Month: August 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. 592-55-2, name is 1-Bromo-2-ethoxyethane, A new synthetic method of this compound is introduced below., Quality Control of 1-Bromo-2-ethoxyethane

Example 38Synthesis of (Z)-2-ethoxy-3-[2-(2-ethoxyethoxy)-3′-(1-methyl-3-pentylureido)biphenyl-4-yl]acrylic acid a-Methyl 3-(2-ethoxyethoxy)-4-iodobenzoate:3.15 g (20 mmol) of 2-bromoethyl ethyl ether and 3.4 g (24.6 mmol) of potassium carbonate are added to a solution of 5.7 g (20 mmol) of methyl 3-hydroxy-4-iodobenzoate (prepared according to Example 19d) in 50 mL of methyl ethyl ketone. The reaction mixture is heated at 80 C. for 12 hours. The reaction is stopped by addition of 50 mL of water and extraction with ethyl acetate. The organic phases are combined and dried over sodium sulfate. The solvents are evaporated off and the residue is then purified by chromatography on a column of silica eluted with an 80/20 heptane/ethyl acetate mixture. 5.93 g (83%) of methyl 3-(2-ethoxyethoxy)-4-iodobenzoate are obtained in the form of a colorless oil.

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; GALDERMA RESEARCH & DEVELOPMENT; US2009/12129; (2009); A1;,
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Electric Literature of 14804-31-0, The chemical industry reduces the impact on the environment during synthesis 14804-31-0, name is 4-Bromo-1-methoxy-2-methylbenzene, I believe this compound will play a more active role in future production and life.

EXAMPLE 109; Preparation of 2-Amino-5-(4-methoxy-3-methyl phenyl)-3-methyl-5-(2-phenylpyridin-4-yl)-3,5-dihydro-4H-imidazol-4-one; Step a) [(4-Methoxy-3-methylphenyl)ethynyl](trimethyl)silane; A solution of 4-bromo-1-methoxy-2-methylbenzene (6.702 g) in toluene was treated with tetrakis(triphenylphosphie)palladium (0) (1.15 g), followed by diisopropylamine (23 mL), trimethylsilyl acetylene (4.7 mL) and copper iodide (I) (0.127 g). The reaction was heated at 45 C. in nitrogen atmosphere overnight and evaporated to dryness. The resultant residue was applied on a large silica pad and eluted with hexane:ethyl acetate (2:1). The elute was evaporated to dryness to give the silane intermediate as a brown oil (7.167 g). The compound was characterized by LCMS analysis. LCMS Conditions: HP 1100 HPLC system; Waters Xterra MS C18, 2 mm (i.d.)×50 mm (length), 3.5 um column, set at 50 C.; Flow rate 1.0 mL/min; Solvent A: 0.02% NH4OH in water; Solvent B 0.02% NH4OH in ACN; Gradient: Time O: 10% B; 2.5 min 90% B; 3 min 90% B; Sample concentration: 2.0 mM; Injection volume: 5 uL; Detection: 220 nm, 254 nm DAD

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-Bromo-1-methoxy-2-methylbenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Wyeth; US2007/4730; (2007); A1;,
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Application of 24878-25-9, 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. 24878-25-9 name is 2,2′-Oxydianiline, 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.

General method: An equimolar mixture of RhCl3·3H2O with the corresponding ligand Ln in 15mL of hot methanol was refluxed for 24h. After cooling to room temperature, the solid formed was filtered off and dried in vacuum; then it was washed with cold methanol (2×4mL). Synthesis of [RhIII(L1)Cl3] (1) RhCl3 3H2O (0.080g, 0.304mmol), L1 (0.050g, 0.231mmol). Yellow solid. Yield 68% (0.085g). M. p.: above 250 C. Anal. Calc. for C12H12Cl3N2ORh (1): C, 35.20; H, 2.95; N, 6.84. Found; C, 34.95; H, 2.87; N, 6.80%. IR data (KBr, cm-1): 3433 (NH); 3200, 3096 (CHaromatics); 1602, 1491 (C=C); 1264 (C-O-C). Raman data (cm-1): 414 (Rh-N); 316 (Rh-Cl); 279 (Rh-O). 1H NMR (DMSO-d6) delta=7.53 (d, 2H, NHA, 2J=9.97Hz), 7.50 (d, 2H, H3, 3J=7.26Hz), 7.24 (d, 2H, NHB, 2J=9.97Hz), 7.20-7.12 (m, 4H, H4, H6), 7.03 (dd, 2H, H5, 3J=7.03, 3J=7.03Hz).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2,2′-Oxydianiline, and friends who are interested can also refer to it.

Reference:
Article; Alvarado-Rodriguez, Jose G.; Hernandez-Balderas, Uvaldo; Andrade-Lopez, Noemi; Salazar, Veronica; Sanchez-Cabrera, Gloria; Zuno-Cruz, Francisco J.; Polyhedron; vol. 117; (2016); p. 453 – 462;,
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Application of 19500-02-8, These common heterocyclic compound, 19500-02-8, name is 3-Methoxy-2-methylaniline, 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.

A mixture of 1-methoxy-2-methyl-3-aminobenzene 15.0 g, triphosgene 48.7 g and toluene 350 mL was stirred withheating under ref lux for three hours. The reaction mixtures after standing to cool were condentrated under reduced pressure to give 1-methoxy-3-isocyanato-2- methylbenzene 17.0 g.?H NMR (CDC13) : 2.19(3H, S), 3.82(3H, 5), 6.69(1H, d, J=8.2Hz), 6.72(1H, dd, J=0.5, 8.0Hz), 7.09(1H, t, J=8.2Hz)

Statistics shows that 3-Methoxy-2-methylaniline is playing an increasingly important role. we look forward to future research findings about 19500-02-8.

Reference:
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; YOSHIMOTO, Yuya; TAKAHASHI, Teruki; OOHIRA, Daisuke; AZUMA, Shuhei; WO2013/162077; (2013); A1;,
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Reference of 24599-58-4, The chemical industry reduces the impact on the environment during synthesis 24599-58-4, name is 2,5-Dimethoxytoluene, I believe this compound will play a more active role in future production and life.

General procedure: Standard reaction conditions: a 1.0 mmol sample of the aryl ether was dissolved in 1.8mL of acetonitrile and was added slowly over several minutes to a rapidly stirred solution of CAN (1.92g, 3.5mmol) which had been dissolved in 1.8 mL of distilled water in a 10mL round-bottom flask. After the addition was complete, the mixture was stirred for an additional 1 hour at room temperature open to the air. The mixture was diluted with 25 mL of water, and the resulting precipitate collected by suction filtration. The precipitate was washed with several 10 mL portions of water and then finally with approximately 5mL of ice cold ethanol. The resulting yellow solid (diquinone) was dried at room temperature under vacuum.

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

Reference:
Article; Love, Brian E.; Simmons, Alexander L.; Tetrahedron Letters; vol. 57; 50; (2016); p. 5712 – 5715;,
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Synthetic Route of 33170-72-8, 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. 33170-72-8 name is 2-Bromo-1,1-dimethoxypropane, 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.

A solution of methyl 5-amino-6-bromopyrazine-2-carboxylate (500 mg, 2.15 mmol, 1.00 equiv), 2-bromo-1,1-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 stirred 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, m/z): 270 [M+H]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Bromo-1,1-dimethoxypropane, and friends who are interested can also refer to it.

Reference:
Patent; Genentech, Inc.; Blaquiere, Nicole; Castanedo, Georgette; Feng, Jianwen A.; Hu, Baihua; Staben, Steven; Yuen, Po-wai; Wu, Guosheng; Lin, Xingyu; Burch, Jason; US2015/57260; (2015); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

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. 6443-69-2, name is 1,2,3-Trimethoxy-5-methylbenzene belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 6443-69-2

3,4,5-Trimethoxytoluene (1.82 g, 10 mmol) was dissolvedin a mixture of acetic acid (10 mL) and catalytic H2SO4 (0.01 mL), then a solution of the oxidant (15 mmol) was added dropwise over 10 min. The mixture was stirred and heated at 50C for 1 h. After cooling, the reaction mixture was extracted with CH2Cl2 (3 × 10 mL). The combined organic phases were washed with H2O and NaHCO3, then dried over anhydrous Na2SO4 and evaporated under reduced pressure. The residue was purified by silica gel column chromatography (PE/EtOAc, 5:1) to give CoQ0. CoQ0, red-colored needles, m.p. 55C-58C (Lit.1357C-59C).1H NMR (400 MHz, CDCl3): delta = 6.44 (q, J = 1.7 Hz, 1H),4.02 (s, 3H, OCH3), 4.00 (s, 3H, OCH3), 2.04 (d, J = 1.6 Hz,3H, CH3).13C NMR (101 MHz, CDCl3): delta = 184.4 (C=O), 184.2(C=O), 145.0, 144.8, 144.0, 131.2, 61.2 (OCH3), 61.1(OCH3), 15.4 (CH3).MS (ESI): m/z = 205 [M + Na]+.The spectroscopic data are in accord with the literature.

The synthetic route of 6443-69-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Lu, Bin; Qiu, Yong-Fu; Qi, Shi; Wang, Jin; Journal of Chemical Research; vol. 43; 11-12; (2019); p. 553 – 556;,
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Application of 1535-75-7, These common heterocyclic compound, 1535-75-7, name is 2-(Trifluoromethoxy)aniline, 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: Acetamides (1a-1x, 1ab, 1ac and 1ba-1bc). To a solution of 2-phenylacetic acid (7.0mmol), 2-(trifluoromethoxy)aniline (7.7mmol) in anhydrous CH2Cl2 (25mL) were added EDCI (1.745g, 9.1mmol) and DMAP (256.6mg, 2.1mmol). The reaction mixture was stirred at room temperature overnight, diluted with HCl (1M) aqueous solution, and extracted with CH2Cl2 (3×25mL). The combined organic phase was washed with saturated NaHCO3 aqueous solution and brine, dried over anhydrous Na2SO4, and concentrated under vacuum. Purification by flash chromatography (Silica gel, petroleum ether: ethyl acetate=50: 1 as eluent) gave the corresponding 2-phenyl-N-[2-(trifluoromethoxy)phenyl]acetamide compound.

Statistics shows that 2-(Trifluoromethoxy)aniline is playing an increasingly important role. we look forward to future research findings about 1535-75-7.

Reference:
Article; Zhao, Xiao-Jing; Zhao, Jie; Sun, Xin; Liu, Ji-Kai; Wu, Bin; Tetrahedron; vol. 73; 25; (2017); p. 3463 – 3477;,
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Electric Literature of 645-36-3, 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. 645-36-3 name is 2,2-Diethoxyethanamine, 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.

First, 1-naphtaldehyde (1.6 g, 10 mmol) and 2,2-dietoxyethanamine (1.3 g, 10 mmol) were mixed, and the mixture was stirred at 100C for from 30 min to 1 h. After allowed to cool, the reaction mixture was mixed with EtOH (25 mL), and the resulting mixture was stirred and made homogeneous. Next, a small amount of NaBH4 (0.38 g, 10 mmol) was gradually added and the mixture was then stirred at room temperature for from 1 h to overnight. After completion of the reaction, EtOH was distilled away while the mixture was concentrated under reduced pressure. (An appropriate amount of) Water was added to the resulting residue, and a product was extracted with AcOEt. A separated organic layer was washed with saturated saline and dried with Na2SO4. After that, the sample was filtered and concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (AcOEt/hexane = 5/1) to yield compound 1 (2.3 g, 8.5 mmol, 85%) as colorless transparent liquid.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2,2-Diethoxyethanamine, and friends who are interested can also refer to it.

Reference:
Patent; National University Corporation Tottori University; KanonCure, Inc.; SHIOTA, Goshi; ITABA, Noriko; KANKI, Keita; SETO, Kenzo; SHIMIZU, Hiroki; KOUNO, Yohei; KUNITA, Shinya; ADUMI, Zyunya; SAKABE, Tomohiko; ABE, Kenichiro; MORIMOTO, Minoru; OKA, Hiroyuki; (77 pag.)EP3150207; (2019); B1;,
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Synthetic Route of 910251-11-5, The chemical industry reduces the impact on the environment during synthesis 910251-11-5, name is Potassium trifluoro(methoxymethyl)borate, I believe this compound will play a more active role in future production and life.

4-Fluoro-2-(4-fluorophenyl)-5-isopropoxy-6-(methoxymethyl)-N- methylbenzofuran-3-carboxamide A mixture of 6-bromo-4-fluoro-2-(4-fluorophenyl)-5-isopropoxy-N- methylbenzofuran-3-carboxamide (600 mg, 1.414 mmol) , potassium methoxymethyltrifluoroborate (2149 mg, 14.14 mmol), PdCl2(dppf) (310 mg, 0.424 mmol) and cesium carbonate (2074 mg, 6.36 mmol) in a mixture of toluene (60 mL) and water (20 ml) was flushed with N2 and then stirred at 85C for 48 hrs. The mixture was diluted wih EtOAc (200 mL). The water layer was removed. The organic layer was filtered and then concentrated to give a crude solid, which was purified by column chromatography (Biotage 25m, EtOAc/Hexane = 0 to 30%) to give 280 mg (51 %) of the product as a white solid. 1H NMR (400 MHz, CHLOROFORM-d) delta 7.99 – 7.92 (m, 2H), 7.41 (s, 1H), 7.21 – 7.13 (m, 2H), 6.12 (br. s., 1H), 4.62 (d, J=0.5 Hz, 2H), 4.56 – 4.47 (m, 1H), 3.51 – 3.47 (m, 3H), 3.07 (d, J=5.0 Hz, 3H), 1.37 (m, 6H). LCMS R, = 3.151 min., m/z 390 (M + H). The LC/MS data was obtained on a Shimadzu analytical LC /Micromass Platform LC (ESI+) at 220nm using the following set of conditions: Phenomenex Luna 3muiotaeta C18, 2 x 50 mm column, with a gradient of 0-100%B (B = 90% HPLC grade acetonitrile/ 0.1% trifluoro acetic acid/ 10% HPLC grade water), (A = 90% HPLC grade water / 0.1% trifluoroacetic acid/ 10% HPLC grade acetonitrile), in 4 minutes with a 1 minute hold at a rate of 0.8 mL/minute.

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, Potassium trifluoro(methoxymethyl)borate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; YEUNG, Kap-Sun; EASTMAN, Kyle J.; PARCELLA, Kyle E.; WO2014/159559; (2014); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem