Category: 16452-01-0

Synthetic Route of 16452-01-0, 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. 16452-01-0 name is 3-Methoxy-4-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.

A mixture of 0.339 g (2 mmol) 2-Chlorobenzthiazole (commercially available) and 0.275 g (2 mmol) 3-methoxy-4-methylaniline (commercially available) in 4 ml acetic acid was heated to 115 C. for 4 h. After cooling to room temperature the mixture was subjected to preparative HPLC separation on reversed phase eluting with an acetonitrile/water gradient. The product fractions of Benzothiazol-2-yl-(3-methoxy-4-methyl-phenyl)-amine were evaporated to dryness and reacted according to the procedure described for Example 2 with 2-chlorobenzoyl chloride to yield the title compound. MS (m/e): 409.3 (MH+, 100%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-Methoxy-4-methylaniline, and friends who are interested can also refer to it.

Reference:
Patent; Nettekoven, Matthias Heinrich; Roever, Stephan; US2004/266845; (2004); A1;,
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Electric Literature of 16452-01-0,Some common heterocyclic compound, 16452-01-0, name is 3-Methoxy-4-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.

Reference Intermediate R2 4-methyl-3-(methyloxy)phenol [1376] 4-methyl-3-(methyloxy)aniline (Reference Intermediate R1, 1.86 g) in water (100 mL)/ H2SO4 (30 mL, 563 mmol) at 0 C. a solution of sodium nitrite (1.029 g, 14.91 mmol) in water (10 mL) was slowly added and the reaction mixture was stirred for 30 minutes at 0 C. The reaction mixture was slowly added to a solution of H2SO4 98% (20 mL) in Water (80 mL) pre-heated at 90 C. and stirred at this temperature for 1 h. After cooling the mixture was extracted with Et2O (2×200 mL), the organic layer was dried on sodium sulphate, filtered and evaporated to afford the title compound (1.86 g) as a red/brown oil. [1378] 1H-NMR (400 MHz, DMSO-d6) delta ppm: 9.14 (1H, br.s), 6.87 (1H, d), 6.35 (1H, d), 6.24 (1H, dd), 3.71 (3H, s), 2.01 (3H, s); UPLC_B: 0.63 min, 137 [M-H]-.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-Methoxy-4-methylaniline, its application will become more common.

Reference:
Patent; AUTIFONY THERAPEUTICS LIMITED; Alvaro, Giuseppe; Dambruoso, Paolo; Tommasi, Simona; Decor, Anne; Large, Charles; US2013/267510; (2013); A1;,
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Electric Literature of 16452-01-0, 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. 16452-01-0, name is 3-Methoxy-4-methylaniline, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: A mixture of the corresponding carboxylic acid (1.0 equiv.), an appropriate amine (2 equiv.), propylphosphonic anhydride (4 equiv.) and N,N- diisopropylethylamine (3.0 equiv.) was stirred in THF or acetonitrile at an elevated temperature for 3 – 16 h. After complete reaction the mixture was purified by silica gel chromatography or by preparative liquid chromatography

The chemical industry reduces the impact on the environment during synthesis 3-Methoxy-4-methylaniline. I believe this compound will play a more active role in future production and life.

Reference:
Patent; THOMAS HELLEDAYS STIFTELSE FOeR MEDICINSK FORSKNING; CAZARES-KOeRNER, Armando; HELLEDAY, Thomas; VISNES, Torkild; WALLNER, Olov; KOOLMEISTER, Tobias; (294 pag.)WO2019/166639; (2019); A1;,
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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. 16452-01-0, name is 3-Methoxy-4-methylaniline, A new synthetic method of this compound is introduced below., COA of Formula: C8H11NO

General procedure: 1,3-bis(3,4-dichlorophenyl)urea (1). 3,4-dichlorophenylisocyanate (200 mg, 1.064 mmol) and 3,4-dichloroaniline (172 mg, 1.064 mmol) were dissolved in 10 mL of anhydrous dioxane. The reaction mixture was warmed to 55 C, stirred under nitrogen over night and then cooled to room temperature (RT). The solvent was removed under vacuum and the crude was crystallized twice in ethyl acetate/hexane to afford 1 (181 mg, 49%).

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:
Article; Denoyelle, Severine; Chen, Ting; Chen, Limo; Wang, Yibo; Klosi, Edvin; Halperin, Jose A.; Aktas, Bertal H.; Chorev, Michael; Bioorganic and Medicinal Chemistry Letters; vol. 22; 1; (2012); p. 402 – 409;,
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Electric Literature of 16452-01-0, 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. 16452-01-0, name is 3-Methoxy-4-methylaniline, This compound has unique chemical properties. The synthetic route is as follows.

Step 1 : 6-Methyl-7-methoxy-quinolineglycerol(2.5 eq) FeSO4«7H2O( 0.03 eq)[0182] Using a minimal amount of dioxane, 3-methoxy-4-methylaniline (5.00 g, 36.5 mmol) was slowly added to a mixture of sodium m-nitrobenzenesulfonate (6.62 g, 29.4 mmol), MsOH (20 mL), and FeSO4*7H2O (0.39 g, 1.4 mmol) in a 10OmL round bottom flask heated to an internal temperature of 145-155 0C. Glycerol( 10.75 g, 116.8 mmol) was then added dropwise via addition funnel while keeping the internal temperature at 145-155C. After addition, the reaction was stirred in a 150 0C oil bath until LCMS indicated completion (4-6 h). After being cooled to rt, ice (2Og) was added, then the solution was neutralized with IO N NaOH (calculated to same eq of MsOH) at a speed to keep the internal temperature below 40 0C. A thick suspension appeared after addition, and this was extracted with EtOAc (50 mL x 3). The organic layer was filtered through a Celite pad to remove insoluble black particles and then purified by flash column chromatography on silica gel to give the desired product (5.0 g, 79%). MS (ES) mlz 174.1 (M+ H+).

The chemical industry reduces the impact on the environment during synthesis 3-Methoxy-4-methylaniline. I believe this compound will play a more active role in future production and life.

Reference:
Patent; CHEMOCENTRYX, INC.; CHEN, Xi; FAN, Pinchen; GLEASON, Mark, M.; JAEN, Juan, C.; LI, Lianfa; MCMAHON, Jeffrey, P.; POWERS, Jay; ZENG, Yibin; ZHANG, Penglie; WO2010/54006; (2010); A1;,
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Application of 16452-01-0, A common heterocyclic compound, 16452-01-0, name is 3-Methoxy-4-methylaniline, molecular formula is C8H11NO, 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.

Reference Production Example 79 (1473) A mixture of 6.85 g of 3-methoxy-4-methylaniline and 150 mL of chloroform was cooled to 0 C. and 26.5 g of tetrabutylammonium tribromide was added, followed by stirring at the same temperature for 20 minutes. To the reaction mixture, chloroform was added. The organic layer was washed with a sodium bicarbonate solution, an aqueous sodium sulfite solution, water, and a saturated saline solution, dried over anhydrous sodium sulfate, and then concentrated under reduced pressure. (1474) The residue thus obtained was subjected to silica gel column chromatography to obtain 7.85 g of 2-bromo-5-methoxy-3-methylalanine. (1475) 1H-NMR (CDCl3) delta: 2.08 (3H, s), 3.76 (3H, s), 3.93 (2H, br s), 6.28 (1H, s), 7.12 (1H, s).

The synthetic route of 16452-01-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; AZUMA, Shuhei; ARIMORI, Sadayuki; MAEHATA, Nao; (235 pag.)US2016/150787; (2016); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Application of 16452-01-0, A common heterocyclic compound, 16452-01-0, name is 3-Methoxy-4-methylaniline, molecular formula is C8H11NO, 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.

General procedure: In a threaded ACE glass pressure tube with a sealed Teflon screw cap equipped with a magnetic stirring bar, a mixture of 11a (0.200 g, 1.65 mmol), 12a (0.185 g, 1.65 mmol), p-TsOH (0.028 g, 0.16 mmol), and MS 4A (0.20 g) in toluene (10 mL) was stirred and heated at 130 C for 4.5 h under microwave irradiation (100 W). The solvent was removed under vacuum and the residue purified by column chromatography (silica gel, hexane-EtOAc, 98:2) to give 7a (0.32 g, 91%) as a brownish oil; Rf = 0.75 (hexane-EtOAc, 7:3).

The synthetic route of 16452-01-0 has been constantly updated, and we look forward to future research findings.

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. 16452-01-0, name is 3-Methoxy-4-methylaniline, This compound has unique chemical properties. The synthetic route is as follows., Formula: C8H11NO

full text is not avalable from article

According to the analysis of related databases, 16452-01-0, the application of this compound in the production field has become more and more popular.

16452-01-0, name is 3-Methoxy-4-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. HPLC of Formula: C8H11NO

General procedure: 1,3-bis(3,4-dichlorophenyl)urea (1). 3,4-dichlorophenylisocyanate (200 mg, 1.064 mmol) and 3,4-dichloroaniline (172 mg, 1.064 mmol) were dissolved in 10 mL of anhydrous dioxane. The reaction mixture was warmed to 55 C, stirred under nitrogen over night and then cooled to room temperature (RT). The solvent was removed under vacuum and the crude was crystallized twice in ethyl acetate/hexane to afford 1 (181 mg, 49%).

The synthetic route of 16452-01-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Denoyelle, Severine; Chen, Ting; Chen, Limo; Wang, Yibo; Klosi, Edvin; Halperin, Jose A.; Aktas, Bertal H.; Chorev, Michael; Bioorganic and Medicinal Chemistry Letters; vol. 22; 1; (2012); p. 402 – 409;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Related Products of 16452-01-0, 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. 16452-01-0, name is 3-Methoxy-4-methylaniline, This compound has unique chemical properties. The synthetic route is as follows.

full text is not avalable from article

The chemical industry reduces the impact on the environment during synthesis 3-Methoxy-4-methylaniline. I believe this compound will play a more active role in future production and life.

Reference:
Article; Nino, Patricia; Caba, Marta; Aguilar, Nuria; Terricabras, Emma; Albericio, Fernando; Fernandez, Joan-Carles; Indian Journal of Chemistry – Section B Organic and Medicinal Chemistry; vol. 55B; 7; (2016); p. 854 – 881;,
Ether – Wikipedia,
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