Tag: M.W=100-200

456-55-3, name is (Trifluoromethoxy)benzene, 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. Quality Control of (Trifluoromethoxy)benzene

Example 1 4-Bromomethyl-1-trifluoromethoxybenzene 300 g of trifluoromethoxybenzene, 111 g of paraformaldehyde, 456 g of sodium bromide, and 900 ml of glacial acetic acid were initially charged and heated at 90 C. To release hydrogen bromide, a mixture of 450 ml of glacial acetic acid and 678 g of concentrated sulfuric acid was then added dropwise. After the addition had ended, the reaction mixture was stirred at 90 C. for 20 hours. The reaction mixture was then poured onto 1,000 g of ice and extracted twice with in each case 300 ml of methyl tert-butyl ether. The combined organic extracts were washed with 100 ml of water and concentrated. The residue was distilled at 20 hPa in a spinning band column. This gave 324.3 g of 4-bromomethyl-1-trifluoromethoxybenzene as a colorless liquid (60% of theory) of b.p. 82-83 C.

The synthetic route of 456-55-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Marhold, Albrecht; Muller, Peter; US2002/82454; (2002); A1;,
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Adding a certain compound to certain chemical reactions, such as: 151414-47-0, name is 2,6-Difluoro-4-methoxyaniline, 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 151414-47-0, Recommanded Product: 151414-47-0

c) N-(2,6-difluoro-4-methoxyphenyl)-2-ri-(4-fluorophenyl)-3-r2-(4- methoxyphenyl)ethyll-5-oxo-2-sulfanylideneimidazolidin-4-yllacetamide (example 97) Oxalyl chloride (65 mu; 0.74 mmol; 2 eq) and dimethylformamide (1 drop) were added to a solution of 2-[l-(4-fluorophenyl)-3-[2-(4-methoxyphenyl)ethyl]-5-oxo-2- sulfanylideneimidazolidin-4-yl]acetic acid (1-21) (150 mg; 0.37 mmol; 1 eq) in dichloromethane (6 mL). The reaction mixture was stirred at room temperature for 2 hours. Then, 2,6-difluoro-4-methoxyaniline (T61) (89 mg; 0.56 mmol; 1.5 eq) and pyridine (90 mu; 1.11 mmol; 3 eq) were added. The reaction mixture was stirred at room temperature for 4 hours. Water (20 mL) was added and the aqueous layer was extracted with ethyl acetate (3 x 35 mL). The combined organic layers were washed with saturated sodium chloride (20 mL), dried over sodium sulfate, filtered and concentrated under reduced pressure. The crude was purified on silica gel using dichloromethane/ethyl acetate (95/5) as an eluent. After trituration in diethyl ether/ethanol the title compound N-(2,6-difluoro-4-methoxyphenyl)-2-[l-(4- fluorophenyl)-3-[2-(4-methoxyphenyl)ethyl]-5-oxo-2-sulfanylideneimidazolidin-4- yl]acetamide was obtained in 10% yield (20 mg) as a white powder. 1H-NMR (DMSO-d6): delta (ppm) 2.92 (m, 2H), 3.14 (m, 1H), 3.41 (m, 1H), 3.76 (m, 7H), 4.1 (m, 1H), 4.73 (s, 1H), 6.85 (m, 4H), 7.3 (m, 6H), 9.8 (s, 1H); MS (ESI+): m/z = 544.2 [M+H]+.

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, 2,6-Difluoro-4-methoxyaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; VIVALIS; GUEDAT, Philippe; BERECIBAR, Amaya; CIAPETTI, Paola; VENKATA PITHANI, Subhash; TROUCHE, Nathalie; WO2013/171281; (2013); A1;,
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Adding a certain compound to certain chemical reactions, such as: 10075-63-5, name is 1,5-Dimethoxynaphthalene, 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 10075-63-5, Application In Synthesis of 1,5-Dimethoxynaphthalene

To a suspensionof 1,5-dimethoxy-naphthalene (3.76 g, 20 mmol)in acetonitrile (50 mL) was added NBS (3.9 g,22 mmol) at room temperature. Upon stirring for 2 h,the precipitate was filtered off and washed with acetonitrile thus giving the crude product which wasrecrystallized from methanol and dried. Cyan-bluesolid, yield 88%. 1H NMR spectrum, delta, ppm: 3.85 s(3H), 3.90 s (3H), 6.74-7.13 m (2H), 7.29-7.48 m(1H), 7.54-7.87 m (2H). 13C NMR spectrum, delta, ppm:55.51, 55.72, 105.05, 107.99, 108.26, 114.92, 125.94,128.76, 132.23, 133.67, 154.69, 155.48.

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, 1,5-Dimethoxynaphthalene, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Dong; Zhang; Huang; Meng; Li; Russian Journal of General Chemistry; vol. 87; 4; (2017); p. 837 – 841; Zh. Obshch. Khim.; vol. 87; 4; (2017); p. 837 – 841,5;,
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Related Products of 6850-60-8,Some common heterocyclic compound, 6850-60-8, name is (4-Ethoxyphenyl)methanamine, 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 solution of carboxylic acid (0.5 mmol) and HATU (0.55 mmol)in anhydrous DMF (2 mL) was stirred at ambient temperature for10 min. To this solution, DIPEA (0.6 mmol) and correspondingamine (0.54 mmol) were added successively and the mixture wasstirred for 18 h. After concentration under reduced pressure, thereaction mixture was treated with water (5 mL) and extracted withDCM (2 5 mL). After evaporation of the solvent, the residue wascrystallized from an appropriate solvent or subjected to columnchromatography on silica gel (DCM/MeOH) or preparative HPLC

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route (4-Ethoxyphenyl)methanamine, its application will become more common.

Reference:
Article; Krasavin, Mikhail; Gureyev, Maxim A.; Dar’in, Dmitry; Bakulina, Olga; Chizhova, Maria; Lepikhina, Anastasia; Novikova, Daria; Grigoreva, Tatyana; Ivanov, Gleb; Zhumagalieva, Aisulu; Garabadzhiu, Alexander V.; Tribulovich, Vyacheslav G.; Bioorganic and Medicinal Chemistry; vol. 26; 9; (2018); p. 2651 – 2673;,
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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. 27841-33-4, name is 4,5-Dimethoxybenzene-1,2-diamine, A new synthetic method of this compound is introduced below., Quality Control of 4,5-Dimethoxybenzene-1,2-diamine

EXAMPLE XVII 6,7-Dimethoxy-3-methyl-3,4-dihydroquinoxalin-2(1H)-one 4,5-Dimethoxy-1,2-dinitrobenzene (34.2 g, 0.15 mol) was hydrogenated in 500 ml of methanol with Raney nickel catalysis using 1 atm hydrogen. After the calculated amount of hydrogen had been taken up, the process was stopped, the catalyst was removed by filtration with suction, and the solvent was stripped off in vacuo. To remove the water completely, the mixture was taken up twice in methanol and reconcentrated. 4,5-Dimethoxy-1,2-phenylenediamine (24.0 g), which remained as a brown oil, was refluxed for 48 hours in 200 ml of ethanol (96%) together with 17.1 ml (0.15 mol) of methyl 2-chloropropionate, with an addition of 21.0 ml (0.15 mol) of triethylamine. The solution, which was very dark, was concentrated, the concentrate was taken up in ethyl acetate, the mixture was washed twice with water and dried (sodium sulfate), and the solvent was stripped off in vacuo. The crude product was crystallized by stirring with diethyl ether (6.2 g, 19%). A analytically pure sample of melting point 151 C. was obtained by silica gel chromatography using ethyl acetate as the eluent. 1H NMR (60 MHz, d6-DMSO): delta=1.22 (d, J=7 Hz, 3 H), 3.63 (s, 3 H), 3.67 (s, 1 H), 3.6-3.7 (m, 1 H), 5.62 (br. s, 1 H), 6.40 (s, 1 H), 6.45 (s, 1H), 9.90 ppm (br. s, 1 H). MS: M+=222.

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; Aventis Pharma Deutschland GmbH; US6369057; (2002); B1;,
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These common heterocyclic compound, 126940-10-1, name is 1-Fluoro-3-(methoxymethoxy)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. Safety of 1-Fluoro-3-(methoxymethoxy)benzene

To a solution of n-BuLi (76.85 ml, 192.122mmol, 1 eq) in THF (300ml) was added TMEDA (29.89 ml, 99.807 mmol, 1 .04 eq), the mixture was cooled to -78C and stirred for 1 h. Compound 2 (30g, 192.122 mmol, 1 eq) in THF (75ml) was added to it drop wise under argon, then reaction mass was stirred for 2hr at -78C, followed by addition of Trim ethyl borate at the same temperature. Then the mixture was slowly warmed to rt stirred for 16h. Then the reaction mass was cooled to 0C, then 30% H2O2 (18 ml) solution was added slowly drop wise. The reaction mass was warmed to rt and stirred at for 1 h. TLC analysis indicated formation of polar spot. The reaction mixture was dissolved in EtOAc (300ml) and washed with brine (2 x 50ml) & water (2x 50ml). The separated organic layer was dried over Na2S04 and concentrated under reduced pressure to give a crude product; which was purified by column chromatography (silica gel100-200mesh) using 8%petroleum ether as an eluent to give compound 3 ( 25g, 75.55% ) as a colorless oil.

The synthetic route of 1-Fluoro-3-(methoxymethoxy)benzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ONTARIO INSTITUTE FOR CANCER RESEARCH (OICR); AL-AWAR, Rima; ISAAC, Methvin; CHAU, Anh My; MAMAI, Ahmed; WATSON, Iain; PODA, Gennady; SUBRAMANIAN, Pandiaraju; WILSON, Brian; UEHLING, David; PRAKESCH, Michael; JOSEPH, Babu; MORIN, Justin-Alexander; (441 pag.)WO2019/153080; (2019); A1;,
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Electric Literature of 13353-03-2,Some common heterocyclic compound, 13353-03-2, name is 2,4,6,8-Tetraoxanonane, molecular formula is C5H12O4, 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 250ml four-necked flask was added under mechanical stirring phenol (phenol and paraformaldehyde dimethyl ether molar ratio of 15:1), phosphoric acid (the molar ratio of phosphoric acid to paraformaldehyde dimethyl ether is 6.4: 1) and water (molar ratio of water and paraformaldehyde dimethyl etherRatio of 14: 1), the water bath was slowly heated to 80 C, and then 5 g of paraformaldehyde dimethyl ether was slowly added dropwise during the controlTemperature between 75 -85 C . Bi completed, maintaining the temperature at 80 C to continue the reaction 4h. Complete the reaction of raw materials, natural cooling to 45 C ,The reaction solution was poured into a separatory funnel, standing stratification, the lower phosphoric acid aqueous solution recovery applied. After the upper organic phase is neutralized by alkali,Concentrated under reduced pressure, the application of excess phenol recovery. The concentrate was diluted with ethyl acetate and washed successively with saturated aqueous ammonium chloride solutionWashed with water, dried over anhydrous sodium sulfate, suction filtered, the filtrate was concentrated to dry twice to obtain the crude product. Crude by high pressure liquid chromatographyMeasured, bisphenol F yield, selectivity and product distribution in Table 2.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2,4,6,8-Tetraoxanonane, its application will become more common.

Reference:
Patent; Yancheng Tonghai Biological Technology Co., Ltd.; Wang Hui; Shen Jianyi; Zhao Yupei; Zhu Jian; Wang Yang; (10 pag.)CN105152866; (2017); B;,
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Application of 10075-63-5,Some common heterocyclic compound, 10075-63-5, name is 1,5-Dimethoxynaphthalene, molecular formula is C12H12O2, 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.

1Og (0.05mol) of the 1,5-dimethoxynaphthalene, synthesized in PreparationExample 1-1, was dissolved in 160 ml of acetonitrile in a 1,000 ml round-bottom flask. A solution of 21g (0.12mol) of N-bromosuccinimide (NBS) in 180ml of acetonitrile was droplet added to the flask with stirring. After stirring at room temperature for 3 hours, the vacuum filtration of the reaction mixture formed precipitates which were washed with acetonitrile and then twice with hexane and dried to give 12.7 g of the title compound as white power. The properties of the product are as described below.[112][113] Yield: 69.02%, m.p.: 187-188 0C[114] Rf: 0.20 [hexane:ethylacetate(50: 1)][115] IH-NMR (CDCl , 400MHz): delta 7.68(d, J=8.4Hz, 2H), 6.72(d, J=8.4Hz, 2H), 3.91(s,6H)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1,5-Dimethoxynaphthalene, its application will become more common.

Reference:
Patent; KOREA RESEARCH INSTITUTE OF BIOSCIENCE AND BIOTECHNOLOGY; WO2008/18645; (2008); A1;,
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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. 706-27-4, name is 4-(Trifluoromethoxy)toluene belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Formula: C8H7F3O

Example 38 6-Trifluoromethoxy-1H-indole Combine 1-methyl-4-trifluoromethoxybenzene (5.44 g, 30.87 mmol) and H2SO4 (96%, 30.9 ml). Cool to about 0C. Add dropwise fuming HNO3 (2.06 g, 32.72 mmol) while maintaining the temperature below 10C. When the addition is complete, warm to ambient temperature. After 2.5 hours, pour the mixture onto ice/water, extract with dichloromethane. Combine the organic extracts, wash with brine, dry (Na2SO4), then concentrate to residue. Chromatograph the residue on silica gel eluting with hexanes/ethyl acetate (75/25) to give, after evaporation, 1-methyl-2-nitro-4-trifluoromethoxybenzene: MS (ACPI): m/e 220.1 (M-1).

The synthetic route of 706-27-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ELI LILLY AND COMPANY; Chen, Zhaogen; Cohen, Michael Philip; Fisher, Matthew Joseph; Gillig, James Ronald; McCowan, Jefferson Ray; Miller, Shawn Christopher; Schaus, John Mehnert; Giethlen, Bruno; (141 pag.)EP1859798; (2015); B1;,
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Synthetic Route of 14093-86-8, The chemical industry reduces the impact on the environment during synthesis 14093-86-8, name is 1-Methoxy-2-methylnaphthalene, I believe this compound will play a more active role in future production and life.

Example 1 In a four-necked, round-bottomed flask fitted with a stirrer, a thermometer, a cooler and a dropping funnel, were placed 0.5 g of potassium ferricyanide, 17.2 g of 1-methoxy-2-methylnaphthalene (90% content), 10 ml of water and 100 ml of glacial acetic acid. The mixture was heated with stirring, and dropping of 35% hydrogen peroxide was started when the internal temperature reached 55C, with the total amount (33 g) being added over a period of one hour. Stirring was further continued for four hours while maintaining the internal temperature within the range of 50 to 60C. High-performance liquid chromatography (HPLC) was used to confirm the consumption of 1-methoxy-2-methylnaphthalene. At the end of reaction, 200 ml of hot water (about 50C) was added and the resulting mixture was extracted twice with 200 ml each of isopropylether. To the combined extracts were added 200 ml of n-hexane and 5 g of activated charcoal, the mixture was stirred at 50C for 30 minutes, and the insoluble matters and activated charcoal were filtered off. The filtrate was dried over anhydrous magnesium sulfate and concentrated, giving 9.5 g (61.0%) of 2-methyl-1,4-naphthoquinone as yellow crystals. The purity was 98.8% when measured by HPLC (relative peak-area method; UV detection at 254 nm).

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-Methoxy-2-methylnaphthalene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Eisai Chemical Co., Ltd.; EP247513; (1991); B1;,
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