Tag: M.W=100-200

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. 136-90-3, name is 4-Methoxy-3-methylphenylamine, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C8H11NO

General procedure: 4-amino-6-chloropyrimidine (200 mg, 1.54 mmol) and KI(127.82 mg, 0.77 mmol) was dissolved in ethanol (35 mL). Trifluoroaceticacid (200 mL) was added after stirring and heating10 min for activating pyrimidine. Then to a stirred solution ofsubstituted aniline (1.23 mmol) in ethanol (15 mL) was added byway of drip for 1 h. The resulting mixture was heated to reflux for36 h, allowed to cool to room temperature, and concentrated invacuo. Then the solid residue was diluted with ethyl acetate and asaturated aqueous solution of NaHCO3. The aqueous layer wasseparated and extracted with ethyl acetate. The organic phase waswashed with brine, dried (Na2SO4), filtered, and concentrated. Purificationof the crude product by silica gel column chromatography(ethyl acetate/light petroleum, 2:1 and 1:1), provided the desiredproduct (batch1). Substituted aniline (2,6-dichloro and 3,5-dimethoxy) (200 mg) was dissolved in CH2Cl2 (15 mL) was addedby way of drip phosgene which dissolved in CH2Cl2 (20 mL)(batch1/phosgene, 2:1 (mol)) at 0 C for 0.5 h. The resulting mixturewas heated to reflux for 3e6 h, allowed to cool to room temperature,and concentrated in vacuo. Then the solid residue was dilutedwith ethyl acetate and a saturated aqueous solution of NaHCO3. Theaqueous layer was separated and extracted with ethyl acetate. Theorganic phase was washed with brine, dried (Na2SO4), filtered, andconcentrated. Purification of the crude product by silica gel columnchromatography (CH2Cl2/MeOH/aqueous NH3, 96:3:1), providedthe desired product (batch2). Batch1 and batch2 (batch1/batch2,5:6 (mol)) were dissolved in toluene (10 mL,18.89 mmol), theresulting mixture was heated to reflux for 8e10 h, allowed to coolto room temperature, then filtered by toluene to provide the endproduct(the residue).

According to the analysis of related databases, 136-90-3, the application of this compound in the production field has become more and more popular.

Reference:
Article; Xie, Zixin; Wu, Kaiqi; Wang, Yuexuan; Pan, Yaqian; Chen, Bo; Cheng, Donghua; Pan, Suwei; Guo, Taoning; Du, Xuze; Fang, Longcheng; Wang, Xuebao; Ye, Faqing; European Journal of Medicinal Chemistry; vol. 187; (2020);,
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Related Products of 102503-23-1, 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 102503-23-1 as follows.

Reference Example 60; 1- (2, 4-dimethoxyphenyl) -N- { [4-fluoro-5- (2-fluoropyridin-3-yl) – lH-pyrrol-3-yl]methyl }-N-methylmethanamine; Sodium hydride (60% in oil, 2.23 g) was washed twice with hexane and suspended in tetrahydrofuran (180 mL) . To the suspension was added dropwise a solution of l-(2,4- dimethoxyphenyl) -N-methylmethanamine (9.09 g) in tetrahydrofuran (10 mL) at 0C. After the completion of the dropwise addition, the mixture was stirred at 600C for 18 hr. The reaction mixture was cooled to 0C, a solution of 3- (4, 4- difluoro-3-methylene-3, 4-dihydro-2H-pyrrol-5-yl) -2- fluoropyridine (9.64 g) in tetrahydrofuran (10 mL) was added dropwise, and the mixture was stirred at the same temperature for 1 hr. Ice water and saturated brine were added, and the mixture was extracted with ethyl acetate. The extract was washed successively with saturated aqueous ammonium chloride solution, saturated aqueous sodium hydrogen carbonate solution, water and saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was purified by basic silica gel column chromatography (eluent: ethyl acetate) to give the title compound as a yellow oil (yield 16.8 g, 97%) . 1H-NMR (CDCl3) delta: 2.24(3H,s), 3.51(2H,s), 3.54(2H,s), 3.79(3H,s), 3.80(3H,s), 6.45(lH,s), 6.42-6.50 (IH,m) , 6.68(lH,dd, J=4.7,3.6Hz) , 7.18-7.29 (2H,m) ,7.98 ( IH, ddd, J=4.5, 1.9, 1.5Hz) , 8.25 (IH, ddd, J=IO .2 , 8.0, 1.9Hz) , 8.67(1HzS) .

According to the analysis of related databases, 102503-23-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; WO2008/108380; (2008); A2;,
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Reference of 7252-83-7, 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. 7252-83-7, name is 2-Bromo-1,1-dimethoxyethane belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A 100-mL, three-neck flask was charged with 2-bromo-l,l-dimethoxyethane 4 (23.2 g (16 mL, 137.2 mmol) and aqueous HBr (47.6% HBr by wt, 8.8 mmol/mL, 6.6 mL, 58.8 mmol), and the reaction mixture was heated to reflux (55C) for 2 hours. The mixture was allowed to cool to 40C, and solid NaHCC3 was added in small portions, until evolution of gas ceased. The resulting suspension was filtered, under vacuum, into a 500-mL, three-neck flask, and the filter cake was washed with isopropanol (200 mL). Solid 3,5-dibromopyrazin-2-amine (3) (12.0 g, 47.2 mmol) was added into the isopropanol filtrate, and the reaction mixture was heated at reflux (78C) for 16 hours. The resulting suspension was cooled to room temperature, filtered, the cake was washed with cold isopropanol (100 mL), and then the cake was dried under vacuum. The cake was transferred into a three-neck flask, into which, water (200 mL) was added, followed by solid K2CC3, in small portions, until gas evolution ceased, after which the reaction was stirred for 30 minutes. The resulting precipitate was isolated by filtration, and washed with water (200 mL). The solid was dried at 50C, to constant weight, then dissolved in THF, filtered through a plug (celite, silica gel, and charcoal). The solvent was removed under vacuum, to give 12.0 g of the desired product (5) as a white solid at 99% purity, as determined by NMR and LC-MS. IH NMR (500 MHz, CDC13) delta 8.26 (s, IH), 7.84 (d, J = 1.0 Hz, IH), 7.78 (d, J = 1.1 Hz, IH); 13C NMR (126 MHz, CDC13) delta 136.93, 134.06, 120.29, 119.26, 115.78.

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-Bromo-1,1-dimethoxyethane, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; DOW GLOBAL TECHNOLOGIES LLC; ROHM AND HAAS ELECTRONIC MATERIALS KOREA LTD.; ONDARI, Mark E.; WELSH, Dean M.; FROESE, Robert DJ; NA, Hong-Yeop; (38 pag.)WO2016/209895; (2016); A1;,
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Related Products of 22236-10-8, 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. 22236-10-8, name is 4-(Difluoromethoxy)aniline belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Example 9; 2-ButyI-4-{[4-(difluoromethoxy)phenyl]amino}-5-phenyIisothiazol-3(2H)-one 1,1-dioxide; 2-Butyl-4-chloro-5-phenylisothiazol-3(2H)-one 1,1-dioxide (0.63g, 2.1 mmol) and 4- (difluoromethoxy)-aniline (0.67g, 4.2mmol) were mixed in MeCN (4 mL, dry). The mixture EPO was put in the microwave reactor at 160 0C for 1 h, then additional 1 h and then 1 h more. It was evaporated to dryness. The residue was purified by column chromatography (ISOLUTE SI, 50 g/150 mL), eluting with DCM/heptane (50:50, then 75:25), to give the title compound (0.688g, 78%) as a yellow solid;

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, 4-(Difluoromethoxy)aniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ASTRAZENECA AB; WO2006/73363; (2006); 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. 31576-51-9, name is 2-(2-Methoxyethoxy)ethanamine, A new synthetic method of this compound is introduced below., Recommanded Product: 31576-51-9

In a round bottom flask under nitrogen 150 mg (0.35 mmol) of intermediate Awas dissolved in 5 mL ofCH2Ch and 0.18g of DIPEA (1.4 mmol) was added followed by 125 mg (1.05 mmol) of2-(2-Methoxy-ethoxy)-ethylamine. The mixture was allowed to stirovernight and then condensed in vacuo. The residue was dissolved in 20 mL of EtOAc andwashed with 2x 20 mL of water, 20 mL of brine, dried over Na2S04 and condensed in vacuo.Purification by biotage flash chromatography (Si02, MeOH/CH2Ch/Et3N gradient) affords 99mg of the title compound as a clear oil

The synthetic route of 31576-51-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ZAFGEN, INC.; ZAHLER, Robert; VATH, James, F.; WO2013/169860; (2013); A1;,
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Synthetic Route of 123652-95-9, The chemical industry reduces the impact on the environment during synthesis 123652-95-9, name is (3-Fluoro-4-methoxyphenyl)methanamine, I believe this compound will play a more active role in future production and life.

To a screw-capped vial equipped with a magnetic stir bar were added 3,4- dimethylthieno[2,3-c]pyridazine-6-carboxylic acid (Intermediate 2) (35 mg, 0.17 mmol), DMF (1 mL), DIEA (90 tL, 0.48 mmol), and HATU (77 mg, 0.20 mmol). This mixture was allowed to stir at ambient temperature for 30 minutes, and then excess (3-fluoro-4- methoxyphenyl)methanamine (2.1) was added. After stirring at room temperature for 30 minutes, purification by reversed-phase HPLC (eluting with water/0. 1% trifluoroacetic acid and acetonitrile) afforded the title compound. LCMS: RT = 0.81 mm, >99% 254 nm,>99% 215 nm; mlz (M + 1)= 346. ?H NMR (400 MHz, d6-DMSO) oe 9.5 (t, J= 5.8 Hz, 1H), 8.3 (s, 1H), 7.1-7.3 (m, 3H), 4.5 (d, J= 5.8 Hz, 2H), 3.8 (s, 3H), 2.7 (s, 3H), 2.6 (s, 3H); HRMS calculated for C,7H,6FN302S (M+H) mlz: 346.1026, measured: 346.1023.

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, (3-Fluoro-4-methoxyphenyl)methanamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; VANDERBILT UNIVERSITY; LINDSLEY, Craig, W.; CONN, P., Jeffrey; WOOD, Michael, R.; POSLUSNEY, Michael, S.; TARR, James, C.; MELANCON, Bruce, J.; WO2015/27214; (2015); A1;,
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Electric Literature of 102503-23-1, 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. 102503-23-1, name is 1-(2,4-Dimethoxyphenyl)-N-methylmethanamine belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: N-(2,4-dimethoxybenzyl)-N-methyl-3-phenylprop-2-yn-1-amine (5a). CuI (20 mg, 0.10 mmol) was added to a solution of phenylacetylene(510.6 mg, 5.0 mmol), HCHO (36% aq., 2 mL),N-methyl(2,4-dimethoxybenzyl)amine (1.09 g, 6.0 mmol) in DMSO (10.0mL). The resulting yellow green solution was stirred at room temperatureovernight and then diluted with H2O (10 mL), extracted with Et2O (15 mL x 3). The combined extractswas washed with H2O (2 x), brine (2 x) respectively, dried over Na2SO4, filtered, concentrated. Theresultant yellow oil was purified through flash column chromatography (silica gel, EtOAc/Hex = 1:6 to1:3) to give the product (5a, 1.14 g, 96%).

The synthetic route of 1-(2,4-Dimethoxyphenyl)-N-methylmethanamine has been constantly updated, and we look forward to future research findings.

Reference:
Article; Yang, Miao; Odelberg, Shannon J.; Tong, Zongzhong; Li, Dean Y.; Looper, Ryan E.; Tetrahedron; vol. 69; 27-28; (2013); p. 5744 – 5750;,
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33170-72-8, name is 2-Bromo-1,1-dimethoxypropane, 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. SDS of cas: 33170-72-8

A solution of methyl 5-amino-6-bromopyrazine-2-carboxylate (500 mg, 2.15 mmol, 1.00 equiv),2-bromo-i,i-dimethoxypropane (1.2 g, 6.56 mmol, 3.00 equiv), p-toluenesulfonic acid (76 mg,0.44 mmol, 0.20 equiv) in acetonitrile (20 mL) was stuffed for 12 h at 80 C. The mixture was concentrated under vacuum and the residue was purified by a silica gel column eluting with dichloromethane/methanol (10:1). This resulted in 400 mg (69%) of the title compound as a yellow solid. LC-MS (ES, mlz): 270 [M+H].

The synthetic route of 33170-72-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; BLAQUIERE, Nicole; BURCH, Jason; CASTANEDO, Georgette; FENG, Jianwen A.; HU, Baihua; LIN, Xingyu; STABEN, Steven; WU, Guosheng; YUEN, Po-wai; WO2015/25026; (2015); A1;,
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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. 494-99-5, name is 1,2-Dimethoxy-4-methylbenzene, This compound has unique chemical properties. The synthetic route is as follows., Safety of 1,2-Dimethoxy-4-methylbenzene

General procedure: To a solvent of (bisacetoxyliodo)benzene (DAIB) (4.75g, 14.75mmol) in dry THF (20-30mL) was added trifluoroacetic acid (1.12g, 9.83mmol) and acetic acid (0.29g, 4.92mmol). The mixture stirred for 30 min, after which the compound added for benzylic C-H oxidation (2.46mmol) and further reacted for 24h. The progress of the chemical reaction was monitored using thin-layer chromatography with precoated silica gel 60 (0.25mm thickness) plates. The reaction was quenched with 1mL of sat. NaHCO3 (aq), and the solvent removed in vacuo on a rotatory evaporator. The residue was extracted with ethyl acetate (30mL¡Á2) and water (20mL). The combined organic extracts were washed with brine, dried over anhydrous MgSO4, filtered, and concentrated in vacuo.

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 494-99-5.

Reference:
Article; Lin, Chun-Yu; Yang, Ping-Shin; Chou, Pang-Yu; Ong, Chi Wi; Tetrahedron Letters; vol. 59; 4; (2018); p. 365 – 367;,
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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., Application In Synthesis of 3-Benzyloxyaniline

Anhydrous potassium carbonate (74 g, 0.535 mol) was sequentially added to benzyl alcohol (200 g, 1.86 mol, 192 ml).m-Dinitrobenzene (30g, 0.178mol),Stirring, reacting at 110 C for 24 h, cooling in an ice water bath, and filtering off inorganic salts by suction;Add Raney nickel (10g) to the filtrate.Passing hydrogen gas, pressure 2.5~3MPa, internal temperature 80C, reaction for 15h, and recovering nickel by filtration;The filtrate was distilled under reduced pressure, and after removing benzyl alcohol, 50 mL of ethanol was added to the residue, and the mixture was stirred for 2 hours in an ice water bath to precipitate a solid.Drying gives 9.3 g of aminophenol in an off-white solid.The yield was 48%.

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; Shanghai University of Engineering Science; Xu Jingli; Shen Yongjia; Mao Yongjun; Wang Han; (7 pag.)CN109942441; (2019); A;,
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