Month: June 2021

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. 33311-29-4, name is 4-(2-Methoxyethoxy)aniline, A new synthetic method of this compound is introduced below., name: 4-(2-Methoxyethoxy)aniline

To a solution of 2.4-dichloro-l,3,5-triazine A.91 (2 g, 13.34 mmol) in DMF (10 mL) at 0 0C were added DIEA (2.4 mL, 13.77 mmol) and 4-(2-methoxyethoxy)benzenamine (2.027 g, 12.12 mmol) and the mixture was stirred at 0 0C for 30 minutes and then room temperature for 1 hour. The mixture was diluted with ethyl acetate (100 mL) and washed with brine (50 mL x 1), dried over Na2SO4, filtered, and concentrated under reduced pressure to give a brown solid. The brown solid was purified by silica gel column chromatography using 30% of ethyl acetate in hexane as eluent to give 4-chloro-N-(4-(2-methoxyethoxy)phenyl)-l,3,5-triazin-2-amine A.92 (2.887 g, 84.8% yield) as a white solid: 1H NMR (400 MHz, DMSO-d6) delta ppm 10.58 (1 H, s), 8.56 (1 H, d, J=5.9 Hz), 7.51 (2 H, t, J=9.5 Hz), 6.96 (2 H, t, J=7.9 Hz), 4.04 – 4.1 1 (2 H, m), 3.65 (2 H, dd, J=5.3, 3.8 Hz), 3.31 (3 H, s); Mass Spectrum (ESI) m/e = 281.0 [M+l].

The synthetic route of 33311-29-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AMGEN INC.; WO2009/158011; (2009); A1;,
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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 3401-47-6 as follows. Product Details of 3401-47-6

A mixture of 1-bromo-2-methoxynaphthalene (1.0 equiv.), Phenylboronic acid (1.5 equiv.) And K3PO4(3 equiv.), Toluene (2 mL / mmol of aryl bromide) and a catalyst (Pd content of 0.001 mol%) were added to a dry reaction tube with a magnetic stir bar.The reaction tube was then stirred at 100 C for 24 h under an argon atmosphere.After the reaction, the solution was cooled to room temperature, 5 mL of water was added and the mixture was extracted with 3 x 5 mL of ethyl acetate. The organic phases were combined and the organic phase was dried over anhydrous magnesium sulfate, filtered and the filtrate was concentrated by rotary evaporation. chromatography to give the desired product(yield 28%).

According to the analysis of related databases, 3401-47-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SOOCHOW UNIVERSITY; LANG, JIANPING; NING, JINJIAO; REN, ZHIGANG; (13 pag.)CN104710255; (2016); B;,
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Related Products of 41365-75-7, 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. 41365-75-7, name is 1-Amino-3,3-diethoxypropane belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a solution of (S*)-3-ethyl-7-(methylcarbamoyl)-3-phenyl-2,3-dihydrobenzofuran-5-carboxylic acid (75 mg, 0.23 mmol) in DMF (1 ml.) was added sequentially HATU (131 mg, 0.346 mmol) and DIPEA (0.101 ml_, 0.576 mmol). The reaction was stirred for 1 min then 3,3-diethoxypropan-l-amine (available from commercial suppliers such as Sigma Aldrich, 0.041 ml_, 0.25 mmol) was added. The reaction was stirred for 1 h, after which sat. LiCI (aq) and EtOAc were added and the layers separated. The aqueous layer was extracted with further EtOAc. The organic layers were combined, back extracted with sat. LiCI (aq) and water and filtered through a cartridge fitted with a hydrophobic frit. The filtrate was evaporated in vacuo to give a dark oil. This oil was purified using silica gel column chromatography eluting with a gradient of 50-100% EtOAc : cyclohexane and the appropriate fractions collected and concentrated in vacuoto yield (S*)-A5-(3,3-diethoxypropyl)-3-ethyl-/V7-methyl-3-phenyl- 2,3-dihydrobenzofuran-5,7-dicarboxamide (116 mg, 0.230 mmol, 100 % yield) as a pale yellow oil. LCMS (method Formic): Retention time 1.12, [M+H]” = 499 (formate)

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

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; ATKINSON, Stephen John; DEMONT, Emmanuel Hubert; HARRISON, Lee Andrew; LUCAS, Simon Christopher Cranko; PRESTON, Alexander G; SEAL, Jonathan Thomas; WALL, Ian David; WATSON, Robert J; WOOLVEN, James Michael; (89 pag.)WO2019/68782; (2019); 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. 101-55-3, name is 1-Bromo-4-phenoxybenzene, A new synthetic method of this compound is introduced below., Computed Properties of C12H9BrO

4B. Alternative Preparation of (5) where R5 is 4-(4-Bromophenoxy)phenyl A solution of 4-bromodiphenyl ether (50 g, 200.7 mmol) in methylene chloride (118 mL) was cooled to 0 C. and chlorosulfonic acid (14.7 mL, 220.8 mmol) was added dropwise over a 20 minute period. The solution was stirred an additional 10 minutes, warmed to room temperature and stirred an additional 1 hour. To this mixture was added oxalyl chloride (23.6 mL, 270.9 mmol), followed by N,N-dimethylformamide (1.5 mL) as a catalyst, and the mixture refluxed for 2 hours. The mixture was cooled to room temperature, and additional oxalyl chloride (23.6 mL, 270.9 mmol) was added, the mixture refluxed for 3 hours, cooled to room temperature and stirred 12 hours more. The solution was concentrated to an oil, azeotroped several times using methylene chloride and put under high vacuum (1 torr) for several hours until the mixture had completely solidified. This mixture was immediately dissolved in methylene chloride (160 mL) which was added dropwise to a solution of triphenylphosphine (157.0 g, 602 mmol) in methylene chloride (160 mL) containing N,N-dimethylformamide (4 mL, 52.2 mmol). The mixture was stirred 2 hours, diluted with 1M aqueous hydrochloric acid (300 mL) and stirred for 1 hour. The aqueous layer was separated, extracted with methylene chloride (200 mL), and the organic layers were combined, washed with 200 mL of brine, dried (MgSO4) and concentrated in vacuo. The resulting solid was further purified through trituration with 750 mL of hexane. The solid was then dissolved in 750 mL of diethyl ether, extracted with 2M aqueous sodium hydroxide (2*350 mL), and the basic aqueous layer back extracted using diethyl ether (2*400 mL). The aqueous layer was adjusted to pH 2, extracted with diethyl ether (3*200 mL) and the combined organic layers dried (MgSO4) and concentrated to afford 4-(4-bromophenoxy)thiophenol (45.6 g, 81%). 1 H-NMR (CDCl3) delta 3.43 (s, 1H), 6.86 (d, J=8.9 Hz, 2H), 6.89 (d, J=8.6 Hz, 2H), 7.28 (d, J=8.6 Hz, 2H), 7.43 (d, J=8.9 Hz, 2H).

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; Syntex (U.S.A.) Inc.; Agouron Pharmaceuticals, Inc.; US5932595; (1999); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Adding a certain compound to certain chemical reactions, such as: 52189-63-6, name is 1-Fluoro-3,5-dimethoxybenzene, 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 52189-63-6, Application In Synthesis of 1-Fluoro-3,5-dimethoxybenzene

To a -30 C. solution of 1-fluoro-3,5-dimethoxybenzene (1.56 g, 10 mmol) in 10 mL of CH2Cl2 was added 10 mL of BBr3/CH2Cl2 at while the solution was stirring. The reaction mixture was stirred at -30 C. for 2 h and then allowed to warm up to RT overnight. To the reaction mixture was added water and the product was extracted with EtOAc (3*10 mL). The organic layers were washed with water (10 mL) and brine (10 mL), dried over anhydrous sodium sulfate, then the combined organic layers were concentrated under reduced pressure to afford a crude product. The residue was purified by flash chromatography (1:1 EtOAc/hexanes) to give 5-fluorobenzene-1,3-diol as a yellow solid (1.2 g, 93%). MS (ES+) C6H5FO2 requires: 128. found: 129 [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; Board of Regents, The University of Texas System; Palmer, Wylie; Jones, Philip; Liu, Gang; Petrocchi, Alessia; Reyna, Naphtali; Subrumanian, Govindan; Theroff, Jay; Yau, Anne; (114 pag.)US2016/60260; (2016); A1;,
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Synthetic Route of 1836-62-0, These common heterocyclic compound, 1836-62-0, name is 2-(2-Methoxyphenoxy)ethylamine, 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.

Compound 5a (100 mg, 0.42 mmol), and 2-(2-methoxyphenoxy)ethanamine (84 mg, 0.50 mmol) were added to ethanol and theresulting heterogeneous solution was reuxed for 24 h. Themixture was cooled to room temperature and ltered through a padof celite and the ltrate was concentrated under reduced pressure.The residue was puried by ash chromatography on silica-gelwith 10% methanol in ethyl acetate. Yielding 83% compound 9a(176 mg) as a white solid. Compound 9b was synthesized followingthe procedure of preparation 9a.

The synthetic route of 1836-62-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Xu, Yao; Chen, Shujun; Cao, Ying; Zhou, Pingzheng; Chen, Zhipeng; Cheng, Kui; European Journal of Medicinal Chemistry; vol. 154; (2018); p. 253 – 266;,
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Adding a certain compound to certain chemical reactions, such as: 101-55-3, name is 1-Bromo-4-phenoxybenzene, 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 101-55-3, SDS of cas: 101-55-3

A THF solution (15 mL) of 1-bromo-4-phenoxybenzene (2.48 g, 10 mmol) was added dropwise to a mixture of Mg (288 mg, 12 mmol) and a small amount of iodine in anhydrous THF (10 mL). After refluxing for 1 h, the Grignard reagent of (4-phenoxyphenyl)magnesium bromide was obtained, which was dissolved in THF and added dropwise to a cooled (-78 C) solution of ethyl pyruvate (1.16 g, 10 mmol). After completion of the addition, the reaction temperature was slowly allowed to rise to 20 C and kept overnight. The reaction mixture was poured into an ice solution of HCl and then extracted with methylene chloride (3 × 40 mL). The methylene chloride extract was washed with brine (30 mL) and dried with MgSO4. Evaporation of methylene chloride at reduced pressure afforded the crude product. After purification by flash column chromatography, the intermediate 7 (1.49 g) was obtained as a pale yellow oil in a yield of 52%. 1H NMR (600 MHz, CDCl3): delta 1.27 (t, J = 7.2 Hz, 1H, CH3), 1.77 (s, 3H, CH3), 3.78 (s, 1H, OH), 4.22-4.27 (m, 2H, CH2), 6.97 (d, J = 9.0 Hz, 2H, ArH), 7.01 (d, J = 7.8 Hz, 2H, ArH), 7.11 (t, J = 7.5 Hz, 1H, ArH), 7.34 (t, J = 7.8 Hz, 2H, ArH), 7.51 (d, J = 8.4 Hz, 2H, ArH).

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-4-phenoxybenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Wang, Fu; Li, Hui; Wang, Le; Yang, Wen-Chao; Wu, Jia-Wei; Yang, Guang-Fu; Bioorganic and Medicinal Chemistry; vol. 19; 15; (2011); p. 4608 – 4615;,
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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. 16452-01-0, name is 3-Methoxy-4-methylaniline, A new synthetic method of this compound is introduced below., COA of Formula: C8H11NO

General procedure: 1,3-bis(3,4-dichlorophenyl)urea (1). 3,4-dichlorophenylisocyanate (200 mg, 1.064 mmol) and 3,4-dichloroaniline (172 mg, 1.064 mmol) were dissolved in 10 mL of anhydrous dioxane. The reaction mixture was warmed to 55 C, stirred under nitrogen over night and then cooled to room temperature (RT). The solvent was removed under vacuum and the crude was crystallized twice in ethyl acetate/hexane to afford 1 (181 mg, 49%).

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; Denoyelle, Severine; Chen, Ting; Chen, Limo; Wang, Yibo; Klosi, Edvin; Halperin, Jose A.; Aktas, Bertal H.; Chorev, Michael; Bioorganic and Medicinal Chemistry Letters; vol. 22; 1; (2012); p. 402 – 409;,
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Synthetic Route of 1484-26-0, The chemical industry reduces the impact on the environment during synthesis 1484-26-0, name is 3-Benzyloxyaniline, I believe this compound will play a more active role in future production and life.

General procedure: To a solution containing para-chloro-meta-fluoroaniline (10.0 g, 70.1 mmol) in 600 mL THF at 0 °C was added Et3N (9.11 mL, 70.1 mmol) followed by ethyl oxalylchloride (7.70 mL, 70.1 mmol) dropwise over 15 minutes. The reaction mixture was warmed to room temperature and stirred for 18 hrs. The reaction mixture was filtered and the filter cake was washed with one-300 mL portion of ethyl acetate. The organic phase was washed with two-100 mL portions of 1M HCl, dried over MgSO4, filtered, and concentrated to give the product. Recrystallization from hot Et2O gave 14.4 g (84percent) of 27 as a colorless crystalline 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, 3-Benzyloxyaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Lalonde, Judith M.; Elban, Mark A.; Courter, Joel R.; Sugawara, Akihiro; Soeta, Takahiro; Madani, Navid; Princiotto, Amy M.; Kwon, Young Do; Kwong, Peter D.; Scho?n, Arne; Freire, Ernesto; Sodroski, Joseph; Smith III, Amos B.; Bioorganic and Medicinal Chemistry; vol. 19; 1; (2011); p. 91 – 101;,
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Ether | (C2H5)2O – PubChem

Some common heterocyclic compound, 143-24-8, name is 2,5,8,11,14-Pentaoxapentadecane, molecular formula is C10H22O5, 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. Computed Properties of C10H22O5

General procedure: General Experimental Procedure Use a 300 milliliter (mL), High Pressure HASTELLOY C-276 Parr reactor with a glass insert as a reaction vessel. Charge 90 mL of acetic acid (S.D. Fine-Chem Ltd.) into the reactor. Add a known amount of polyether polyol and/or derivative thereof to the acetic acid. Add 4 mL of a 55 % (weight/weight) aqueous solution of hydrogen iodide (HI) (Merck) or 3.73 gram (g) I2 to the reactor, then close the reactor and mount it on a reactor stand. Flush void space within the reactor two times with gaseous nitrogen (200 psig (- 1.38 MPa). Feed H2 into the reactor up to a pressure of 500 psig (~3.45 MPa) and heat reactor contents, with stirring at a rate of 1000 revolutions per minute (rpm) up to a temperature of 210 C. Add sufficient additional H2 to the reactor to increase pressure within the reactor up to 1000 psig (~6.89 MPa). After 45 minutes of reaction time, remove a sample of vapor phase within the reactor using a gas sampling vessel. Analyze the sample via gas chromatography (GC) (Agilent 7890 with two thermal conductivity detectors (TCDs) and one flame ionization detector (FID)). Use a PoraPlot Q (Varian CP7554) column to separate carbon dioxide (C02), olefins and alkanes. Use a CP Wax (Varian CP7558) column to separate oxygenates and a molecular sieve (Molsieve) (Varian CP7539) column to separate hydrogen, nitrogen and lower hydrocarbons. The reaction is continued in this fashion for a desired period of time. Based upon the vapor phase composition, calculate the mole percent (mol ) of polyol present in the crude stream corresponding to the olefin formed. The liquid phase is analyzed on GC (Liquid sample GC analysis is carried out using an Agilent 7890 gas chromatogram fitted with a split-splitless capillary injector with a split injector liner, tapered, low pressure drop with glass wool and flame ionization detector. The injection volume used is 1 microliter and split ratio is 1:20. The GC method uses a combined DB1701 and HP5 GC columns. Samples are injected using an Agilent 7683B auto injector. Example 5 Replicate Example 1, except substitute 0.66 moles of tetraethylene glycol monomethyl ether (TEGMME) for the DEG; HI (0.029), AcOH (90 mL), T (210 C), time (360 min), H2 (300 psig). After 360 minutes, conversion of TEGDME is 26 , with selectivity to ethylene, ethane and C02 being 82, 18 and 0 %, respectively.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 143-24-8, its application will become more common.

Reference:
Patent; DOW GLOBAL TECHNOLOGIES LLC; DESHPANDE, Raj; DAVIS, Paul; PANDEY, Vandana; KORE, Nitin; BRIGGS, John R.; WO2013/90077; (2013); A2;,
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