Tag: M.W=100-200

54149-17-6, 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. 54149-17-6, name is 1-Bromo-2-(2-methoxyethoxy)ethane belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a dimethylsalenium suspension (130 mL) of 2,7-dibromo (6.48 g, 20 mmol) (manufactured by Tokyo Chemical Industry Co., Ltd.), potassium hydroxide (5.61 g, 100 mmol) (0.33 g, 2 mmol) and 1-bromo-2- (2-methoxyethoxy) ethane (8.05 g, 44 mmol) and stirred at room temperature for 24 hours. After completion of the reaction, the mixture was cooled to 0 C, and water (120 mL) was added thereto, followed by neutralization with hydrochloric acid. The organic layer was extracted with ethyl acetate and dried over magnesium sulfate. The crude product was concentrated and purified by silica gel column chromatography (eluent: eluent / ethyl acetate (4/1 – & gt; 3/1)) to give Compound 1 (yield 8.47 g, yield: yellow liquid)80%).

The synthetic route of 1-Bromo-2-(2-methoxyethoxy)ethane has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NISSAN CHEMICAL INDUSTRIES, LTD.; OTA, HIROFUMI; ENDO, TOSHIYUKI; (63 pag.)TW2016/2059; (2016); A;,
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Some common heterocyclic compound, 402-52-8, name is 1-Methoxy-4-(trifluoromethyl)benzene, molecular formula is C8H7F3O, 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. 402-52-8

Example 11 B: 2′-methoxy-5′-trifluoromethyl-acetophenone was prepared as follow {US2003/0109574): in a water bath at room temperature, to a solution of trifluoromethane sulfonic acid (5 ml, 56.7 mmol) under argon was slowly added a solution of 4-trifiuoromethyl-anisol (2.0 g, 1 1.35 mmol) in acetic anhydride (2.15 ml, 22.7 mmol). The resulting dark mixture was stirred for 3 hours at room temperature then poured onto ice water (26 ml). The product was extracted several times with ether. The ethereal layer was washed with a 10% solution of sodium hydrogenocarbonate, water, dried over sodium sulfate and concentrated to dryness. The residue was purified by flash chromatography ove . silica gel (gradient cydohexane/dichloromethane: 0-50%) to yield 2′-methoxy-5′-trifluoromethyi- acetophenone (1.7 g, 67%) as a white solid.1 H NMR : CDCI3 delta (ppm): 8.00 (d, J = 2.3 Hz, 1 H), 7.71 (dd, J = 8.8 Hz, J = 2.3 Hz, 1 H), 7.05 (d, J = 8.7 Hz, 1 H), 3.98 (s, 3H), 2.63 (s, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 402-52-8, its application will become more common.

Reference:
Patent; DOMAIN THERAPEUTICS; PRESTWICK CHEMICAL, INC.; SCHANN, Stephan; MAYER, Stanislas; MORICE, Christophe; GIETHLEN, Bruno; WO2011/51478; (2011); A1;,
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52189-63-6, These common heterocyclic compound, 52189-63-6, name is 1-Fluoro-3,5-dimethoxybenzene, 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.

To a suspension of aluminum chloride (8.6 g, 64.04 mmol) in toluene (30 mL) was added 1-fluoro-3,5-dimethoxybenzene (301-3) (10.0 g, 64.04 mmol) at 0 C. The reaction mixture was stirred for 2 hours. To the above mixture was added acetyl chloride (5.0 g, 64.04 mmol). The resulting mixture was stirred for an additional 0.5 hours. The reaction mixture was quenched with water and extracted with ethyl acetate. The organic layer was washed with water and brine, dried over anhydrous sodium sulfate and evaporated in vacuo. The crude product was purified by column chromatography (hexanes/ethyl acetate: 25/1) to afford the title compound 302-3 as a white solid (2.78 g, 22 % yield). ?H NIVIR (400 1VIHz, CDC13): 2.46 (s, 3H), 3.79 (s, 6H), 6.29 (d, J 10.8 Hz, 2H).

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 52189-63-6.

Reference:
Patent; PHARMAENGINE, INC.; CAI, Xiong; QIAN, Changgeng; WANG, Yanong Daniel; (98 pag.)WO2017/132928; (2017); A1;,
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Adding some certain compound to certain chemical reactions, such as: 321-28-8, name is 1-Fluoro-2-methoxybenzene, 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 321-28-8. 321-28-8

Step 1. Preparation of 3′-fluoro-4′-methoxyacetophenone Aluminum chloride (80.0 g, 0.6 mol) and chloroform (750 mL) were placed in a 2 L three-necked round bottom flask fitted with a mechanical stirrer and cooled by means of an ice bath. To the stirred solution was added acetyl chloride (51.0 g, 0.65 mol) dropwise, maintaining the temperature between 5-10 C. The mixture was allowed to stir for 10 minutes. at 5 C. before the dropwise addition at 5-10 C. of 2-fluoroanisole (63.06 g, 0.5 mol). The mixture was stirred at 0-10 C. for 1 hour and poured into ice (1 L). The resultant layers were separated and the aqueous layer was extracted with methylene chloride (2*250 mL). The combined organic layers were washed with water (2*150 mL), dried over magnesium sulfate, and concentrated to 300 mL. Hexanes were added and a white solid (77.2 g, 92%) was crystallized from the mixture: mp 92-94 C.; 1 H NMR (d6 -DMSO) 7.8 (m, 2H), 7.3 (t, J=8.7 Hz, 1H), 3.9 (s, 3H), 2.5 (s, 3H).

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 1-Fluoro-2-methoxybenzene.

Reference:
Patent; G.D. Searle & Co.; US5756529; (1998); 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. 5961-59-1, name is 4-Methoxy-N-methylaniline, A new synthetic method of this compound is introduced below., 5961-59-1

General procedure: A 25 mL oven-dried Schlenk tube was sequentially added N-methylaniline 1 or aniline 4 (0.2 mmol), Ethyl Bromodifluoroacetate 2a (81.2 mg, 0.4 mmol), DMF (1ml) and H2O (1 mL) was added under air. The reaction mixture was stirred for 6 h at 110. The solution was then diluted with ethyl acetate (20 mL), washed with brine (10 mL), extracted with ethyl acetate (3*5 mL), dried over anhydrous Na2SO4, filtered and evaporated under vacuum. The crude reaction mixture was purified by column chromatography (silica gel, ethyl acetate/petroleum ether) yielded the desired product 3 or 5.

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; Xu, Zhuo-Wei; Xu, Wen-Yi; Pei, Xiao-Jun; Tang, Fei; Feng, Yi-Si; Tetrahedron Letters; (2019);,
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22236-10-8, 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. 22236-10-8, name is 4-(Difluoromethoxy)aniline, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: Method 2: In order to increase the reaction ratio ofexo isomer a solution of methyl 4-formyl-3-methylbenzoate6 (5.61 mmol, 1 g) in anhydrous ACN(60 mL), p-toluidine (5.1 mmol, 547 mg), 3,4-dihydro-2H-pyran (10.2 mmol, 0.93 mL) and TFA(1.12 mmol, 0.087mL) were added. The reactionmixture was stirred 16 h at RT. Solvent was evaporatedand purification of the crude material (60:40 mixtureof exo/endo diastereomers) by flash chromatographyover silica gel using an elution of 15% ethyl acetate inhexanes afforded 1 g (Yield 50%) of the title exoisomer(exo-1c) and 290 mg (Yield 14%) of the titleendo-isomer (endo-1c).

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; Nino, Patricia; Caba, Marta; Aguilar, Nuria; Terricabras, Emma; Albericio, Fernando; Fernandez, Joan-Carles; Indian Journal of Chemistry – Section B Organic and Medicinal Chemistry; vol. 55B; 11; (2016); p. 1384 – 1399;,
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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 437-82-1 as follows. 437-82-1

26 g (180 mmol) of 2,6-difluoroanisole and 14.6 ml (198 mmol) of cyclopropyl cyanide in 500 ml of toluene are admixed dropwise at 0 C. over 40 min with 396 ml of a 0.5 molar (198 mmol) solution of bis(trimethylsilyl)potassium amide in toluene. The mixture is stirred at room temperature for 18 hours and admixed with water and 1M sulphuric acid, with ice cooling. The organic phase is separated off and the aqueous phase is extracted repeatedly with ethyl acetate. The extracts are washed with brine, dried with sodium sulphate and concentrated in vacuo. Purification by chromatography on silica gel (hexane/ethyl acetate 10%-20%) gives 12.7 g of 1-(3-fluoro-2-methoxyphenyl)cyclopropylnitrile.

According to the analysis of related databases, 437-82-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Berger, Markus; Rehwinkel, Hartmut; Schacke, Heike; Baurle, Stefan; Schmees, Norbert; US2007/225290; (2007); A1;,
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1535-73-5, name is 3-Trifluoromethoxyaniline, 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. 1535-73-5

As shown in Scheme 4, Compound 3 was prepared in the following manner. To a solution of 2-methyl-1-(3-morpholinopropyl)-5-phenyl-1H-pyrrole-3-carboxylic acid 7 (100 mg; 0.305 mmol) in 5 mL DCM was added thionyl chloride (111 muL; 1.53 mmol) and DMF (20 muL). After stirring for 3 h at rt, the reaction mixture was evaporated and dried under vacuum. To the residue was added DCM (3 mL), 3-trifluoromethoxyaniline 11 (108 mg; 0.61 mmol), and DIPEA (0.22 mL; 1.2 mmol), and the reaction mixture was stirred overnight. To the reaction mixture was added water, and the mixture was extracted with DCM. The organic phase was washed with water, brine, dried by anhydrous sodium sulfate, concentrated, and purified by chromatography to provide Compound 3 (99 mg; 0.203 mmol, 67percent yield). 1H-NMR (CD3OD/400 MHz): delta 7.80 (s, 1H); 7.58 (d, 1H); 7.40 (m, 6H); 6.96 (d, 1H); 6.65 (s, 1H); 4.08 (m, 2H); 3.57 (m, 4H); 2.64 (s, 3H); 2.30 (m, 6H); 1.67 (m, 2H). 19F-NMR (CD3OD/376 MHz): ?59.73 (s). MS (ES+, m/z): 488.0 (M++1, 100.0).

Statistics shows that 1535-73-5 is playing an increasingly important role. we look forward to future research findings about 3-Trifluoromethoxyaniline.

Reference:
Patent; Krizaj, David; Prestwich, Glenn D.; Barabas, Peter; Xu, Yong; Ryskamp, Daniel; US2013/303539; (2013); A1;,
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20781-20-8, 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. 20781-20-8, name is (2,4-Dimethoxyphenyl)methanamine, A new synthetic method of this compound is introduced below.

To a solution of 5-fluoro-2-nitrobenzoic acid (6.6 g,35.66 mmol) in dichloromethane (100 mL) were added DIPEA (9.22 g, 71.3 mmol), HOSt (6.0 g, 39.2 mmol) and EDCI (10.2 g, 53.5 mmol). After about 15 mm stirring, to the reaction mixture was added a solution of 2,4-dimethoxy- benzyl amine (5.96 g, 35.66 mmol) in dichloromethane (50 mL) dropwise under nitrogen atmosphere. The resulting mixture was stirred under nitrogen atmosphere at room temperature for 16 h. The reaction mixture was washed successively with iN HC1 (100 mL), sat. NaHCO3 (100 mL) and brine (100 mL). The organic phase was then dried over MgSO4. Filtration and solvent removal in vacuo afforded a yellowish solid, wt: 9.3 g (78%). MS: [M+1]=335.

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; AgeneBio, Inc.; Mekonnen, Belew; Butera, John A.; Huang, Jianxing; (331 pag.)US2018/170941; (2018); A1;,
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1484-26-0, Adding some certain compound to certain chemical reactions, such as: 1484-26-0, name is 3-Benzyloxyaniline, 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 1484-26-0.

2-Ohtoeroethyl isothiocyanate (293 ing, 2.4 mroot) was added io a solution of 3~bepsilonnzy)oxy~pheny)amine (398 mg, 2,0 mmoi) in dicMoromethane (4 mL), The reaction mixture was stirred at room temperature overnight It was quenched with water (30 mL), followed by extraction with diehloromethane OO mL x 3 ), The organic layers were combined, washed with brine, and concentrated under vacuum. The residue thus obtained was subjected to column chromatography on silica gel to give l -(3-benlambda’ioxy-plienyl)-3-{2-chloro-ethyl)-{hioufea (627 mg, 1.96 mmoi. yield; 98percent) as colorless oil.Tricihylarmne (2.0 mL, excess) was added to a solution of i ~(3-be”zyloxy- phctty.)-3-(2-chloro-ethyl)-mionrea ( S 87 mg, 0.58 mmol} in dry THF (3 mL). The reaction mixture was stirred at refluxiog temperature for 6 hours. It was then quenched with a saturated ammonium chloride aqueous solution {30 niL), followed by extraction with ethyl acetate (30 mL x 3), The organic layers were combined, washed with brine, and concentrated under vacuum. The residue thus obtained was subjected Jo column chromatography on silica gei to give l-(3-benz.yloxy~phenyl>- imidazoiidine-2-thione (compound 76) as a white solid (150 mg. 0.52 mmoi, yield: 90percent).Fi-MS (M-M ): 285.

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 1484-26-0.

Reference:
Patent; NATIONAL HEALTH RESEARCH INSTITUTES; WO2008/22204; (2008); A2;,
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