, and the solvent removed under reduced pressureto obtain the corresponding dimethoxy derivative (~20 mmol), which was used in the next stepswithout purification. To a solution of the dimethoxy derivative obtained above (~20 mmol) and NaOAc(3.3 g, 40.28 mmol, 2.0 equiv.) in AcOH (20 mL) was added bromine (1.2 mL, 2.15 mmol, 1.1 equiv.)over 25 min and, after the addition, the reaction mixture was stirred for 1 h. Then, the reaction mixturewas quenched by a slow addition of a saturated aqueous NaHCO3 solution at 0 C. The aqueousphase was then extracted with EtOAc and the organic phase washed with brine, dried over MgSO4,ltered, and the solvent removed under reduced pressure to obtain the corresponding bromo derivative(~20 mmol), which was used in the next step without purication. The bromo derivative obtainedabove (~20 mmol) was dissolved in CH3CN (35 mL). Then, CAN (28 g, 50.34mmol, 2.5 equiv.) and H2O(20 mL) were added and the reaction mixture was stirred for 1 h at 25 C. After this time, the reactionmixture was diluted with water and the aqueous phase was extracted with Et2O twice. The combinedorganic phases were washed with brine, dried over MgSO4, filtered, and the solvent removed underreduced pressure. The residue was purified by flash column chromatography (silica gel, 1% EtOAc inhexanes) to obtain compound 23 (1.5 g, 37% over 3 steps) as an orange solid [13]: Rf = 0.45 (silica gel,20% EtOAc in hexanes); 1H NMR (400 MHz, CDCl3) delta 7.29 (s, 1 H), 7.26 (s, 2 H), 2.08 (d, J = 1.6 Hz,3 H); 13C NMR (100 MHz, CDCl3) delta 185.1, 179.5, 146.5, 138.1, 137.5, 132.6, 15.7.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2,5-Dimethoxytoluene, its application will become more common.

Reference:
Article; Cheng-Sanchez, Ivan; Torres-Vargas, Jose A.; Martinez-Poveda, Beatriz; Guerrero-Vasquez, Guillermo A.; Medina, Miguel Angel; Sarabia, Francisco; Quesada, Ana R.; Marine Drugs; vol. 17; 9; (2019);,
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Reference of 24599-58-4, The chemical industry reduces the impact on the environment during synthesis 24599-58-4, name is 2,5-Dimethoxytoluene, I believe this compound will play a more active role in future production and life.

General procedure: Standard reaction conditions: a 1.0 mmol sample of the aryl ether was dissolved in 1.8mL of acetonitrile and was added slowly over several minutes to a rapidly stirred solution of CAN (1.92g, 3.5mmol) which had been dissolved in 1.8 mL of distilled water in a 10mL round-bottom flask. After the addition was complete, the mixture was stirred for an additional 1 hour at room temperature open to the air. The mixture was diluted with 25 mL of water, and the resulting precipitate collected by suction filtration. The precipitate was washed with several 10 mL portions of water and then finally with approximately 5mL of ice cold ethanol. The resulting yellow solid (diquinone) was dried at room temperature under vacuum.

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, 2,5-Dimethoxytoluene, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Love, Brian E.; Simmons, Alexander L.; Tetrahedron Letters; vol. 57; 50; (2016); p. 5712 – 5715;,
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Ether | (C2H5)2O – PubChem

Adding a certain compound to certain chemical reactions, such as: 24599-58-4, name is 2,5-Dimethoxytoluene, belongs to ethers-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 24599-58-4, Computed Properties of C9H12O2

Preparation of 2,5-dimethoxy-4-methylacetophenone. 1 mol (152 g) of 2,5-dimethoxytoluene is introduced, whilst stirring, into 230 ml of acetyl chloride at -10 C. 160 g of aluminium chloride are then added in the course of 3 hours, whilst stirring and keeping the temperature of the reaction medium at between -10 and 0 C. When the addition has ended, the mixture is stirred for a further 3 hours at between -10 and 0 C. The reaction medium is then poured onto 1 kg of crushed ice to which 110 ml of hydrochloric acid (d=1.19) have been added. After a few hours, the reaction product which has precipitated is filtered off. After washing with water, a 2 N solution of sodium hydroxide and then again with water, the 2,5-dimethoxy-4-methylacetophenone is recrystallized from ethanol. After drying in vacuo, it melts at 75 C.

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; Bugaut; Andree; Grollier; Jean-Francois; Vandenboosche; Jean-Jacques; US4185958; (1980); A;,
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24599-58-4, name is 2,5-Dimethoxytoluene, belongs to ethers-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. SDS of cas: 24599-58-4

2-Methyl-1,4-bis(methyloxy)benzene (6.12 g, 40 mmol) was dissolved in acetic acid (20 mL) and heated at 40 C. A solution of nitric acid (4.32 g) in acetic acid (10 mL) was added to above solution drop wise over 5 minutes. The reaction mixture was stirred at 40 C. for 30 min (yellow precipitates formed), then room temperature for 30 min and then diluted with water (300 mL). The precipitate was collected by filtration, washed with water, and dried in the air for 16 h to afford the title compound (7.56 g, 96%) as a yellow solid. MS (ES) m/e 198 [M+H]+.

The synthetic route of 24599-58-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Goodman, Krista B.; Neeb, Michael J.; Sehon, Clark A.; Viet, Andrew Q.; Wang, Gren Z.; US2008/21023; (2008); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Electric Literature of 24599-58-4, 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. 24599-58-4 name is 2,5-Dimethoxytoluene, 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.

2,5-dimethoxy toluene 1 (9.0 g, 59.21 mmol) in diethyl ether (90 cm3) was added to a stirred solution of iodine monochloride (10.17 g, 62.65 mmol) in chloroform (30 cm) over 30 minutes. The mixture was stirred overnight before 10% sodium thiosulfate (150 cm3) was added. The organics were extracted with 2×75 cm3) of diethyl ether. The organics were combined, washed with saturated aqueous NaHCO3 (150 cm3), brine (100 cm3), dried (MgSO4) and dried under vacuum. The resultant solid was recrystallised from methanol to yield the title compound as red solid 2 (11.3 g, 69%). [0085] Rf 0.52 (SiO2, Hex 3:1 EtOAc). [0086] Mp 80-82 C. (Literature 81-82 C. (Reed et al., JACS, 120(38): 9729-9734, 1998) [0087] 1H NMR (400 MHz, CDCl3) 2.12 (3H, s, CH), 3.72 (3H, s, OCH), 3.75 (3H, s, OCH), 6.60 (1H, s, ArH), 7.10 (1H, s, ArH) ppm.

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

Reference:
Patent; Onco-NX Limited; Mcgown, Alan; Hadfield, John; Butler, John; US2015/210639; (2015); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Synthetic Route of 24599-58-4, 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 24599-58-4 as follows.

2-Bromo-5-methylcyclohexa-2,5-diene-1,4-dione (23). To a solution of toluquinol (1) (2.5 g, 20.14mmol,1.0 equiv.) in acetone (15 mL) was added K2CO3 (14 g, 100.70 mmol, 5.0 equiv.) and Me2SO4 (5.7 mL,60.41 mmol, 3.0 equiv.) and the reaction mixture was stirred for 3 h. After this time, the reactionmixture was diluted with water and the aqueous phase was extracted with Et2O. The organic phasewas washed with brine, dried over MgSO4, filtered, and the solvent removed under reduced pressureto obtain the corresponding dimethoxy derivative (~20 mmol), which was used in the next stepswithout purification. To a solution of the dimethoxy derivative obtained above (~20 mmol) and NaOAc(3.3 g, 40.28 mmol, 2.0 equiv.) in AcOH (20 mL) was added bromine (1.2 mL, 2.15 mmol, 1.1 equiv.)over 25 min and, after the addition, the reaction mixture was stirred for 1 h. Then, the reaction mixturewas quenched by a slow addition of a saturated aqueous NaHCO3 solution at 0 C. The aqueousphase was then extracted with EtOAc and the organic phase washed with brine, dried over MgSO4,ltered, and the solvent removed under reduced pressure to obtain the corresponding bromo derivative(~20 mmol), which was used in the next step without purication. The bromo derivative obtainedabove (~20 mmol) was dissolved in CH3CN (35 mL). Then, CAN (28 g, 50.34mmol, 2.5 equiv.) and H2O(20 mL) were added and the reaction mixture was stirred for 1 h at 25 C. After this time, the reactionmixture was diluted with water and the aqueous phase was extracted with Et2O twice. The combinedorganic phases were washed with brine, dried over MgSO4, filtered, and the solvent removed underreduced pressure. The residue was purified by flash column chromatography (silica gel, 1% EtOAc inhexanes) to obtain compound 23 (1.5 g, 37% over 3 steps) as an orange solid [13]: Rf = 0.45 (silica gel,20% EtOAc in hexanes); 1H NMR (400 MHz, CDCl3) delta 7.29 (s, 1 H), 7.26 (s, 2 H), 2.08 (d, J = 1.6 Hz,3 H); 13C NMR (100 MHz, CDCl3) delta 185.1, 179.5, 146.5, 138.1, 137.5, 132.6, 15.7.

According to the analysis of related databases, 24599-58-4, the application of this compound in the production field has become more and more popular.

Electric Literature of 24599-58-4, A common heterocyclic compound, 24599-58-4, name is 2,5-Dimethoxytoluene, molecular formula is C9H12O2, 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.

In a more recent development of the invention, work toward the synthesis of oosporein has progressed via several approaches. One set of approaches to the synthesis of oosporein utilizes 2,5-dimethoxytoluene (1) (commercially available, and available in one step in high yield from the very inexpensive starting material methylhydroquinone) as the initial starting material. Proper choice of oxidant and reaction conditions allowed preparation of either biphenyl derivative (2) or diquinone (3), both in high yield and good purity (Scheme 1).

The synthetic route of 24599-58-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PhytoMyco Research Corporation; US2007/110726; (2007); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Electric Literature of 24599-58-4, A common heterocyclic compound, 24599-58-4, name is 2,5-Dimethoxytoluene, molecular formula is C9H12O2, 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.

In a more recent development of the invention, work toward the synthesis of oosporein has progressed via several approaches. One set of approaches to the synthesis of oosporein utilizes 2,5-dimethoxytoluene (1) (commercially available, and available in one step in high yield from the very inexpensive starting material methylhydroquinone) as the initial starting material. Proper choice of oxidant and reaction conditions allowed preparation of either biphenyl derivative (2) or diquinone (3), both in high yield and good purity (Scheme 1).

The synthetic route of 24599-58-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PhytoMyco Research Corporation; US2007/110726; (2007); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Electric Literature of 24599-58-4, 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. 24599-58-4, name is 2,5-Dimethoxytoluene, This compound has unique chemical properties. The synthetic route is as follows.

Preparation 1; 2,5-Dimethoxy-4-methylbenzoic acid (Compound XII); a) 2,5-Dimethoxy-4-methylbenzaldehyde; 280 ml of phosphorus oxide trichloride are admixed with 212 ml of N-methylformanilide. After 4 hours at room temperature, 110 g of 2,5-dimethoxytoluene are added and the reaction mixture is brought to 70 C. for 2 hours. The reaction mixture is poured dropwise onto ice. The precipitate obtained is filtered, taken up in dichloromethane and decanted. The organic phase is dried over anhydrous sodium sulphate and the solvents are evaporated under reduced pressure. This gives 116 g of yellow crystals; m.p.=83 C.

The chemical industry reduces the impact on the environment during synthesis 2,5-Dimethoxytoluene. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Bignon, Eric; Csikos, Eva; Frehel, Daniel; Gonczi, Csaba; Heja, Gergley; Morvai, Miklos; Podanyi, Benjamin; Schlovicsko Varkonyine, Erika; US2004/19091; (2004); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem