Ethers-buliding-blocks

Application of 171290-52-1, These common heterocyclic compound, 171290-52-1, name is 3,5-Dimethoxyphenylacetylene, 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.

General procedure: To a solution of the azide intermediate (0.1 mmol) in 0.2 mL of DMFin a microwave tube, CuSO4 (0.05 mmol) diluted in 50.0 muL of water,sodium ascorbate (0.025 mmol) and the alkyne (0.2 mmol) were added.The tube was sealed and the solution was irradiated (70 C, 150 W) for10 min and, then, TLC analysis showed the complete consumption ofthe starting material. The reaction was diluted with 15 mL of brine,extracted with ethyl acetate (3×10 mL), dried by anhydrous Na2SO4and concentrated under reduced pressure. The resulting crude productwas purified by column chromatography on silica gel [hexane: ethylacetate, 60:40% (v/v)] yielding the expected product.

Statistics shows that 3,5-Dimethoxyphenylacetylene is playing an increasingly important role. we look forward to future research findings about 171290-52-1.

Reference:
Article; Zimmermann, Lara A.; de Moraes, Milene H.; da Rosa, Rafael; de Melo, Eduardo B.; Paula, Favero R.; Schenkel, Eloir P.; Steindel, Mario; Bernardes, Lilian S.C.; Bioorganic and Medicinal Chemistry; vol. 26; 17; (2018); p. 4850 – 4862;,
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Reference of 1579-40-4, A common heterocyclic compound, 1579-40-4, name is Di-p-tolyl Ether, molecular formula is C14H14O, 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.

In einem mit Argon begasten 100 ml Reaktor werden 2 g 4, 4′-OXYBIS (toluen) (CAS Reg. Nr. 1579-40-4) [10 MMOL] in 39.2 ml Acetonitril unter Zusatz von 1.5 ml Methylphenylsulfoxid [11. 0 mmol] bei 75 C geloest. Zur Loesung werden 60 mg Cu (OAc) 2, 30 mg FES04-7 H20 und 10 ML Wasser beigefuegt. 16.2 g NA2S208 geloest in 30 ml Wasser werden anschliessend unter heftigem Ruehren zugetropft. Nach 45 Minuten ist die Reaktion beendet. Die organische Phase wird mit Ethylacetat erschoepfend extrahiert. Die Ausbeute des Dialdehyds 4, 4′-OXYBIS (BENZALDEHYD) (CAS Reg. Nr. 2215-76-1) betraegt 84 MOL%.

The synthetic route of 1579-40-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TEX-A-TEC AG; WO2004/43891; (2004); A1;,
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Adding a certain compound to certain chemical reactions, such as: 29578-39-0, name is 1-Bromo-3-fluoro-5-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 29578-39-0, Product Details of 29578-39-0

To a solution of 3-bromo-5-fluoroanisole (500 mg, 2.44 mmol, 1 equiv) in anhydrous THF was added granules of magnesium (64 mg, 2.56 mmol, 1.05 equiv) under nitrogen. The mixture was heated to 60 C for 2 h. After reaching room temperature, 4-bromobenzaldehyde (542 mg, 2.93 mmol, 1.2 equiv) was added and the reaction mixture was stirred at 80 C overnight. The reaction was cooled to room temperature, quenched with brine and the aqueous layer was extracted with ethyl acetate. The combined organic layers were dried over sodium sulfate, filtered and concentrated to dryness under vacuum. The product was used in the next step without further purification. C14H12BrFO2; MW 311.

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; Wetzel, Marie; Gargano, Emanuele M.; Hinsberger, Stefan; Marchais-Oberwinkler, Sandrine; Hartmann, Rolf W.; European Journal of Medicinal Chemistry; vol. 47; 1; (2012); p. 1 – 17;,
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Application of 62257-15-2, 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. 62257-15-2, name is 2-Fluoro-5-methoxyaniline, This compound has unique chemical properties. The synthetic route is as follows.

Compound 78 (4 g, 28.34 mmol) was suspended in 40 mL DI water, to which Acetic anhydride (10.72 mL, 113.4 mmol) was added dropwise. The reaction mixture was placed in an (0814) ultrasonication bath for 1 min, then was stirred in a water bath (50 C) for 10 min. The resulting solution was stirred overnight at rt. After which, the solid was collected via vacuum filtration and washed with small portions of DI water. The product was left in the funnel and air dried overnight to afford compound 79 (4.71 g, 91%) as a brown solid, which was used for the next step without further purification.

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

Reference:
Patent; OREGON HEALTH & SCIENCE UNIVERSITY; GIBBS, Summer L.; WANG, Lei G.; BARTH, Connor W.; (159 pag.)WO2020/23911; (2020); A2;,
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Adding a certain compound to certain chemical reactions, such as: 60876-70-2, name is 1-Bromo-4-(tert-butoxy)benzene, 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 60876-70-2, category: ethers-buliding-blocks

Compound (T-22) (179.7 g, 784.5 mmol), bispinacolato diborane (239.0 g, 941.4 mmol), potassium acetate (92.4 g, 941.4 mmol), bis(diphenylphosphino ferrocene dichloropalladium(II) (10.0 g, 13.7 mmol) and 1,3-dioxane (1,000 mL) were mixed, and the resulting mixture was stirred at 90 C. for 4 hours. The reaction mixture was allowed to cool to room temperature, and then poured into water, and subjected to extraction with heptane (800 mL). The extracted layer was washed with water (1,000 mL) and saturated brine (500 mL), dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by column chromatography (eluent:heptane) to obtain compound (T-23) (182 g, 659 mmol, 84.10).

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; JNC Co., Ltd.; JNC Petrochemical Co., Ltd.; Kobayashi, Masahide; Goto, Yasuyuki; Goto, Mayumi; (103 pag.)KR2016/2826; (2016); A;,
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366-99-4, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 366-99-4 name is 3-Fluoro-4-methoxyaniline, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

Example 18 Synthesis of (4-Chloro-6-cyclohexylmethoxy-[1,3,5]triazin-2-yl)-(3-fluoro-4-methoxy-phenyl)-amine (114) To a sample of 113 (1.011 g, 3.8 mmol) dissolved in acetone (20 mL) was added a solution of 3-fluoro-p-anisidine (0.541 g, 3.8 mmol) in acetone (10 mL) followed by addition of NaOH (1.52 mL, 2.5 N, 3.8 mmol) and water (3 mL). The reaction mixture was allowed to stir at reflux for about 3 hours under nitrogen. The reaction mixture was extracted 3 times with dichloromethane; the combined organic layers were washed with brine solution and dried over potassium carbonate. The sample was concentrated on a rotary evaporator and the resulting oil was dried overnight under vacuum. Column chromatography (silica gel, 70:30 hexanes:ethyl acetate) yielded light yellow solid compound 114 (0.581 g, 42percent), mp 98° C.; TLC (silica gel, 30:70 ethyl acetate:hexanes), Rf 0.36; MS (ESI): m/z 369 (39.1), 368 (22.1), 367 (M+H, 100), 273 (3.2), 271 (10.7). Example 19 Synthesis of 6-Cyclohexylmethoxy-N,N’-bis-(3-fluoro-4-methoxy-phenyl)-1,3,5-triazine-2,4-diamine (115) [0741] Compound 115 was obtained as a by-product (0.159 g) via column chromatography (silica gel, 70:30 hexanes:ethyl acetate), mp 181° C.; TLC (silica gel, 30:70 ethyl acetate:hexanes), Rf 0.17; MS (ESI): m/z 472 (M+H, 100), 261 (1.5).

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:
Patent; Timmer, Richard T.; Alexander, Christopher W.; Pillarisetti, Sivaram; Saxena, Uday; Yeleswarapu, Koteswar Rao; Pal, Manojit; Reddy, Jangalgar Tirupathy; Krlshna Reddy, Velagala Venkata Rama Murali; Sridevi, Bhatlapenumarthy Sesha; Kumar, Potlapally Rajender; Reddy, Gaddam Om; US2004/209880; (2004); A1;,
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Reference of 1978-39-8, The chemical industry reduces the impact on the environment during synthesis 1978-39-8, name is 5-Fluoro-2-methoxyaniline, I believe this compound will play a more active role in future production and life.

Step (c): Preparation of 1-(3-fluoro-6-methoxyphenyl)piperazine 5-fluoro-2-methoxyaniline (0.092 mol) and bis(2-chloroethyl)aminehydrochloride (0.1 mol) in xylene (300 ml) was refluxed with stirring for a period of 20 hrs. Water was added to the reaction and the organic layer discarded. The aqueous layer was basified with sodium hydroxide and extracted with methylene chloride (2*100 ml). The methylene chloride extract was dried (sodium carbonate), filtered, and concentrated. Residual material was distilled to provide 8.8 g (45% yield) of piperazine product, b.p. 111-114 C. 0.15 mmHg:

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, 5-Fluoro-2-methoxyaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Bristol-Myers Company; US4585773; (1986); A;,
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Electric Literature of 1077-01-6, A common heterocyclic compound, 1077-01-6, name is 1-Fluoro-3-(trifluoromethoxy)benzene, molecular formula is C7H4F4O, 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.

Under ice cooling mixture of 3-fluoro – trifluoromethoxyphenyl (20g) was dissolved in 40 ml of concentrated sulfuric acid, with rapid stirringWas added portionwise potassium nitrate (28g), was stirred at 0oC 3 hours and stirred at room temperature overnight, the reaction solution was carefullyGo on into 1 kg ice, stirred for 30 minutes, extracted with ethyl acetate, dried over sodium sulfate, filtered, and the filtrate was evaporated, the residue was purified by column chromatography to give 12 g pale yellow liquid.

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 Hansen Biological Pharmaceutical Co., Ltd.; Jiangsu Stockhausen Pharmaceutical Group Co., Ltd.; Sun, Xingyi; Wei, Mingsong; Cui, Yuanyuan; Tong, Chaolong; Zhang, Fujun; Bao, Rudi; Yu, Hongping; Xu, Yaochang; (41 pag.)CN105503827; (2016); A;,
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Some common heterocyclic compound, 7252-83-7, name is 2-Bromo-1,1-dimethoxyethane, molecular formula is C4H9BrO2, 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. SDS of cas: 7252-83-7

[000321] A mixture of 4-chlorophenol (10 g, 78 mmol), 2-bromo-l,l- dimethoxyethane(13.1 g, 78 mmol), K2C03 (14 g, 101 mmol), KI (100 mg) in DMF (50 mL) was stirred at reflux for 3 h. The mixture was cooled to rt and filtered. The filtrate was added water (200 mL), extracted with ethyl acetate (100 mL x 2), washed with water (100 mL x 3), brine (100 mL x 1), dried over Na2S04, concentrated, and purified by column chromatography on silica gel (ethyl acetate in petroleum ether, 10% v/v) to yield Compound 11A (15 g, yield 89 %) as a colorless liquid. 1H-NMR (CDC13, 400 MHz) major characteristic peaks: delta (ppm) 3.45 (s, 6H), 3.96 (d, J= 5.2 Hz, 2H), 4.70 (t, J= 5.6 Hz, 1H), 6.85 (d, J= 8.8 Hz, 2H), 7.21 (d, J= 8.8 Hz, 2H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 7252-83-7, its application will become more common.

Reference:
Patent; BIOMARIN PHARMACEUTICAL INC.; WANG, Bing; CHU, Daniel; BRIDGES, Alexander, James; WO2015/42397; (2015); A1;,
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