Month: September 2021

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., COA of Formula: C8H11NO

EXAMPLE 1 3-Methoxy-4-methyl-N-pivaloylaniline STR7 5.1 g (37 mmol) of 3-methoxy-4-methylaniline are dissolved in 70 ml of methylene chloride, and treated with 70 ml of satd. NaHCO3 solution and with 4.6 ml (37 mmol) of pivaloyl chloride. After stirring vigorously for 12 hours, the organic phase is separated off, washed with 1N hydrochloric acid and water, dried over magnesium sulphate and concentrated in vacuo. The product is obtained in crystalline form and is further processed without further purification. Yield: 6.2 g (76% of theory) of colourless solid

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 16452-01-0.

Reference:
Patent; Bayer Aktiengesellschaft; US5190971; (1993); A;,
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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. 4393-09-3, name is (2,3-Dimethoxyphenyl)methanamine, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C9H13NO2

Step 1 Preparation of 5-Bromo-N-(2,3-dimethoxybenzyl)-8-hydroxy-1,6-naphthyridine-7-carboxamide Into a round bottom flask fitted with a gas inlet, condenser and a magnetic stirring bar was placed methyl 8-(benzoyloxy)-5-bromo-1,6-naphthyridine-7-carboxylate (0.4 g, 1.03 mmol), 2,3-dimethoxybenzylamine (0.432 g, 0.38 mL, 2.58 mmol) and 10 mL toluene. This mixture was refluxed for 18 hours, after which the reaction was cooled and the solvent removed in vacuo. The resulting residue was triturated with diethyl ether and filtered to yield 5-bromo-N-(2,3-dimethoxybenzyl)-8-hydroxy-1,6-naphthyridine-7-carboxamide as a light yellow solid. 1H NMR (CDCl3, 400 MHz) delta 9.18 (1H, dd, J=1.6 Hz, 4.2 Hz); 8.53 (1H, dd, J=1.6 Hz, 8.5 Hz); 8.26 (1H, m); 7.72 (1H, dd, J=4.2 Hz, 8.5 Hz); 6.84-7.04 (3H, m); 4.72 (2H, d, J=6.2 Hz); 3.97 (3H, s); 3.89 (3H, s).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 4393-09-3.

Reference:
Patent; Anthony, Neville J.; Gomez, Robert P.; Young, Steven D.; Egbertson, Melissa; Wai, John S.; Zhuang, Linghang; Embrey, Mark; Tran, LeKhanh; Melamed, Jeffrey Y.; Langford, H. Marie; Guare, James P.; Fisher, Thorsten E.; Jolly, Samson M.; Kuo, Michelle S.; Perlow, Debra S.; Bennett, Jennifer J.; Funk, Timothy W.; US2003/55071; (2003); 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. 1535-75-7, name is 2-(Trifluoromethoxy)aniline, A new synthetic method of this compound is introduced below., Formula: C7H6F3NO

General procedure: To a mixture of substituted phenyl amine (0.06 mol) and 20% HCl (50 mL), NaNO2 (0.123 mol) in H2O (200 mL) was added drop-wise at 0 C. After the completion of addition, the reaction mixture was stirred at this temperature for 30 min, and then it is dropped into the mixture of appropriate intermediate (10a or 10b) (0.047 mol), sodium acetate anhydrous (10.2 g, 0.124 mol), EtOH (200 mL) at 0 C. Upon completing the addition, the mixture was filtered and the cake was dried to give light yellow to white solid (11a-t, 12a and 12b) yielded 75-80%.

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; Li, Sai; Zhao, Yanfang; Wang, Kewen; Gao, Yali; Han, Jianming; Cui, Bingbing; Gong, Ping; Bioorganic and Medicinal Chemistry; vol. 21; 11; (2013); p. 2843 – 2855;,
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These common heterocyclic compound, 14869-41-1, name is 2-(2-Chloroethoxy)acetic acid, 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. HPLC of Formula: C4H7ClO3

In a glass RBF equipped with a Teflon-coated magnetic stirrer was dissolved (2-chloro-ethoxy)- acetic acid (1 eq.) in dichlormethane (0.67 M). To this was then added sequentially pyridine (2.5 eq.) and thionyl chloride (1.5 eq.), the latter of which was added drop-wise over 10 mm. The resulting orange solution was stirred at RT under nitrogen for 30 mm before 2-bromo-4-fluoro-5- nitro-phenylamine (1 eq.) was added drop-wise as a solution in dichloromethane (0.67 M). Finally, triethylamine (3.5 eq.) and DMAP (0.1 eq.) were added and the resulting mixture was allowed to stir at RT for 18 h. The reaction was quenched with the addition of water and extracted with EtOAc. The combined organic extracts were then washed further with water and brine, dried over MgS 04, filtered and the filtrate concentrated in vacuo. Further purification by way of column chromatography (Si02, gradient elution, 9:1 (v/v) Hex: EtOAc – EtOAc) furnish the desired product as an orange oil that solidified upon standing (51percent yield).

The synthetic route of 2-(2-Chloroethoxy)acetic acid has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK PATENT GMBH; JORAND-LEBRUN, Catherine; LAN, Ruoxi; CHEN, Austin; CLARK, Ryan C.; (268 pag.)WO2017/49068; (2017); A1;,
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Synthetic Route of 175278-17-8,Some common heterocyclic compound, 175278-17-8, name is 2-Bromo-4-(trifluoromethoxy)aniline, molecular formula is C7H5BrF3NO, 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.

Example 169 4- [3- (2-Bromo-4-trifluoromethoxy-phenyl)-ureido]-2-methoxy-benzoic acid methyl ester To a cooled (0C) solution of phosgene (20% solution in toluene, 2.76 ml, 5.52 mmol) in dry dichloromethane (75 ml) was added, under an argon atmosphere, methyl 4-amino-2- methoxybenzoate (1g, 5.52 mmol) in one portion, followed by a dropwise addition of diisopropylethylamine (1.92 ml, 11.04 mmol). The mixture was stirred for 15 minutes at 0C prior to the addition of 2-bromo-4 (trifluoromethoxy) aniline (0. 83 ml, 5.52 mmol). The reaction mixture was stirred at 0C for a further 2 hours and then was allowed to stir at room temperature overnight. The organic phase was washed with 1 N aq. HCI (2x), sat. aq. NaHCO3, dried over MgS04 and concentrated in vacuo to give a solid residue which was recrystallized in hot acetonitrile. The fine crystalline solid was filtered off, washed with cold acetonitrile and dried in vacuo to give the title compound Ex 169 as a pale-orange solid (1.64g, 3.54 mmol, 64%). ‘H-NMR (DMSO-d6) : J 3.74 (s, 3H), 3.80 (s, 3H), 7.02 (d, 1H), 7.38 (s, 1H), 7.42 (d, 1H), 7.69 (d, 1H), 7.74 (s, 1H), 8.17 (d, 1H), 8. 36 (s, 1H), 9.85 (s, 1H)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Bromo-4-(trifluoromethoxy)aniline, its application will become more common.

Reference:
Patent; 7TM PHARMA A/S; WO2003/87045; (2003); A1;,
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Related Products of 20781-20-8, 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 20781-20-8 as follows.

A mixture of 2-chloropyrimidine (2.00 g, 17.50 mmol), (2,4-dimethoxyphenyl)methanamine (2.92 g, 17.50 mmol) and potassium carbonate (2.90 g, 21.00 mmol) in anhydrous acetonitrile (20 mL) was degassed with by sparging with nitrogen, and then stirred to 80 C. for 10 h. After cooling to ambient temperature, the reaction mixture was concentrated in vacuo. The residue was purified by column chromatography, eluting with 50% of petroleum ether in ethyl acetate, to afford the title compound as a yellow solid (2.10 g, 49% yield): 1H NMR (400 MHz, CDCl3) delta8.27 (d, J=4.5 Hz, 2H), 7.24 (d, J=8.3 Hz, 1H), 6.50 (t, J=4.8 Hz, 1H), 6.47 (d, J=2.5 Hz, 1H), 6.43 (dd, J=8.3, 2.5 Hz, 1H), 5.58 (br s, 1H), 4.55 (d, J=6.0 Hz, 2H), 3.83 (s, 3H), 3.80 (s, 3H).

According to the analysis of related databases, 20781-20-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Xenon Pharmaceuticals Inc.; Andrez, Jean-Christophe; Bogucki, David Earl; Burford, Kristen Nicole; Chowdhury, Sultan; Cohen, Charles Jay; Decker, Shannon Marie; Dehnhardt, Christoph Martin; Devita, Robert Joseph; Empfield, James Roy; Focken, Thilo; Grimwood, Michael Edward; Hasan, Syed Abid; Jia, Qi; Johnson, JR., James Philip; Wilson, Michael Scott; Zenova, Alla Yurevna; (287 pag.)US2018/162868; (2018); 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. 41789-95-1, name is 1-(3-Methoxyphenyl)-N-methylmethanamine, A new synthetic method of this compound is introduced below., Safety of 1-(3-Methoxyphenyl)-N-methylmethanamine

General procedure: To a solution of bromobenzoyl chloride (2 mmol) was added the corresponding N-methylaniline (2 mmol) followed by Et3N (2 mmol) in CH2Cl2 (10 mL) at 0 C. After a few minutes, the ice bath was removed and the reaction mixture was warmed up to room temperature and stirred at room temperature overnight. The reaction mixture was extracted twice with CH2Cl2 (2 × 15 mL). The organic layer was dried over MgSO4, filtered and the solution was concentrated under reduced pressure. The residue was purified by silica gel column chromatography using hexanes and EtOAc as eluent or by trituration in a mixture of diethyl ether / petroleum ether to afford the desired compound.

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; Gargano, Emanuele M.; Allegretta, Giuseppe; Perspicace, Enrico; Carotti, Angelo; Van Koppen, Chris; Frotscher, Martin; Marchais-Oberwinkler, Sandrine; Hartmann, Rolf W.; PLoS ONE; vol. 10; 7; (2015);,
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Electric Literature of 592-55-2, 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 592-55-2 as follows.

Add 3 g of potassium hydroxide solid to a 250 mL flask, then add 30 mL of DMF and stir well. After the above system was stirred for 10 minutes, 2 g of compound 2 was added thereto, and then the system was stirred for 30 minutes. Subsequently, 1.38 mL of was added2-bromoethyl ether, the reaction 18 hours at room temperature. After the reaction was completed, the above system was poured into 400 mL of water and extracted with 400 mL of dichloromethane. The organic layer was dried with 4 g of anhydrous magnesium sulfate and the solvent was evaporated to give a white product in a yield of 81%.

According to the analysis of related databases, 592-55-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Shandong University; Yu Xiaoqiang; Tian Minggang; He Xiuquan; Zhang Ruoyao; (11 pag.)CN106632264; (2017); A;,
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Application of 886762-08-9, 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. 886762-08-9, name is 5-Bromo-2-(trifluoromethoxy)aniline, This compound has unique chemical properties. The synthetic route is as follows.

To a solution of 2-trifluoromethoxy-5-bromo-phenylamine (5.12 g, 20 mmol) in EtOH (50 niL) at 00C was added a solution of acetic anhydride (4.7 rnL, 50 mmol) in EtOH (10 mL). The mixture was stirred at room temperature overnight. The solvent was evaporated to drieness and the solid was tritured with diethyl ether and filtered to give 5.64 g (95% yield) of N-(5-bromo-2-trifluoromethoxy-phenyl)-acetamide . 1H NMR (400 MHz, DMSO-d6) delta ppm: 2.11 (s, 3 H) 7.39 (m, 2 H) 8.21 (s, 1 H) 9.87 (s, 1 H); MS (ESI): 257 [M+H]+.

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

Reference:
Patent; NERVIANO MEDICAL SCIENCES S.R.L.; WO2009/71480; (2009); A2;,
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Application of 54149-17-6, A common heterocyclic compound, 54149-17-6, name is 1-Bromo-2-(2-methoxyethoxy)ethane, molecular formula is C5H11BrO2, 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.

1-(2-Bromo-ethoxy)-2-methoxy-ethane (107 mg, 0.58 mmol) was added to a suspension of 4- hydroxy-2-(4-methoxy-benzyl)-isoindole-1 ,3-dione (150 mg, 0.53 mmol) and potassium carbonate (200 mg, 1.4 mmol) in DMF (2 mL). After 3.5 hours, a catalytic amount of potassium iodide was added. After a further 17 hours, the mixture was warmed to 60C. After 3 hours, an additional amount of 1-(2-bromo-ethoxy)-2-methoxy-ethane (20 mg, 0.11 mmol) was added and the mixture maintained at 6O0C for a further 20 hours. The mixture was concentrated in vacuo then the residue was taken up in ethyl acetate and washed with potassium carbonate solution and brine. The organic phase was dried (MgSO4) and concentrated to give the title compound as a yellow oil (149 mg, 73%). 1H NMR (methanol-d4) 7.71 (1 H, t), 7.43-7.40 (2H, m), 7.31-7.27 (2H, m), 6.87-6.83 (2H, m), 4.71 (2H, s), 4.37-4.34 (2H, m), 3.92-3.89 (2H, m), 3.77-3.74 (5H, m), 3.55-3.53 (2H, m), 3.33 (3H, s). MS: [M+H]+ 386.

The synthetic route of 54149-17-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTEX THERAPEUTICS LIMITED; WO2008/44041; (2008); A1;,
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