Month: May 2021

Synthetic Route of 166530-78-5, 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. 166530-78-5, name is (5-Bromo-2-methoxyphenyl)methanamine, This compound has unique chemical properties. The synthetic route is as follows.

A solution of 5-bromo-2-methoxybenzaldehyde 11 (1 g, 4.65 mmol) and hydroxylaminehydrochloride (388 mg, 5.58 mmol) in ethanol (2.8 mL) was stirred for 1 h at room temperature.Subsequently, hydrochloric acid (12 M, 1.6 mL, 18.6 mmol) and zinc dust (760 mg, 11.62 mmol)slowly were added to the solution and the mixture was stirred at room temperature for 15 min. Asolution of ammonia (30%, 2.8 mL) and sodium hydroxide (6 M, 2.8 mL) was added dropwise tothe resulting slurry, and the mixture was stirred at room temperature for 15 min. Then, theresultant solution was extracted with CH2Cl2, dried over anhydrous sodium sulfate, and filtered.The solvent was removed under vacuum to afford the crude benzyl amine. The residue wasdissolved in CH2Cl2 (20 mL) which was then followed by the addition of Boc2O (1.52 g, 7.0mmol) and Et3N (710 mg, 7.0 mmol) at rt, the mixture was stirred for 2 h. After completion ofthe reaction, water was added into it, organic phase was separated and aqueous layer wasextracted with CH2Cl2 (3 × 20 mL). Organic phases were combined, washed with brine, driedover anhyd.Na2SO4 and concentrated to get crude boc-amine, which was then purified by columnchromatography (100-200 mesh size) using ethyl acetate:pet ether (1:9) as an eluent to affordpure boc-protected benzyl amine 12 (1.47 g).

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

Reference:
Article; Lalwani, Komal G.; Sudalai, Arumugam; Synlett; vol. 27; 9; (2016); p. 1339 – 1343;,
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These common heterocyclic compound, 126940-10-1, name is 1-Fluoro-3-(methoxymethoxy)benzene, 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. Safety of 1-Fluoro-3-(methoxymethoxy)benzene

To a solution of n-BuLi (76.85 ml, 192.122mmol, 1 eq) in THF (300ml) was added TMEDA (29.89 ml, 99.807 mmol, 1 .04 eq), the mixture was cooled to -78C and stirred for 1 h. Compound 2 (30g, 192.122 mmol, 1 eq) in THF (75ml) was added to it drop wise under argon, then reaction mass was stirred for 2hr at -78C, followed by addition of Trim ethyl borate at the same temperature. Then the mixture was slowly warmed to rt stirred for 16h. Then the reaction mass was cooled to 0C, then 30% H2O2 (18 ml) solution was added slowly drop wise. The reaction mass was warmed to rt and stirred at for 1 h. TLC analysis indicated formation of polar spot. The reaction mixture was dissolved in EtOAc (300ml) and washed with brine (2 x 50ml) & water (2x 50ml). The separated organic layer was dried over Na2S04 and concentrated under reduced pressure to give a crude product; which was purified by column chromatography (silica gel100-200mesh) using 8%petroleum ether as an eluent to give compound 3 ( 25g, 75.55% ) as a colorless oil.

The synthetic route of 1-Fluoro-3-(methoxymethoxy)benzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ONTARIO INSTITUTE FOR CANCER RESEARCH (OICR); AL-AWAR, Rima; ISAAC, Methvin; CHAU, Anh My; MAMAI, Ahmed; WATSON, Iain; PODA, Gennady; SUBRAMANIAN, Pandiaraju; WILSON, Brian; UEHLING, David; PRAKESCH, Michael; JOSEPH, Babu; MORIN, Justin-Alexander; (441 pag.)WO2019/153080; (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. 27841-33-4, name is 4,5-Dimethoxybenzene-1,2-diamine, A new synthetic method of this compound is introduced below., Quality Control of 4,5-Dimethoxybenzene-1,2-diamine

EXAMPLE XVII 6,7-Dimethoxy-3-methyl-3,4-dihydroquinoxalin-2(1H)-one 4,5-Dimethoxy-1,2-dinitrobenzene (34.2 g, 0.15 mol) was hydrogenated in 500 ml of methanol with Raney nickel catalysis using 1 atm hydrogen. After the calculated amount of hydrogen had been taken up, the process was stopped, the catalyst was removed by filtration with suction, and the solvent was stripped off in vacuo. To remove the water completely, the mixture was taken up twice in methanol and reconcentrated. 4,5-Dimethoxy-1,2-phenylenediamine (24.0 g), which remained as a brown oil, was refluxed for 48 hours in 200 ml of ethanol (96%) together with 17.1 ml (0.15 mol) of methyl 2-chloropropionate, with an addition of 21.0 ml (0.15 mol) of triethylamine. The solution, which was very dark, was concentrated, the concentrate was taken up in ethyl acetate, the mixture was washed twice with water and dried (sodium sulfate), and the solvent was stripped off in vacuo. The crude product was crystallized by stirring with diethyl ether (6.2 g, 19%). A analytically pure sample of melting point 151 C. was obtained by silica gel chromatography using ethyl acetate as the eluent. 1H NMR (60 MHz, d6-DMSO): delta=1.22 (d, J=7 Hz, 3 H), 3.63 (s, 3 H), 3.67 (s, 1 H), 3.6-3.7 (m, 1 H), 5.62 (br. s, 1 H), 6.40 (s, 1 H), 6.45 (s, 1H), 9.90 ppm (br. s, 1 H). MS: M+=222.

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; Aventis Pharma Deutschland GmbH; US6369057; (2002); B1;,
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Adding a certain compound to certain chemical reactions, such as: 239122-51-1, name is 5-Bromo-3-fluoro-2-methoxyaniline, 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 239122-51-1, Product Details of 239122-51-1

A solution of 2 (1 eq) and sodium carbonate (1.5 eq) in acetone was stirred in an ice bath under an atmosphere of nitrogen. Thiophosgene (1.5 eq) was added drop wise over 30 minutes. The reaction was stirred for another 30 minutes in the ice bath before being removed and allowed to warm to RT. The reaction was stirred at RT for 1.5 h before the reaction solution was concentrated under vacuum. Toluene was added to the crude product and removed under vacuum to azetrope off any residual thiophosgene and afford the product 3. MS: MH+=262

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; Amiri, Payman; Fantl, Wendy; Levine, Barry Haskell; Poon, Daniel J.; Ramurthy, Savithri; Renhowe, Paul A.; Subramanian, Sharadha; Sung, Leonard; US2004/122237; (2004); 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. 92028-21-2, name is 6-Methoxy-[1,1′-biphenyl]-3-amine hydrochloride, A new synthetic method of this compound is introduced below., COA of Formula: C13H14ClNO

Under nitrogen, compound X (from Example 38 part a) (5.0 g, 16.7 mmol) was mixed with toluene (80 mL) and 4-methoxy-3-phenylaniline hydrochloride (4.3 g, 18.3 mmol) was added to form a slurry. 2,2′-Bis(diphenylphosphino)-1,1′-binaphthyl (1.6 g, 2.5 mmol) was added, followed by tris(dibenzylideneacetone)dipalladium(0) (760 mg, 0.83 mmol) and finally sodium tert-butoxide (5.3 g, 55 mmol). The mixture was heated at 90 C. for 150 min and then cooled to room temperature. Water (150 mL) was added followed by ethyl acetate (150 mL) and the phases partitioned. The aqueous layer was extracted with ethyl acetate (150 mL) and the combined organics washed three times with 0.5 M sodium bisulfate (200 mL), once with saturated sodium bicarbonate (150 mL) and twice with saturated sodium chloride (150 mL). The organics were dried over magnesium sulfate (50 g) and the volatiles removed under vacuum to give N-tert-butoxycarbonyl-2-[4-(3-[phenyl-4-methoxyphenyl)aminophenyl]ethylamine (LL) (8.4 g) which was used without further purification.

The synthetic route of 92028-21-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Moran, Edmund J.; Jacobsen, John R.; Leadbetter, Michael R.; Nodwell, Matthew B.; Trapp, Sean G.; Aggen, James; Church, Timothy J.; US2003/229058; (2003); A1;,
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Related Products of 6850-60-8,Some common heterocyclic compound, 6850-60-8, name is (4-Ethoxyphenyl)methanamine, molecular formula is C9H13NO, 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: A solution of carboxylic acid (0.5 mmol) and HATU (0.55 mmol)in anhydrous DMF (2 mL) was stirred at ambient temperature for10 min. To this solution, DIPEA (0.6 mmol) and correspondingamine (0.54 mmol) were added successively and the mixture wasstirred for 18 h. After concentration under reduced pressure, thereaction mixture was treated with water (5 mL) and extracted withDCM (2 5 mL). After evaporation of the solvent, the residue wascrystallized from an appropriate solvent or subjected to columnchromatography on silica gel (DCM/MeOH) or preparative HPLC

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

Reference:
Article; Krasavin, Mikhail; Gureyev, Maxim A.; Dar’in, Dmitry; Bakulina, Olga; Chizhova, Maria; Lepikhina, Anastasia; Novikova, Daria; Grigoreva, Tatyana; Ivanov, Gleb; Zhumagalieva, Aisulu; Garabadzhiu, Alexander V.; Tribulovich, Vyacheslav G.; Bioorganic and Medicinal Chemistry; vol. 26; 9; (2018); p. 2651 – 2673;,
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Adding a certain compound to certain chemical reactions, such as: 10075-63-5, name is 1,5-Dimethoxynaphthalene, 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 10075-63-5, Application In Synthesis of 1,5-Dimethoxynaphthalene

To a suspensionof 1,5-dimethoxy-naphthalene (3.76 g, 20 mmol)in acetonitrile (50 mL) was added NBS (3.9 g,22 mmol) at room temperature. Upon stirring for 2 h,the precipitate was filtered off and washed with acetonitrile thus giving the crude product which wasrecrystallized from methanol and dried. Cyan-bluesolid, yield 88%. 1H NMR spectrum, delta, ppm: 3.85 s(3H), 3.90 s (3H), 6.74-7.13 m (2H), 7.29-7.48 m(1H), 7.54-7.87 m (2H). 13C NMR spectrum, delta, ppm:55.51, 55.72, 105.05, 107.99, 108.26, 114.92, 125.94,128.76, 132.23, 133.67, 154.69, 155.48.

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, 1,5-Dimethoxynaphthalene, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Dong; Zhang; Huang; Meng; Li; Russian Journal of General Chemistry; vol. 87; 4; (2017); p. 837 – 841; Zh. Obshch. Khim.; vol. 87; 4; (2017); p. 837 – 841,5;,
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Adding a certain compound to certain chemical reactions, such as: 151414-47-0, name is 2,6-Difluoro-4-methoxyaniline, 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 151414-47-0, Recommanded Product: 151414-47-0

c) N-(2,6-difluoro-4-methoxyphenyl)-2-ri-(4-fluorophenyl)-3-r2-(4- methoxyphenyl)ethyll-5-oxo-2-sulfanylideneimidazolidin-4-yllacetamide (example 97) Oxalyl chloride (65 mu; 0.74 mmol; 2 eq) and dimethylformamide (1 drop) were added to a solution of 2-[l-(4-fluorophenyl)-3-[2-(4-methoxyphenyl)ethyl]-5-oxo-2- sulfanylideneimidazolidin-4-yl]acetic acid (1-21) (150 mg; 0.37 mmol; 1 eq) in dichloromethane (6 mL). The reaction mixture was stirred at room temperature for 2 hours. Then, 2,6-difluoro-4-methoxyaniline (T61) (89 mg; 0.56 mmol; 1.5 eq) and pyridine (90 mu; 1.11 mmol; 3 eq) were added. The reaction mixture was stirred at room temperature for 4 hours. Water (20 mL) was added and the aqueous layer was extracted with ethyl acetate (3 x 35 mL). The combined organic layers were washed with saturated sodium chloride (20 mL), dried over sodium sulfate, filtered and concentrated under reduced pressure. The crude was purified on silica gel using dichloromethane/ethyl acetate (95/5) as an eluent. After trituration in diethyl ether/ethanol the title compound N-(2,6-difluoro-4-methoxyphenyl)-2-[l-(4- fluorophenyl)-3-[2-(4-methoxyphenyl)ethyl]-5-oxo-2-sulfanylideneimidazolidin-4- yl]acetamide was obtained in 10% yield (20 mg) as a white powder. 1H-NMR (DMSO-d6): delta (ppm) 2.92 (m, 2H), 3.14 (m, 1H), 3.41 (m, 1H), 3.76 (m, 7H), 4.1 (m, 1H), 4.73 (s, 1H), 6.85 (m, 4H), 7.3 (m, 6H), 9.8 (s, 1H); MS (ESI+): m/z = 544.2 [M+H]+.

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, 2,6-Difluoro-4-methoxyaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; VIVALIS; GUEDAT, Philippe; BERECIBAR, Amaya; CIAPETTI, Paola; VENKATA PITHANI, Subhash; TROUCHE, Nathalie; WO2013/171281; (2013); A1;,
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456-55-3, name is (Trifluoromethoxy)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. Quality Control of (Trifluoromethoxy)benzene

Example 1 4-Bromomethyl-1-trifluoromethoxybenzene 300 g of trifluoromethoxybenzene, 111 g of paraformaldehyde, 456 g of sodium bromide, and 900 ml of glacial acetic acid were initially charged and heated at 90 C. To release hydrogen bromide, a mixture of 450 ml of glacial acetic acid and 678 g of concentrated sulfuric acid was then added dropwise. After the addition had ended, the reaction mixture was stirred at 90 C. for 20 hours. The reaction mixture was then poured onto 1,000 g of ice and extracted twice with in each case 300 ml of methyl tert-butyl ether. The combined organic extracts were washed with 100 ml of water and concentrated. The residue was distilled at 20 hPa in a spinning band column. This gave 324.3 g of 4-bromomethyl-1-trifluoromethoxybenzene as a colorless liquid (60% of theory) of b.p. 82-83 C.

The synthetic route of 456-55-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Marhold, Albrecht; Muller, Peter; US2002/82454; (2002); A1;,
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Some common heterocyclic compound, 578-58-5, name is 2-Methylanisole, molecular formula is C8H10O, 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. Recommanded Product: 2-Methylanisole

a) A solution of 24 g of 2-methylanisole, 35 g of N-bromosuccinimide and 1.24 g of dibenzoyl peroxide in 150 ml of carbon tetrachloride was heated to boiling under reflux for 12 hours. After cooling the solution was filtered and the filtrate is evaporated. The residue was recrystallized from hexane. There were obtained 18.6 g (47%) of 4-bromo-2-methylanisole as a colorless solid; m.p. 66-68.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 578-58-5, its application will become more common.

Reference:
Patent; Hoffmann-La Roche Inc.; US5214046; (1993); A;,
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