Ethers-buliding-blocks

Application of 17061-62-0, 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. 17061-62-0, name is Bis(4-methoxybenzyl)amine belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a solution of bis(4-methoxybenzyl)amine 30.1 (900 g, 3.49 mol, 1 eq) in DCM (9 L) was added TEA (634 mL, 4.55 mol, 1.3 eq) followed by dropwise addition of ethanesulfonyl chloride (399 mL, 4.19 mol, 1.2 eq). (The internal temperature was kept between 5-10 C during the addition of the ethanesulfonyl chloride). Once the addition was complete, the cooling bath was removed. After 1.5 h, TLC showed complete loss of starting material. The reaction was quenched by the addition of water (4 L) to the reaction mixture. The layers were separated and the aqueous layer extracted with DCM (2x 2 L). The combined organic layers were washed with brine (2x 1 L), dried over Na2SO4, and concentrated in vacuo. The material thus obtained was adsorbed onto a plug of silica gel and purified by chromatography (silica gel (60-120 mesh) eluting with a gradient of 10-80% EtOAc in hexanes) to provide the title compound 30.0 (1125 g, 3.22 mol, 92%) as white solid. 1H- NMR (400 MHz, CDC13) oe 7.23 (dd,J= 2.08, 6.62 Hz, 4H), 6.90 (dd,J= 2.12, 6.60 Hz, 4H), 4.29 (s, 4H), 3.83 (app s, 6H), 2.92 (q,J= 7.40 Hz, 2H), 1.33 (t,J= 7.40 Hz, 3H). GC-MS (ESI pos. ion) m/z: = 372.2 (M+Na).

The synthetic route of Bis(4-methoxybenzyl)amine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AMGEN INC.; CHEN, Yinhong; DRANSFIELD, Paul John; HARVEY, James S.; HEATH, Julie Anne; HOUZE, Jonathan; KHAKOO, Aarif Yusuf; KOPECKY, David J.; LAI, Su-Jen; MA, Zhihua; NISHIMURA, Nobuko; PATTAROPONG, Vatee; SWAMINATH, Gayathri; YEH, Wen-Chen; RAMSDEN, Philip Dean; (434 pag.)WO2018/93577; (2018); A1;,
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Application of 645-36-3, 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. 645-36-3, name is 2,2-Diethoxyethanamine, This compound has unique chemical properties. The synthetic route is as follows.

A solution of the amino-acetaldehyde diethyl acetal (13.16 g, 99 mmol) in ether (35 mL) is added to a suspension of CNBr (10.47 g, 99 mmol) in hexane (35 mL) at room temperature. The reaction mixture is stirred at room temperature overnight. The solid is removed by filtration and washed with ether. The combined filtrate is concentrated. Purification by column chromatography (silica gel, eluding with dichloromethane to 4% methanol in dichloromethane, gradient) affords N-(2,2-Diethoxyethyl)carbodiimide (Rf: 2.70, 4% methanol in dichloromethane, stain with 10% ethanolic molybdatophosphoric acid): 1H NMR 400 MHz (CDCl3) delta 4.58 (t, J=5.2 Hz, 1H), 3.77-3.69 (m, 2H), 3.65 (br, s, 1H), 3.60-3.52 (m, 2H), 3.16 (t, J=5.6 Hz, 1H), 1.23 (t, 6H, J=6.8 Hz).

The chemical industry reduces the impact on the environment during synthesis 2,2-Diethoxyethanamine. I believe this compound will play a more active role in future production and life.

Reference:
Patent; IRM LLC; US2008/188483; (2008); A1;,
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Synthetic Route of 2688-84-8, 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. 2688-84-8, name is 2-Phenoxyaniline belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

1L into a round bottom flask 2-phenoxyaniline (25.0, 0.135mol) and hydrochloric acid, 30ml, 150ml water, cooled to 0 degrees and the mixture was stirred for 1 hour. After the addition the reaction mixture of sodium (11.2g, 0.162mol) in 75ml aqueous solution of the same temperature and the mixture was stirred for one hour. Potassium iodide (44.8g, 0.270mol) and note the temperature of the reaction solution was added dropwise not exceed 5 was added dropwise to 75ml of an aqueous solution. Stirred for 5 hours at room temperature after the completion of the reaction haejugo After washing with sodium sayi oh sulfate aqueous solution was extracted with ethyl acetate and water. The organic layer was separated and concentrated under reduced pressure and purified by column chromatography to obtain a intermediate 5-a> (22.6g, 56.5%)

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-Phenoxyaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SFC CO LTD; PARK, SEOK BAE; SONG, JU MAN; LEE, YUR IM; KIM, HEE DAE; PARK, SANG WOO; JEONG, KYUNG SEOK; CHA, SOON WOOK; (96 pag.)KR2015/130206; (2015); A;,
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Synthetic Route of 20469-65-2,Some common heterocyclic compound, 20469-65-2, name is 1-Bromo-3,5-dimethoxybenzene, molecular formula is C8H9BrO2, 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.

In a clean dry round bottom flask, l-bromo-3.5-dimethoxybenzene (8.00 g, 36.9 mmol) was added to 300 ml of dry dichloromethane. The solution was cooled down to 0C and BetaIota (25.00 g, 100 mmol) was added dropwise. After 2 hours, the mixture was allowed to warm to room temperature and stirred over night. Methanol (10 ml) was added dropwise to terminate the reaction. The mixture was poured into water and stirred for 2 hours. Then saturated sodium bicarbonate (100 ml) was added and extracted with ethyl acetate. The organic layer was washed with saturated sodium bicarbonate, brine and then dried over Na2S04. The residue, after concentration, was purified using chromatography using ethyl acetate/hexane (1:4 v/v) eluent. Yield = 4.39 g (63%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Bromo-3,5-dimethoxybenzene, its application will become more common.

Reference:
Patent; POLYMEDIX, INC.; UNIVERSITY OF MASSACHUSETTS; LI, Yan; THAKER, Hitesh; TEW, Gregory N.; LIU, Dahui; PAN, Wenxi; WO2013/90185; (2013); A1;,
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Application of 651734-54-2, 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. 651734-54-2, name is 2,6-Difluoro-3,5-dimethoxyaniline belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

4-Chlorothieno[3,2-d]pyrimidine-7-carboxylic acid(23mg, O.lOmmol) prepaed in step g of Example 107, 2,6-difluoro-3,5-dimethoxybenzene amine(19mg, O.lOmmol), and HOBT (N-hydroxybenzotriazole, 13.5mg, O.lOmmol) were dissolved in acetonitrile(2mL), and EDCI (57mg, 0.30mmol) was added thereto at room temperature. – After 15 hrs, water and ethyl acetate were added to the reaction mixture. The aqueous layer was extracted with ethyl acetate. The combined organic layers were washed with a saline solution, dried over magnesium sulfate, and concentrated under a reduced pressure. The resulting concentrate was purified by silica gel chromatography (DCM:MeOH = 20: 1) to obtain the title compound. NMR (400MHz, DMSO-d6) delta 10.69(s, 1H), 9.39(s, 1H), 8.88(s, 1H), 7.02(s, 1H), 3.84(s, 6H).

The synthetic route of 2,6-Difluoro-3,5-dimethoxyaniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; HANMI PHARM. CO., LTD.; KOREA INSTITUTE OF SCIENCE AND TECHNOLOGY; JUNG, Seung Hyun; JUNG, Young Hee; CHOI, Wha Il; SON, Jung Beom; JEON, Eun Ju; YANG, In Ho; SONG, Tae Hun; LEE, Mi Kyoung; KO, Myoung Sil; AHN, Young Gil; KIM, Maeng Sup; HAM, Young Jin; SIM, Tae Bo; CHOI, Hwan Geun; HAH, Jung Mi; PARK, Dong-sik; KIM, Hwan; WO2011/93672; (2011); 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. 458-50-4, name is 4-Bromo-3-fluoroanisole, A new synthetic method of this compound is introduced below., Application In Synthesis of 4-Bromo-3-fluoroanisole

A mixture of 4-bromo-3-fluoro anisole (2.0 g, 9.75 mmol), methyl 3-methyl-4-(4,4,5,5- tetramethyl-1-3s2-dioxaborolan-2-yl)benzoate (2.8 g, 10.14 mmol), Cs2C03 (6.99 g, 21.46 mmol) and catalytic amount of Pd(PPh3)4 (1.13 g, 0.975 mmol) in dioxane (50 mL) was stirred at 80 °C overnight. The solvent was removed. Water was added. The mixture was extracted with CH2C12 (3 x 20 mL). Washed with brine and dried over Na2SC>4.The residue was purified by column chromatography on silica gel Biotage 40M, eluting with EtOAc/hexane (1:9) to give the title compound as a colorless solid.

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; MERCK SHARP & DOHME CORP.; LU, Zhijian; CHEN, Yi-Heng; SMITH, Cameron; LI, Hong; THOMPSON, Christopher, F.; SWEIS, Ramzi; SINCLAIR, Peter; KALLASHI, Florida; HUNT, Julianne; ADAMSON, Samantha, E.; DONG, Guizhen; ONDEYKA, Debra, L.; QIAN, Xiaoxia; SUN, Wanying; VACHAL, Petr; ZHAO, Kake; WO2012/58187; (2012); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Adding a certain compound to certain chemical reactions, such as: 22483-09-6, name is 2,2-Dimethoxyethanamine, 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 22483-09-6, Application In Synthesis of 2,2-Dimethoxyethanamine

To 3-thiophenecarboxaldehyde (8.75 mL) cooled to 0 C. was added aminoacetaldehyde dimethylacetal (14.2 mL). The clear solution was stirred at room temperature for 60 h. The solution was diluted with ethanol and hydrogenated at 56 psi in the presence of 10% Pd/C (5 g) overnight. The catalyst was filtered off and washed with MeOH. The solvent was removed by rotary evaporation and co-evaporated with toluene to afford an oil (19 g, 94% yield).

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, 2,2-Dimethoxyethanamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Nagarathnam, Dhanapalan; Khire, Uday; Asgari, Davoud; Shao, Jianxing; Liu, Xiao-Gao; Wang, Chunguang; Hart, Barry; Weber, Olaf; Lynch, Mark; Zhang, Lei; Wang, Lei; US2004/14755; (2004); A1;,
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Reference of 22094-18-4, A common heterocyclic compound, 22094-18-4, name is 1,3-Dibromo-2,2-dimethoxypropane, molecular formula is C5H10Br2O2, 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.

Example 129A 3,3-dimethoxy-1-[4-(trifluoromethoxy)phenyl]cyclobutanecarboxamide 2-[4-(Trifluoromethoxy)phenyl]acetonitrile (7.86 mL, 50 mmol), 1,3-dibromo-2,2-dimethoxypropane (13.10 g, 50.0 mmol), and sodium tert-butoxide (10.57 g, 110 mmol) were dissolved in DMSO (100 mL) and water (5 mL), and the mixture was heated for 1 hour at 125 C. The reaction was cooled to ambient temperature and stirred overnight. The reaction mixture was diluted with water and extracted three times with diethyl ether. The combined organic layers were washed with brine, dried with MgSO4, filtered, and concentrated to give the title compound (17.02 g, 53.3 mmol, 107% yield). MS (DCI+): m/z 320.1 (M+H), 337.1 (M+NH4). 1FINMR (300 MHz, DMSO-d6) delta 7.44 (d, J=8.8 Hz, 2H), 7.34 (s, 1H), 7.31 (d, J=8.8 Hz, 2H), 6.90 (s, 1H), 3.05 (s, 3H), 3.02-2.93 (m, 5H), 2.41 (d, J=13.4 Hz, 2H).

The synthetic route of 22094-18-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AbbVie Inc.; Bayburt, Erol K.; Clapham, Bruce; Cox, Phil B.; Daanen, Jerome F.; Dart, Michael J.; Gfesser, Gregory A.; Gomtsyan, Arthur; Kort, Michael E.; Kym, Philip R.; Schmidt, Robert G.; Voight, Eric A.; US2014/80803; (2014); 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. 349-65-5, name is 2-Methoxy-5-(trifluoromethyl)aniline, A new synthetic method of this compound is introduced below., Safety of 2-Methoxy-5-(trifluoromethyl)aniline

The 1-(5-bromopyridin-2-yl)-3-(2-methoxy-5-trifluoromethylphenyl)urea can be prepared in the following way: A solution of 11.05 g (57.80 mmol) of 2-methoxy-5-trifluoromethylaniline in 100 ml of anhydrous tetrahydrofuran is added, at 0 C. over 3 minutes, to a solution of 6 g (20.23 mmol) of triphosgene in 500 ml of anhydrous tetrahydrofuran. 16.50 ml (116.80 mmol) of triethylamine are added at 0 C. The reaction is stirred at 0 C. for 10 minutes and then at ambient temperature for 1 h 45 min. A solution of 10 g (57.80 mmol) of 2-amino-5-bromopyridine in 100 ml of anhydrous tetrahydrofuran is then added at ambient temperature. The reaction is stirred at ambient temperature for 20 h. The mixture is filtered over sintered glass and the white solid obtained is washed with tetrahydrofuran and a small amount of ethyl acetate. The filtrate is evaporated to dryness under reduced pressure and a pale yellow solid is obtained. The latter is triturated with ethyl acetate and water and then, after filtration over sintered glass, 12.04 g of 1-(5-bromopyridin-2-yl)-3-(2-methoxy-5-trifluoromethylphenyl)urea are obtained in the form of a white solid. EI: m/z=389 (M+), m/z=191 (C8H8NOF3+), m/z=172 (C5H5N2Br+) base peak.

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 S.A.; US2007/259910; (2007); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem