Month: July 2021

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. 261762-35-0, name is 5-Bromo-1,2-difluoro-3-methoxybenzene belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. COA of Formula: C7H5BrF2O

The title compound was prepared by reaction of 5-bromo-1,2-difluoro-3-methoxybenzene (1.03 g, 4.62 mmol, 1.0 equiv) andmagnesium (112 mg, 4.61 mmol, 1.0 equiv) and iodine (~2 mg) in13 ml diethylether under reflux for 2 h. Carbon dioxidewas bubbledthrough the solution at 10 C until all solvent (13 ml) was evaporatedtwo times. The crude product was dissolved in 10ml THF andcarbon dioxidewas bubbled through the solution for additional 1 h.The reaction was quenched with 1M HCl, extracted with ethyl acetate,dried with magnesium sulfate and concentrated underreduced pressure to afford the crude product, which was purifiedby flash chromatography; yield: 31% (265 mg). 1H NMR (300 MHz,MeOH-d4) d 7.65e7.45 (m, 2H), 3.99 (s, 3H).

The synthetic route of 261762-35-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Abdelsamie, Ahmed S.; Salah, Mohamed; Siebenbuerger, Lorenz; Hamed, Mostafa M.; Boerger, Carsten; van Koppen, Chris J.; Frotscher, Martin; Hartmann, Rolf W.; European Journal of Medicinal Chemistry; vol. 178; (2019); p. 93 – 107;,
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Application of 74137-36-3, 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. 74137-36-3, name is 1,3-Dibromo-5-methoxybenzene belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A THF ( 150 mL) solution containing l ,3-dibromo-5-methoxybenzene (1.10 g, 4.10 mmol) and Pd(PPh3)4 (0.48 g, 0.41 mmol) was charged with a 0.5 M THF solution of 2-pyridylzinc bromide (21 mL, 10 mmol). The solution was stirred at reflux for 14 h, cooled and then quenched with a saturated aqueous NaHCO, solution ( 100 mL) and washed with aqueous EDTA. The crude product was extracted with diethyl ether (2 x 100 mL), and the organic fractions were collected and dried over MgS04. The solvent was removed in vacuo to afford an oil that was purified by column chromatography [AI2O3: Epsiloniota20, Rf = 0.60]; the resultant oily product converted to a white solid upon standing (850 mg; yield = 78percent). NMR (300 MHz, CDC13): delta = 8.70 (d, 2H, 3 J = 7 Hz, Ha), 8.20 (s, 1H, Hf, 7.77 (d, 2H, 3 J = 8 Hz, Hf, 7.75 (t, 2H, 3 J = 8 Hz, Hf), 7.66 (s, 2H, He), 7.25 (t, 2H, 3 J = 8 Hz, Hh), 3.97 (s, 3H, Hg); 13C NMR (100 MHz, CDCI3): delta = 160.7, 157.2, 149.7, 141.4, 136.9, 122.5, 121.0, 1 18.2, 1 13.3, 55.8; HRMS (EI): mlz, = 262.1 101 [(M)+] (calcd for Ci7Hi4N20+: mlz = 262.1 106).

The synthetic route of 1,3-Dibromo-5-methoxybenzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BERLINGUETTE, Curtis P.; KOIVISTO, Bryan; ROBSON, Kiyoshi; WO2011/32269; (2011); A1;,
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Application of 262587-05-3, These common heterocyclic compound, 262587-05-3, name is 1-Bromo-3-(difluoromethoxy)benzene, 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.

EXAMPLE 1; Preparation of 2-nitro-5- (3-difluoromethoxyphenylthio) – p-xylene [nitroderivative of formula (III) ]; 4.36 g (0.109 moles) of sodium hydride are sus¬ pended in 80 ml of N, N-dimethylformamide at 0C. 20 g of 4-nitro-2 , 5-dimethylthiophenol (0.109 moles) dis¬ solved in 67 ml of N, N-dimethylformamide are added dropwise under stirring. 24.4 g of l-bromo-3- (difluoromethoxy) benzene (0.109 moles) dissolved in 20 ml of N, N-dimethylformamide are then added dropwise; catalytic Cu and CuCl are subsequently added and the reaction temperature is brought to 150 C for 1 h.After GC control, the reaction mixture is cooled to room temperature, filtered on a celite bed, diluted with water and extracted with ethyl acetate. The or¬ ganic phase is anhydrified with sodium sulfate, and then filtered and evaporated.The product thus obtained is purified on silica gel eluting with hexane/ethyl acetate 9:1. 30 g of the desired product are obtained. GC-MS : M+ = 325

Statistics shows that 1-Bromo-3-(difluoromethoxy)benzene is playing an increasingly important role. we look forward to future research findings about 262587-05-3.

Reference:
Patent; ISAGRO RICERCA S.R.L.; GUSMEROLI, Marilena; FILIPPINI, Lucio; PELLACINI, Franco; BRAVINI, Paolo; ELMINI, Alexia; VAZZOLA, Matteo Santino; BADARACCO, Christian; WO2012/25450; (2012); A1;,
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Electric Literature of 6346-09-4, 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. 6346-09-4 name is 4,4-Diethoxybutan-1-amine, 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.

To a mixture of 4.2 g (20 mmol) of 4-chlorobenzenesulfonyl chloride and 2.5 mL oftrimethylamine in 100 mL of dichloromethane at cooling (5-8 C) was added 3.2 g (20 mmol) of 4,4-diethoxybutan-1-amine. The reaction mixture was stirred at room temperature for 12 h, washed with saturated solution of NaHCO3 (100 mL), the organic layer was separated and evaporated in a vacuum. Yield 5.4 g (93%). 1H NMR spectrum (CDCl3), , ppm: 1.12t (3H, CH3, J 7.0 Hz), 1.38-1.48 m (1H, CH2), 1.69-1.77 m (1H, CH2), 1.81-1.87 m (1H, CH2), 1.91-2.09m (1H, CH2), 3.07-3.15 m (1H, CH2), 3.30-3.39 m(1H, CH2), 3.42-3.50 m (1H, CH2), 3.66-3.72 m (1H, CH2), 5.15-5.19 m (1H, CH), 7.43 d (2H arom, J 8.5 Hz), 7.75 d (2H arom, J 8.5 Hz). 13C NMR spectrum (CDCl3), ppm: 14.98, 14.99, 23.12, 32.76, 47.22, 63.17,90.21, 128.84, 129.25, 137.73, 139.01.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4,4-Diethoxybutan-1-amine, and friends who are interested can also refer to it.

Reference:
Article; Smolobochkin; Anikina; Gazizov; Burilov; Pudovik; Russian Journal of Organic Chemistry; vol. 53; 2; (2017); p. 199 – 202; Zh. Org. Khim.; vol. 53; 2; (2017); p. 209 – 212;,
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Application of 295376-21-5, 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. 295376-21-5, name is 1-Bromo-2-fluoro-3-methoxybenzene belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

At room temperature, add 20 mL of toluene, compound 3-2 (4.8 g, 23.18 mmoL),Tris (dibenzylideneacetone) dipalladium (0.28g, 0.31mmoL),Tris (o-methylphenyl) phosphorus (0.19g, 0.62mmoL), replaced with nitrogen three times,The temperature was raised to 60 to 70 C. Add the toluene solution of compound 2 in the three-necked bottle R1 dropwise,After the dropwise addition, keep it at 60 70 for 1h;The reaction solution was filtered through celite, and the filtrates were combined and washed with 20 mL of water.It was washed with saturated brine, dried over anhydrous sodium sulfate, and concentrated in vacuo to about 20 mL at 50 C, and cooled to 20-30 C. 160 mL of n-heptane was added dropwise to precipitate a solid, which was filtered to obtain a off-white solid, without further drying One-step synthesis

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-fluoro-3-methoxybenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Lizhu Group Xin Beijiang River Pharmaceutical Co., Ltd.; Wang Biao; Peng Murong; Huang Lixia; Chen Guo; Li Chengbo; Feng Qiqing; (16 pag.)CN110372608; (2019); A;,
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Adding a certain compound to certain chemical reactions, such as: 592-55-2, name is 1-Bromo-2-ethoxyethane, 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 592-55-2, category: ethers-buliding-blocks

General procedure: To a solution of 2 (0.28 g, 1.132 mmol) in DMF (5 mL) was added potassium carbonate (0.438 g, 3.17 mmol) and 1-bromobutane (0.340 ml, 3.17 mmol). The mixture was heated at 90 C for 4 h, then cooled to rt and aq. HCl (0.2 M, 50 mL) was added. The mixture was extracted with CH2Cl2 (3 x 5 mL) and the combined organic layers were dried over MgSO4. Solvents were removed under reduced pressure and the residue was purified by silica gel chromatography using hexane:EtOAc (2:1) as eluent to give 3a (0.33 g, 91% yield).

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; Slavik, Roger; Herde, Adrienne Mueller; Bieri, Daniel; Weber, Markus; Schibli, Roger; Kraemer, Stefanie D.; Ametamey, Simon M.; Mu, Linjing; European Journal of Medicinal Chemistry; vol. 92; (2015); p. 554 – 564;,
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Electric Literature of 24599-58-4, 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. 24599-58-4 name is 2,5-Dimethoxytoluene, 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.

2,5-dimethoxy toluene 1 (9.0 g, 59.21 mmol) in diethyl ether (90 cm3) was added to a stirred solution of iodine monochloride (10.17 g, 62.65 mmol) in chloroform (30 cm) over 30 minutes. The mixture was stirred overnight before 10% sodium thiosulfate (150 cm3) was added. The organics were extracted with 2×75 cm3) of diethyl ether. The organics were combined, washed with saturated aqueous NaHCO3 (150 cm3), brine (100 cm3), dried (MgSO4) and dried under vacuum. The resultant solid was recrystallised from methanol to yield the title compound as red solid 2 (11.3 g, 69%). [0085] Rf 0.52 (SiO2, Hex 3:1 EtOAc). [0086] Mp 80-82 C. (Literature 81-82 C. (Reed et al., JACS, 120(38): 9729-9734, 1998) [0087] 1H NMR (400 MHz, CDCl3) 2.12 (3H, s, CH), 3.72 (3H, s, OCH), 3.75 (3H, s, OCH), 6.60 (1H, s, ArH), 7.10 (1H, s, ArH) ppm.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2,5-Dimethoxytoluene, and friends who are interested can also refer to it.

Reference:
Patent; Onco-NX Limited; Mcgown, Alan; Hadfield, John; Butler, John; US2015/210639; (2015); A1;,
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Adding a certain compound to certain chemical reactions, such as: 36805-97-7, name is 1,1-Di-tert-butoxy-N,N-dimethylmethanamine, 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 36805-97-7, Recommanded Product: 36805-97-7

d) 2-Chloro-6-methoxymethyl-isonicotinic acid tert-butyl ester2-Chloro-6-methoxymethyl-isonicotinic acid (3.48 g, 15.5 mmol, 1 eq) is dissolved in toluene (60 ml) and heated to 80 0C. N,N-dimethylformamid-di-tertbutylacetal (7.53 ml, 31 mmol, 2 eq) is added in portions over 8 hours. The reaction mixture is then diluted with TBME and washed with aqueous sodium bicarbonate. The organic layer is dried with sodium sulfate, filtered and concentrated to give the product. MS (ES+): 258 = [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; NOVARTIS AG; NOVARTIS PHARMA GmbH; WO2008/9750; (2008); A2;,
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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. 592-55-2, name is 1-Bromo-2-ethoxyethane, A new synthetic method of this compound is introduced below., Safety of 1-Bromo-2-ethoxyethane

Take 30.0g of compound A and 19.6g of K2CO3,162mL of N, N-dimethylformamide in a reaction flask, stir,25.3g of 2-bromoethylethyl ether was added, the temperature was raised to 60 C, and the reaction was performed for 2h. The reaction solution was poured into 270 mL of water, stirred for 0.5 h, and the solid was precipitated and filtered. The obtained filter cake was slurried with 540 mL of water for 1 h, filtered, and the filter cake was slurried with 240 mL of n-heptane for 1 h. The product was filtered and dried at 60 C to obtain product B1 43.5 g, yield 93%, HPLC purity: 99.0%.

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; Sichuan Kelun Pharmaceutical Institute Co., Ltd.; Zha Zhongyun; Pan Junzhu; Cao Zhi; Liu Zhiqiang; Feng Liejiang; Wang Lichun; Wang Jingyi; (9 pag.)CN110396063; (2019); A;,
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Application of 41789-95-1,Some common heterocyclic compound, 41789-95-1, name is 1-(3-Methoxyphenyl)-N-methylmethanamine, molecular formula is C9H13NO, 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: A mixture of Pd(OAc)2 (6.7 mg, 0.030 mmol, 10 mmol%), Cu(OAc)2 (54.45 mg, 0.30 mmol, 1 equiv.), 1a (32.1 mg, 0.30 mmol, 1equiv.), CsF (136.7 mg, 0.90 mmol, 3 equiv.) was dissolved in a solvent of acetonitrile (3 mL) followed by addition of 2a (179 mg,0.60 mmol, 2 equiv.). The reaction mixture was stirred at 120 C for 24 h and progress of the reaction was monitored continuously byTLC with ethyl acetate: hexane eluent system. Upon completion of reaction the mixture was cooled to room temperature, poured into brine, and extracted with EtOAc. The combined extracts were dried over MgSO4 and filtered through pad of Celite eluting with ethylacetate. The filtrate was concentrated under reduced pressure and was purified by column chromatography (EtOAc/hexane) on silicagel to afford the 5,6-dihydrophenanthridine 3a. Compound 1i was synthesized in accordance with reported literature [25]. Characterization data of compounds 3a, 3c, and 3e were found exactly similar as reported in the literature (References of above compounds are mentioned in Supplementary data).

The synthetic route of 41789-95-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Asamdi, Manjoorahmed; Chauhan, Prakashsingh M.; Patel, Janki J.; Chikhalia, Kishor H.; Tetrahedron; vol. 75; 25; (2019); p. 3485 – 3494;,
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