Category: 19500-02-8

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. 19500-02-8, name is 3-Methoxy-2-methylaniline belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Formula: C8H11NO

Example 2: Preparation ofN-[17-[2-(3-isopropylpyrazol-l-yl)-7-methoxy-8- methylquinolin-4-yloxy]- 13-methyl-2,14-dioxo-3,13-diazatricyclo[13.3.0.04’6]octadec- 7-ene -4-carbonyl] (dimethylamino)sulfonamide (29) .; Step 1: Synthesis of ethyl 4-hydroxy-7-methoxy-8-methylquinoline-3-carboxylate (11).; 10 EPO Diethyl ethoxymethylenemalonate (17.2 g, 79.6 mmol) was added to 2-methyl-m- anisidine (8.4 g, 61.2 mmol) (exothermic reaction). Then, diethylether (100 mL) was added and the mixture was stirred overnight at room temperature. The solvent was evaporated and the residue re-dissolved in ether (50 mL), filtered, washed with heptane and dried to give 12 g of an intermediate. This intermediate was added portion wise to diphenyl ether (50 mL) pre-heated at 230 0C. The reaction mixture was successively heated to 250 0C for 1.5 h, cooled at room temperature, and diluted with heptane (200 mL). The precipitate was filtered off, and successively washed with heptane and ether to give 9.2 g (57.5 percent) of the target product 11 as a yellow powder: m/z = 262 (M + H)+.

The synthetic route of 19500-02-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TIBOTEC PHARMACEUTICALS LTD.; MEDIVIR AB; WO2007/14925; (2007); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Synthetic Route of 19500-02-8, These common heterocyclic compound, 19500-02-8, name is 3-Methoxy-2-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.

The 15.0g of 3-amino-1-methoxy-2-methyl, 48.7g of triphosgene and 350 ml of toluene in a mixture of the heating to reflux with stirring 3 hours. Cooling the reaction mixture, the concentrated under reduced pressure, to obtain 17.0g of 1-methoxy-3-isocyanato-2-methylbenzene (called below 4A).

Statistics shows that 3-Methoxy-2-methylaniline is playing an increasingly important role. we look forward to future research findings about 19500-02-8.

Reference:
Patent; Sumitomo Chemical Co., Ltd.; Takayuki, Shiota; Masaki, Arimori; (241 pag.)CN105492432; (2016); A;,
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Ether | (C2H5)2O – PubChem

Adding a certain compound to certain chemical reactions, such as: 19500-02-8, name is 3-Methoxy-2-methylaniline, 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 19500-02-8, Recommanded Product: 19500-02-8

Reference Production Example 4 (0558) A mixture of 15.0 g of 3-amino-1-methoxy-2-methylbenzene, 48.7 g of triphosgene, and 350 ml of toluene was stirred with heating under reflux for 3 hours. The reaction mixture allowed to cool was concentrated under reduced pressure to obtain 17.0 g of 1-methoxy-3-isocyanato-2-methylbenzene. 1-Methoxy-3-isocyanato-2-methylbenzene (0559) (0560) 1H-NMR (CDCl3) delta (ppm): 7.09 (1H, t, J=8.2 Hz), 6.72 (1H, dd, J=0.5, 8.0 Hz), 6.69 (1H, d, J=8.2 Hz), 3.82 (3H, s), 2.19 (3H, s).

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; SUMITOMO CHEMICAL COMPANY, LIMITED; HOU, Zengye; TAKAHASHI, Teruki; (156 pag.)US2016/174558; (2016); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Application of 19500-02-8, These common heterocyclic compound, 19500-02-8, name is 3-Methoxy-2-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.

A mixture of 1-methoxy-2-methyl-3-aminobenzene 15.0 g, triphosgene 48.7 g and toluene 350 mL was stirred withheating under ref lux for three hours. The reaction mixtures after standing to cool were condentrated under reduced pressure to give 1-methoxy-3-isocyanato-2- methylbenzene 17.0 g.?H NMR (CDC13) : 2.19(3H, S), 3.82(3H, 5), 6.69(1H, d, J=8.2Hz), 6.72(1H, dd, J=0.5, 8.0Hz), 7.09(1H, t, J=8.2Hz)

Statistics shows that 3-Methoxy-2-methylaniline is playing an increasingly important role. we look forward to future research findings about 19500-02-8.

Reference:
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; YOSHIMOTO, Yuya; TAKAHASHI, Teruki; OOHIRA, Daisuke; AZUMA, Shuhei; WO2013/162077; (2013); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Application of 19500-02-8, 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 19500-02-8 as follows.

Step 3: synthesis of (2-amino-4-methoxy-3-methylphenyl)(methyl)ketone (4). A solution Of BCl3 (1.0 M, 200 mL, 200 mmol) in CH2Cl2 was slowly added under nitrogen to a solution of 3-methoxy-2-methylaniline (26.0 g, 190 mmol) in xylene (400 mL). The temperature was monitored during the addition and was kept below 100C. The reaction mixture was stirred at 5°C for 0.5 h. Then, dry acetonitrile (13 mL, 246 mmol) was added at 5°C. After 0.5 h at 5°C, the solution was transferred into a dropping funnel and slowly added at 5°C to a suspension OfAlCl3 (26.7 g, 200 mmol) in CH2Cl2 (150 mL). After 45 min at 5°C, the reaction mixture was heated at 700C under a nitrogen stream. After evaporation Of CH2Cl2, the temperature of the reaction mixture reached 65°C. After 12 h at 65°C, the reaction mixture was cooled at 00C, poured onto ice (300 g), and slowly heated to reflux for 7h. After 2 days at room temperature, 6 N NaOH (50 mL) was added. The pH of the resulting solution was 2-3. The xylene layer was decanted. The organic layer was extracted with CH2Cl2. The xylene and CH2Cl2 layers were combined, successively washed with water, IN NaOH, and brine, dried (Na2SO4) and evaporated. The residue was triturated in diisopropyl ether at O0C, filtered off and washed with diisopropylether to give 13.6 g (40 percent) of the title product as a yellowish solid: m/z = 180 (M+H)+.

According to the analysis of related databases, 19500-02-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; TIBOTEC PHARMACEUTICALS LTD.; MEDIVIR AB; WO2008/96002; (2008); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

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. 19500-02-8, name is 3-Methoxy-2-methylaniline, A new synthetic method of this compound is introduced below., category: ethers-buliding-blocks

A solution of 3 -bromo- 1 -(5-bromo-6-methoxypyridin-2-yl)pyrrolidin-2-one (50mg, 0.143 mmol), 3-methoxy-2-methylaniline (98 mg, 0.7 14 mmol) and potassiumcarbonate (99 mg, 0.714 mmol) in THF (6 mL) and water (1.5 mL) was stirred at 95 °C for 24 h in a sealed tube. The mixture was cooled to RT, diluted with water (20 mL) and extracted with EtOAc (2 x 25 mL). The combined organic extracts were washed with 0.75 N HC1 solution (2 x 25 mL), water and brine, dried over Na2SO4 and concentrated.The crude product was purified by flash chromatography (5-10percent EtOAc in hexanegradient) to give 1 -(5-bromo-6-methoxypyridin-2-yl)-3 -((3-methoxy-2-methylphenyl)ammno)pyrrolidin-2-one (26 mg, 44percent yield) as an off-white solid. MS(ESI) m/z: 406.2(M+H) ?H NMR (400MHz, DMSO-d6) oe ppm 8.03 (d, J=8.5 Hz, 1 H), 7.87 (d, J=8.4Hz, 1 H), 6.97 (t, J=8.3 Hz, 1 H), 6.40 (d, J=8.5 Hz, 1 H), 6.34 (d, J8.0 Hz, 1 H), 5.06(d, J=7.5 Hz, 1 H), 4.58 – 4.48 (m, 1 H), 4.23 – 4.13 (m, 1 H), 3.95 (s, 3 H), 3.88 – 3.78(m, 1 H), 3.73 (s, 3 H), 2.63 – 2.54 (m, 1 H), 2.04 – 1.93 (m, 4 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; BRISTOL-MYERS SQUIBB COMPANY; GLUNZ, Peter W.; SITKOFF, Doree F.; BODAS, Mandar Shrikrishna; YADAV, Navnath Dnyanoba; PATIL, Sharanabasappa; RAO, Prasanna Savanor Maddu; THIYAGARAJAN, Kamalraj; MAISHAL, Tarun Kumar; (498 pag.)WO2016/144936; (2016); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Reference of 19500-02-8,Some common heterocyclic compound, 19500-02-8, name is 3-Methoxy-2-methylaniline, molecular formula is C8H11NO, 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.

A stirred solution of amine 2 (42.58 g, 0.31 mol) and di-tert-butyl dicarbonate (65.48 g, 0.30 mol) in THF (300 mL) was heated to maintain reflux for 4 h. After cooling to RT, the reaction mixture was concentrated under reduced pressure and the residue was dissolved in EtOAc (500 mL). The resultant solution was washed with 0.5 M citric acid (2.x.100 mL), water (100 mL), saturated aqueous NaHCO3 (200 mL), brine (200 mL) and dried over MgSO4. After filtration and removal of the solvent from the filtrate, the residue (red oil, 73.6 g) was dissolved in hexanes (500 mL) and filtered through a pad of Silica Gel (for TLC). The filtrate was evaporated under reduced pressure to provide N-Boc aniline 3 as a yellow solid. Yield: 68.1 g (96percent).

The synthetic route of 19500-02-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Chang, Han-Ting; Charmot, Dominique; Glinka, Tomasz; Cope, Michael James; Goka, Elizabeth; Shao, Jun; Cartigny, Damien; Chen, Shiah-yun; Buysse, Jerry M.; US2007/135385; (2007); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Synthetic Route of 19500-02-8, 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 19500-02-8 as follows.

A. N-tert-butoxycarbonyl-3-methoxy-2-methylaniline. By the method in Example 1, Part A, 25.8 g (188 mmol) of 3-methoxy-2-methylaniline was treated with 41 g (188 mmol) of di-tert-butyl dicarbonate to give by chromatography on silica (eluted with 25percent EtOAc/hexane) 16.4 g (80percent yield) of N-tert-butoxycarbonyl-3-methoxy-2-methylaniline. Analysis: Calc’d for C13 H19 NO3: C, 65.80; H, 8.07; N, 5.90. Found: C, 64.31; H, 7.76; N, 6.58.

According to the analysis of related databases, 19500-02-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Eli Lilly and Company; US5684034; (1997); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Some common heterocyclic compound, 19500-02-8, name is 3-Methoxy-2-methylaniline, molecular formula is C8H11NO, 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. SDS of cas: 19500-02-8

2-Methoxy-4-bromotoluene; Crude 2-methoxy-6-amino-toluene (max. 120 mmol) was suspended in HBr (48%, 48 ml) and water (120 ml) and cooled to 0C in an ice bath. Sodium nitrite (9.2 g) in water (24 ml) was added dropwise to the cold mixture, which turned yellow then brown. After 10 min, excess nitrite was destroyed by addition of urea (0.08 g) and the mixture was rapidly filtered into cold (0C) acetone (480 ml) to give a bright yellow solution. CuBr (99.999%, 18.89,131 mmol) was then added portionwise and the resulting mixture stirred at 0C for 3h. Gas evolution was observed. The mixture was allowed to warm to ambient temperature, and then concentrated in vacuo. Dichloromethane was then added and the mixture washed with sat. aq. sodium bicarbonate solution. The organic layer was separated, dried over magnesium sulphate and concentrated in vacuo to give the product (23.1 g, 96%) as a red oil. No.H (CDCl3; 250MHz) 7.18-6.77 (3H, m, aromatics), 3.83 (3H, s, OCH3), 2.32 (3H, s, CH3).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 19500-02-8, its application will become more common.

Reference:
Patent; ARAKIS LTD.; WO2005/103019; (2005); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

19500-02-8, name is 3-Methoxy-2-methylaniline, 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. Application In Synthesis of 3-Methoxy-2-methylaniline

General procedure: Ammonium thiocyanate was added to a solution of aniline in 1.0 N HCl(aq). The reaction was stirred at 100 C for 16 h-20 h,cooled to room temperature over 1 h, diluted with cold water(30 mL), and then neutralized with saturated NH4OH(aq) (pH > 7).The precipitatewas collected by vacuum filtration andwashed withwater and diethyl ether: n-hexanes (1: 3) to give the desiredproduct. The product was purified by Isco Combi-Flash Companioncolumn chromatography.

The synthetic route of 19500-02-8 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Lin, Shu-Yu; Kuo, Yu-Hsien; Tien, Ya-Wen; Ke, Yi-Yu; Chang, Wan-Ting; Chang, Hsiao-Fu; Ou, Li-Chin; Law, Ping-Yee; Xi, Jing-Hua; Tao, Pao-Luh; Loh, Horace H.; Chao, Yu-Sheng; Shih, Chuan; Chen, Chiung-Tong; Yeh, Shiu-Hwa; Ueng, Shau-Hua; European Journal of Medicinal Chemistry; vol. 167; (2019); p. 312 – 323;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem