Month: March 2021

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 1535-75-7 as follows. Quality Control of 2-(Trifluoromethoxy)aniline

General procedure: Acetamides (1a-1x, 1ab, 1ac and 1ba-1bc). To a solution of 2-phenylacetic acid (7.0mmol), 2-(trifluoromethoxy)aniline (7.7mmol) in anhydrous CH2Cl2 (25mL) were added EDCI (1.745g, 9.1mmol) and DMAP (256.6mg, 2.1mmol). The reaction mixture was stirred at room temperature overnight, diluted with HCl (1M) aqueous solution, and extracted with CH2Cl2 (3¡Á25mL). The combined organic phase was washed with saturated NaHCO3 aqueous solution and brine, dried over anhydrous Na2SO4, and concentrated under vacuum. Purification by flash chromatography (Silica gel, petroleum ether: ethyl acetate=50: 1 as eluent) gave the corresponding 2-phenyl-N-[2-(trifluoromethoxy)phenyl]acetamide compound.

According to the analysis of related databases, 1535-75-7, the application of this compound in the production field has become more and more popular.

Reference:
Article; Zhao, Xiao-Jing; Zhao, Jie; Sun, Xin; Liu, Ji-Kai; Wu, Bin; Tetrahedron; vol. 73; 25; (2017); p. 3463 – 3477;,
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707-07-3, name is (Trimethoxymethyl)benzene, 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. Safety of (Trimethoxymethyl)benzene

Raney Ni (1.5 g) is added to a mixture of commercially available nitrogen- containing 4-methyl-3-nitropyridin-2-amine x220 (4.0 g, 26.1 mmol) in methanol (150 ml), and the obtained reaction mixture is hydrogenated in the Parr apparatus at the hydrogen pressure 3 atm until the total conversion of compound x220 is attained for approximately 1.5-2 h. The catalyst is separated by filtration, the filtrate is washed with methanol, and the alcohol solution is evaporated to dryness. The residue is dissolved in sulfolane (10 ml), then PhC(OMe)3 (5.7 g, 1.2 eq, 31.3 mmol) and PTSA (0.3 g) are added, and an air reflux condenser is mounted. The apparatus is argon-blown, and the obtained reaction mixture is heated to 165 0C under vigorous stirring for 10 h. Water (100 ml), saturated aqueous NaHCC>3 (5 ml), and hexane (50 ml) are added to the reaction mixture. The obtained suspension is stirred for 5 min, and the residue is separated by filtration. The residue is washed with water (50 ml) and hexane (100 ml), and vacuum-dried over P2O5 to a constant weight at 45 0C to give 7-methyl-2-phenyl-3H-imidazo[4,5-b]pyridine x221 (2.2 g).Yield: 40 %. LC-MS (MH+): 210.

The synthetic route of 707-07-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; UCB S.A.; WO2006/128692; (2006); A2;,
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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. 1484-26-0, name is 3-Benzyloxyaniline, A new synthetic method of this compound is introduced below., Quality Control of 3-Benzyloxyaniline

Compound 19A (commercially available) (10.0 g, 50.25 mmol) was dissolved in water at room temperature and to resulting suspension K2CO3 ( 3.8 g, 27,64 mmol) was added. 3- Chloro propionylchloride (7.0 g. 55.28 mmol) was added dropwise for 30 minutes and stirred for 2 hours at room temperature The precipitate was filtered and washed with water. 1 N HCl, dried at 50 0C under vacuum overnight to provide 7.2 g of the product 19B.

The synthetic route of 1484-26-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SCHERING CORPORATION; WO2009/152200; (2009); A1;,
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Application of 1758-46-9,Some common heterocyclic compound, 1758-46-9, name is 2-Phenoxyethylamine, 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.

General procedure: To a solution of 2-phenoxy-ethylamine (5 eq.) or 2-(2-methoxyphenoxy-)ethylamine (5 eq.) in 2-methoxyethanol(25 mL per mmol of amine) the appropriate aliphatic chloride33-39 (1 eq.) and KI (cat.) was added. The mixturewas refluxed for18-48 h and concentrated. The residue was suspended in CHCl3and washed with 1M NaOH, brine, dried over anhydrous Na2SO4and concentrated. The crude was purified by flash chromatographyto give the titled compound.

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

Reference:
Article; Franchini, Silvia; Sorbi, Claudia; Linciano, Pasquale; Carnevale, Gianluca; Tait, Annalisa; Ronsisvalle, Simone; Buccioni, Michela; Del Bello, Fabio; Cilia, Antonio; Pirona, Lorenza; Denora, Nunzio; Iacobazzi, Rosa Maria; Brasili, Livio; European Journal of Medicinal Chemistry; vol. 176; (2019); p. 310 – 325;,
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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. 38336-04-8, name is 2-(Benzyloxy)-1-ethanamine, A new synthetic method of this compound is introduced below., Product Details of 38336-04-8

Benzethylethanolamine trimethylene carbonate: 2.7 g of benzyl alcoholamine modified 1,3-propanediol, 2.4 g of ethyl chloroformate and 30 ml of anhydrous tetrahydrofuran were placed in a 50 ml round bottom flask and stirred in an ice bath , 1.2 g of triethylamine dropwise, about 10 minutes drop finished. Remove the ice bath and react at room temperature for 2 hours. After filtration, the filtrate was concentrated and excess unreacted ether was added to precipitate white crystals and recrystallized three times with a mixed solvent of tetrahydrofuran and anhydrous ether in a volume ratio of 1: 3 to give white crystals in a yield of 64%. The infrared (FT-IR), nuclear magnetic resonance spectrum (1H NMR and 13C NMR) and elemental analysis (EA) data were the same as in Example 1

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; China University Of Geoscienceswuhan; ZHANG, Xiaojin; DAI, Yu; (6 pag.)CN106518836; (2017); A;,
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Adding a certain compound to certain chemical reactions, such as: 36865-41-5, name is 1-Bromo-3-methoxypropane, 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 36865-41-5, name: 1-Bromo-3-methoxypropane

To a 1 L single-neck flask were added methyl 4-bromo-2-hydroxybenzoate (44.5 g, 193 mmol) and CH3CN (450 mL). After the solid was dissolved completely by stirring, K2C03 (39.9 g, 289 mmol) and 1-bromo-3-methoxypropane (45.1 g, 289 mmol) were added in turn. The resulting mixture was heated to 80 C and stirred for 12 hours at 80 C. After the reaction was completed, the reaction mixture was cooled to 25 C and filtered. The filter cake was washed with acetonitrile (100 mL). The combined filtrates was concentrated in vacuo, and the residue was diluted with EtOAc (500 mL). The mixture was washed with saturated brine, dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated in vacuo to give the title compound as orange oil (58 g, 99.3%).MS (ESI, pos.ion) m/z: 303.2 [M¡ÂH] .

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; SUNSHINE LAKE PHARMA CO., LTD.; LIU, Xinchang; REN, Qingyun; HUANG, Jianzhou; XIONG, Zhimin; XIONG, Jinfeng; LI, You; LIU, Yang; ZOU, Zhifu; YAN, Guanghua; GOLDMANN, Siegfried; ZHANG, Yingjun; (2 pag.)WO2018/219356; (2018); A1;,
Ether – Wikipedia,
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Electric Literature of 1462-37-9, 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. 1462-37-9, name is ((2-Bromoethoxy)methyl)benzene belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a solution of methyl 2-cyanoacetate (0.885 ml, 10.09 mmol) in DMF (20.18 ml) at rt was added sodium hydride (0.969 g, 24.22 mmol), and the reaction mixture was stirred at rt for 15 min. tetrabutylammonium iodide (0.373 g, 1.009 mmol) and ((2-bromoethoxy)methyl)benzene (3.35 ml, 21.19 mmol) were added, and the reaction mixture was stirred at 90 ¡ãC for 3 h. Water was added and the aqueous layer was extracted with ether (x3). The combined organic layers were washed with brine, dried over anhydrous sodium sulfate, and filtered, and the filltrate was evaporated in vacuo to give the crude product. The crude product was purified by silica gel chromatography eluting with 0-30percent ethyl acetate/hexanes to give methyl 4-(benzyloxy)-2-(2- (0187) (benzyloxy)ethyl)-2-cyanobutanoate (2.4 g, 6.53 mmol, 64.7 percent yield) as a colorless oil. NMR (500MHz, CHLOROFORM-d) delta 7.41 – 7.27 (m, 10H), 4.49 (s, 4H), 3.78 – 3.69 (m, 5H), 3.45 (s, 3H), 2.49 – 2.40 (m, 2H), 2.06 (dt, J=14.2, 4.7 Hz, 2H).

The synthetic route of ((2-Bromoethoxy)methyl)benzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; WU, Yong-Jin; GUERNON, Jason M.; (102 pag.)WO2018/81384; (2018); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Electric Literature of 7252-83-7, A common heterocyclic compound, 7252-83-7, name is 2-Bromo-1,1-dimethoxyethane, molecular formula is C4H9BrO2, 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.

DMF (1mL) imidazole-2-carboxaldehyde in (0.41 g, 4.27mmol) to a solution containing 1.1 equivalents of 2-bromo-1,1-dimethoxyethyl(0.79 g, 4.69 mmol) It was added potassium iodide potassiumcarbonate and a catalytic amount. The reaction was heated 18 hours at 110 C.,then to dryness and evaporated, and purified using Biotage SP4 in gradientmethod 5-50% in DCM, produces the desired compound (248 mg, 1. 35mmol, 32%yield).

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; MOLECULAR INSIGHT PHARMACEUTICALS INCORPORATED; BABICH, JOHN W; (133 pag.)JP5856247; (2016); B2;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Reference of 22236-10-8, 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 22236-10-8 as follows.

A solution of 4-difiuoromethoxyaniline (258 mg, 1.62 mmol) and 4-difluoromethoxyphenyl isocyanate (300 mg, 1.62 mmol) in toluene (8.1 niL) is heated at 7O0C for 1.5 h. The resulting white solid is collected by suction filtration and dried with suction for 30 min to obtain N,N’-bis[4- (difluoromethoxy)phenyl]urea as a white solid. 1H NMR: (CD3OD) 7.45 (dd, 4H), 7.09 (dd, 4H), 6.91(dt, 2H, Ji = 56 Hz).

According to the analysis of related databases, 22236-10-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NEUROGEN CORPORATION; WO2006/49941; (2006); A2;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Synthetic Route of 6358-77-6, The chemical industry reduces the impact on the environment during synthesis 6358-77-6, name is 5-Bromo-2-methoxyaniline, I believe this compound will play a more active role in future production and life.

Step 1: water (5 mL), boric acid (55 mg, 0.89 mmol) and glycerol (2-3 drops) were added to a stirred solution of 5-bromo-2-methoxyaniline (600 mg, 2.97 mmol) and divinylsulfone (351 mg, 2.97 mmol). The resulting mixture was stirred at reflux for 18h. The reaction mixture was cooled to rt and extracted withEtOAc. The organic layer was washed three times with water, dried over Mg504, filtered and the solution was evaporated under reduced pressure. Thecrude product was purified by silica gel column chromatography using Hexanes/EtOAc (50:50) as eluent yielding 4-(5-bromo-2-methoxyphenyl)-1- thiomorpholine-1,1-dione Ex.49a (900 mg, 95%). 1H NMR (400 MHz, DMSOd6, d in ppm): 3.22 (t, 4H, J=5.2Hz), 3.41-3.46 (m, 4H), 3.80 (s, 3H), 6.92-6.96(m, 1H), 7.12 (d, 1H, J=2.4Hz), 7.18 (dd, 1H, J=8.6Hz, J=2.4Hz).

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

Reference:
Patent; GENFIT; DELHOMEL, Jean-Francois; PERSPICACE, Enrico; MAJD, Zouher; PARROCHE, Peggy; WALCZAK, Robert; BONNET, Pascal; FOGHA, Jade; (144 pag.)WO2018/138359; (2018); A1;,
Ether – Wikipedia,
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