Month: February 2021

Application of 3616-56-6, The chemical industry reduces the impact on the environment during synthesis 3616-56-6, name is 2,2-Diethoxy-N,N-dimethylethanamine, I believe this compound will play a more active role in future production and life.

(a) 2-(N,N-dimethylaminomethyl)chroman-4-one Dimethylaminoacetaldehyde diethyl acetal (40 g) was treated below -5¡ã C. with conc. hydrochloric acid (196 ml) and then stirred at room temperature for 2 hours. After the solution had been neutralised with sodium bicarbonate, 2 N sodium hydroxide (80 ml) was added followed by 2-hydroxyacetophenone (34 g) in 2 N sodium hydroxide (80 ml) and sufficient dioxane to give a single phase reaction mixture. The solution was heated at 70¡ã-80¡ã C. with stirring for 21/2 hours and left at ambient temperature overnight. Extraction with diethyl ether was followed by extraction of the organic phase with dilute hydrochloric acid. The aqueous acid solution was basified with sodium hydroxide solution and extracted into diethyl ether to give the title compound (3.4 g) as an oil. 1 H nmr (CDCl3) delta: 8.1-6.9 (m, 4H); 4.9-4.4 (m, 1H); 3.0-2.5 (m, 4H); 2.3 (s, 6H).

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-Diethoxy-N,N-dimethylethanamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Beecham Group Limited; US4303656; (1981); A;,
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Adding a certain compound to certain chemical reactions, such as: 74654-07-2, name is 2-(2-(2-Methoxyethoxy)ethoxy)ethanamine, 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 74654-07-2, Formula: C7H17NO3

Example 54A tert-Butyl [(trans-4-{[(2S)-3-[3′-({2-[2-(2-methoxyethoxy)ethoxy]ethyl}carbamoyl)-6-methylbiphenyl-3-yl]-1-oxo-1-{[4-(1H-tetrazol-5-yl)phenyl]amino}propan-2-yl]carbamoyl}cyclohexyl)methyl]carbamate 5′-[(2S)-2-{[(trans-4-{[(tert-Butoxycarbonyl)amino]methyl}cyclohexyl)carbonyl]amino}-3-oxo-3-{[4-(1H-tetrazol-5-yl)phenyl]amino}propyl]-2′-methylbiphenyl-3-carboxylic acid (90 mg, 0.13 mmol) and 2-[2-(2-methoxyethoxy)ethoxy]ethanamine (26 mg, 0.16 mmol) were dissolved in tetrahydrofuran (4 ml), N-[(dimethylamino)(3H-[1,2,3]triazolo[4,5-b]pyridin-3-yloxy)methylidene]-N-methylmethanaminium hexafluorophosphate (60 mg, 0.16 mmol) and N,N-diisopropylethylamine (20 mg, 0.16 mmol) were added and the mixture was stirred at RT overnight. Subsequently, the mixture was concentrated and the residue was purified chromatographically by HPLC (Method 10). This gave 42 mg (38% of theory) of the title compound. LC-MS (Method 4): Rt=1.20 min; MS (ESIpos): m/z=827.6 [M+H]+.

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; Bayer Pharma Aktiengesellschaft; ROeHN, Ulrike; ELLERMANN, Manuel; STRASSBURGER, Julia; WENDT, Astrid; ROeHRIG, Susanne; WEBSTER, Robert Alan; SCHMIDT, Martina Victoria; TERSTEEGEN, Adrian; BEYER, Kristin; SCHAeFER, Martina; BUCHMUeLLER, Anja; GERDES, Christoph; SPERZEL, Michael; SANDMANN, Steffen; HEITMEIER, Stefan; HILLISCH, Alexander; ACKERSTAFF, Jens; TERJUNG, Carsten; (163 pag.)US2016/244437; (2016); A1;,
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These common heterocyclic compound, 36865-41-5, name is 1-Bromo-3-methoxypropane, 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. category: ethers-buliding-blocks

66.0 g of potassium carbonate and 3-METHOXY-1-BROMOPROPANE are added at room temperature to a solution of 64.6 g of 5- bromo-2-methoxyphenol in 350 ml of acetonitrile. The reaction mixture is stirred under reflux for 14 hours. After removal of the solvent by evaporation, 1200 ml of ice/water are added to the residue and extraction is carried out with ether. The organic extracts are washed with saturated sodium chloride solution, dried over magnesium sulfate and concentrated by evaporation. Distillation under a high vacuum yields the title compound: R. sub. e (hexane/ethyl acetate=4: 1) =0.33 ; b. p. [=126-] [129C./1.4 mbar; HPLC Rt =16.38 minutes; MS (M+) =274,276.

The synthetic route of 1-Bromo-3-methoxypropane has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ELAN PHARMACEUTICALS, INC.; WO2003/103653; (2003); A1;,
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Synthetic Route of 91273-58-4,Some common heterocyclic compound, 91273-58-4, name is ((3-Bromo-2-methylpropoxy)methyl)benzene, molecular formula is C11H15BrO, 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 5 rac. 4-Benzyloxy-3-methylbutyronitrile A solution of 3.38 g. (0.069 mole) of sodium cyanide and 8.4 g. (0.0345 mole) of rac. 3-benzyloxy-2-methyl-1-propyl bromide in 11.5 ml. of water and 45 ml. of ethanol was stirred and heated at reflux for 20 hours. The reaction mixture was cooled, diluted with water and the product was isolated by extraction with benzene and worked up as in Example 1. This afforded 6.4 g. of oily residue which was chromatographed on 350 g. of silica gel. Elution with 4:1 parts by volume and 2:1 parts by volume hexane: ether gave 5.8 g. (89%) of pure rac. 4-benzyloxy-3-methylbutyronitrile as a yellow oil.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route ((3-Bromo-2-methylpropoxy)methyl)benzene, its application will become more common.

Reference:
Patent; Hoffmann-La Roche Inc.; US4041058; (1977); A;,
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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. 7252-83-7, name is 2-Bromo-1,1-dimethoxyethane, A new synthetic method of this compound is introduced below., name: 2-Bromo-1,1-dimethoxyethane

Step 1. 4-(2,2-Dimethoxyethoxy)-1,2-difluorobenzene Bromoacetaldehyde dimethyl acetal (3.3ml, 27.9mmol) and potassium carbonate (6.5g, 47.1mmol) were added to a solution of 3,4-difluorophenol (3.0g, 23.4mmol) in DMF (65ml). The mixture was heated to 120C for 4 hours, cooled to room temperature and then quenched with a solution of aqueous ammonium chloride. The product was extracted into ethyl acetate, washed with water and brine, dried over magnesium sulphate, filtered and concentrated in vacuo to yield the title compound (5.1g, 97%); 1H NMR (CDCl3) 3.45 (6H, s), 3.93 (2H, d, J 5.1Hz), 4.67 (1H, t, J 5.1Hz), 6.60 (1H, m), 6.74 (1H, m) and 7.03 (1H, m).

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; SmithKline Beecham plc; EP1232153; (2004); B1;,
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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. 450-91-9, name is 4-Fluoro-2-methoxyaniline, A new synthetic method of this compound is introduced below., Product Details of 450-91-9

The compound 2-a-2 (8.0g, 43mmol) in 500mL reaction flask, under stirring concentrated sulfuric acid was added (100 mL) to dissolve the substrate. At -20 deg. C condition, to the stirred reaction flask was slowly added dropwise concentrated nitric acid (6.15 mL, 48mmol), and held at that temperature for 5 minutes. The progress of the reaction by TLC, until complete reaction of the substrate, poured into ice water. -20 deg. C kept ice bath, was slowly added to the reaction system sodium hydroxide / water solution (150mL / 300 mL), adjusted to pH 8-9. After completion of the reaction solution with ethyl acetate / water system was extracted three times, the organic layer was separated, washed with water, saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure to give 4-fluoro-2-methoxy -5-nitroaniline compound 2-a-3 (8.7g), was used directly in the next reaction. Yield: 80%; purity: 100%;

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 Haiyan Pharmaceutical Technology Co. Ltd; Yangtze River Pharmaceutical Group Co., Ltd; Jin, Yunzhou; Bo, Ping; He, Qi; Lan, Jiong; Zhou, Fusheng; Zhang, Liang; He, Xiangyu; (59 pag.)CN105524068; (2016); A;,
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Related Products of 592-55-2, The chemical industry reduces the impact on the environment during synthesis 592-55-2, name is 1-Bromo-2-ethoxyethane, I believe this compound will play a more active role in future production and life.

Potassium carbonate (2.43 g, 17.56 mmol) and ethyl bromoacetate (1.76 g, 10.54 mmol) were added to a solution of bis (2- (1- methylimidazolyl) methyl) amine(Lll) (1.8 g, 8.78 mmol) in dimethylfonnamide under an argon atmosphere. The resulting suspension was sheltered from light and allowed to stir at room temperature for 5 days. Water was added to the resulting mixture, and the solution was extracted with chloroform (3 x 50 mL). After the solvent was evaporated, the resulting oil was purified by silica gel column chromatography using a MeOH/CHC13 (5: 95) solution to giveLllEt as white powder. Yield: 1.05 g (41%). 1H NMR((ppm), MeOH-d4) : 6.87 (d, J) 1.2 Hz, 2H, ImH), 6.79(d, J) 1.2 Hz, 2H, ImH), 4.06 (q, J) 14.4 Hz, 2H,OCH2), 3.75 (s, 4H, ImCH2), 3.51 (s, 6H,NCH3), 3.35 (s, 2H, NCH2CO2), 1.19 (t, J) 7.2 Hz, 3H,CHs).”C NMR(b(ppm), MeOH-d4) : 172.09 (C,C02Et), 146.24 (2C, Im), 127.17 (2CH, Im), 123.79 (2CH, Im), 61.73 (C, OCH2), 55.03 (2C, ImCH2), 52.37 (2C,NCH3), 33.24 (C,NCH2), 14.67 (C, CH3).

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

Reference:
Patent; MOLECULAR INSIGHT PHARMACEUTICALS; WO2005/79865; (2005); A1;,
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Adding a certain compound to certain chemical reactions, such as: 54149-17-6, name is 1-Bromo-2-(2-methoxyethoxy)ethane, 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 54149-17-6, Recommanded Product: 54149-17-6

A mixture of 5-nitro-1,2-dihydro-indazol-3-one (399 mg, 2.22 mmol), 1-bromo-2-(2-methoxy-ethoxy)-ethane (454 uL, 3.34 mmol), potassium iodide (370 mg, 2.22 mmol) and 1N sodium hydroxide solution (6.7 mL, 6.7 mmol) in 2 ml dioxane was stirred at 60 C. overnight. The reaction mixture was then cooled, poured into 50 mL H2O and 300 muL 10N NaOH was added. The aqueous layer was extracted with CH2Cl2 and then acidified to pH 2 with 6N HCl. The aqueous layer was extracted with ethyl acetate. The combined organic layer was dried over MgSO4, filtered and evaporated. The residue was purified by flash chromatography to afford the product 1-[2-(2-methoxy-ethoxy)-ethyl]-5-nitro-1,2-dihydro-indazol-3-one (380 mg, 61%). ES-MS calcd for C12H15N3O5 (m/e) 281.26, obsd 282.17 (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, 1-Bromo-2-(2-methoxyethoxy)ethane, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Bolin, David Robert; Cai, Jianping; Cheung, Adrian Wai-Hing; Goodnow, JR., Robert Alan; Hamilton, Matthew Michael; Li, Shiming; McDermott, Lee Apostle; Yun, Weiya; US2009/76275; (2009); A1;,
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Reference of 36865-41-5, 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. 36865-41-5, name is 1-Bromo-3-methoxypropane belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

NaH (60% suspension in mineral oil, 0.7 g, 17.6 mmol) was added to a solution of 1H-pyrazole (1.0 g, 14.7 mmol) in THF (50 mL) at 0 C. After stirring at 0 C for 0.5 h, 1-bromo-3-methoxypropane (1.6 mL, 17.6 mmol) was added. The mixture was allowed to warm to room temperature. After stirring at room temperature for 16 h, the reaction was quenched with saturated aqueous NH4C1. The mixture was poured into H20 (50 mL), and the aqueous phase was extracted with Et20. The organic phases were combined, washed withaqueous NaOH (1M), dried over Mg504, filtered, and concentrated under reduced pressure to afford the title compound (1.8 g, 88%).?H NMR (500 MHz, CDC13) oe ppm 2.10 – 2.18 (m, 2H), 3.30 – 3.32 (m, 2H), 3.33 (s, 3H), 4.28 (t, J=6.74 Hz, 2H), 6.27 (s, 1H), 7.42 (s, 1H), 7.55 (s, 1H)

The synthetic route of 1-Bromo-3-methoxypropane has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PTC THERAPEUTICS, INC.; GERASYUTO, Aleksey, I.; ARNOLD, Michael, A.; CHEN, Guangming; KARP, Gary, Mitchell; QI, Hongyan; TURPOFF, Anthony, A.; WANG, Jiashi; WOLL, Matthew, G.; BRANSTROM, Arthur, A.; NARASIMHAN, Jana; DUMBLE, Melissa, L.; HEDRICK, Jean; WEETALL, Maria, L.; (374 pag.)WO2016/109706; (2016); A1;,
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Adding a certain compound to certain chemical reactions, such as: 2398-37-0, name is 1-Bromo-3-methoxybenzene, 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 2398-37-0, HPLC of Formula: C7H7BrO

General procedure: The typical procedure is as follows. Oven dried Schlenk tube was equipped with stirrer bar, was charged with aryl halides (1 mmol), aryl phenylboronic acid (1.2 mmol), K2CO3 (2 mmol) and catalyst2 (3 mol %) in1:1 mixture of DMF/H2O medium. The reaction mixture was stirred in an oil bath at 100C in the presence of air. After completion of the reaction, the reaction mixture was then cooled to room temperature and diluted with Et2O/H2O (1:1, 20 mL). The organic layer was alienated and dried with anhydrous MgSO4. The product was filtered and dried under vacuum. The resulting crude compound was purified by column chromatography on silica gel to afford the corresponding products.

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:
Article; Nirmala, Muthukumaran; Arruri, Sathyanarayana; Vaddamanu, Moulali; Karupnaswamy, Ramesh; Mannarsamy, Maruthupandi; Adinarayana, Mannem; Ganesan, Prabusankar; Polyhedron; vol. 158; (2019); p. 125 – 134;,
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