Tag: M.W=100-200

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. 2051-59-4, name is 6-Chloro-2H-chromen-2-one belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Quality Control of 6-Chloro-2H-chromen-2-one

General procedure: A flame-dried reaction vessel with a magnetic stirring bar was sequentially charged with coumarin or p-dimethoxybenzene or 7-(2-Chloroethyl)theophylline (0.4mmol), PC (0.004mmol), pyridine N-oxide (0.82mmol, 78mg), CH2Cl2 (0.5mL) and CH3CN (0.5mL). Trifluoroacetic anhydride (0.8mmol, 168mg) was then added to the resulting homogeneous solution. The mixture was stirred at room temperature under irradiation from a blue LED. The solvent in the reaction mixture was removed under reduced pressure. The residue was redissolved in 2mL of CH3CN, and extracted 5 times with hexane (5mL each time). The PC was extracted into the hexane layer and separated for use in the next reaction. The CH3CN layer was dried with Na2SO4 and concentrated under vacuum. After separation and evaporation, the residue was purified by column chromatography on silica gel (200-300 mesh size) using petroleum ether/EtOAc as the eluent to give the trifluoromethyl coumarin.

The synthetic route of 2051-59-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Zhang, Xiaodan; Li, Yaming; Hao, Xinyu; Jin, Kun; Zhang, Rong; Duan, Chunying; Tetrahedron; vol. 74; 15; (2018); p. 1742 – 1748;,
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Electric Literature of 89-91-8, 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. 89-91-8, name is Methyl 2,2-dimethoxyacetate, This compound has unique chemical properties. The synthetic route is as follows.

Intermediate 55a: heptyl 2,2-bis(heptyloxy)acetate To a solution of methyl 2,2-dimethoxyacetate (5.0g, 37.3 mmol) in heptanol (26.3 ml_, 186 mmol) was added camphorsulfonic acid (0.43g, 1.86 mmol), and the reaction was heated to 100 C, overnight. The reaction was cooled to ambient temperature and concentrated under reduced pressure. The concentrate was purified on silica gel with dichloromethane / heptane as eluent to provide 4.0g of the desired compound. 1H NMR (400 MHz, CDCI3): delta = 4.86 (s, 1 H), 4.21 (t, J = 6.78 Hz, 2H), 3.52-3.69 (m, 4H), 1.55-1.77 (m, 6H), 1.20-1.45 (m, 24H), 0.82- 0.98 (m, 9H) ppm.

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

Reference:
Patent; NOVARTIS AG; BRITO, Luis; CHEN, Delai; GAMBER, Gabriel Grant; GEALL, Andrew; LOVE, Kevin; ZABAWA, Thomas; ZECRI, Frederic; WO2015/95346; (2015); A1;,
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Reference of 37746-78-4,Some common heterocyclic compound, 37746-78-4, name is (E)-Ethyl 4-bromobut-2-enoate, molecular formula is C6H9BrO2, 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 1-(1H-pyrrol-2-yl) ethanone 1 (109 mg, 1.0 mmol), (E)-ethyl 4-bromobut-2-enoate 2 (256 mg, 1.0 mmol), and K2CO3 (414 mg, 3.0 mmol) in CH3CN (5 mL)was refluxed. The end of the reaction was monitored by the TLC. Ice water(100 mL) was poured into the mixture and CH2Cl2 (3 30 mL) was used toextract the mixture. The combined organic layers were dried over Na2SO4,filtered, and concentrated in vacuo. Purification by flash columnchromatography (Hexane/EtOAc = 10:1, v/v) afforded the desired product 7

The synthetic route of 37746-78-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Yang, Bingchuan; Huang, Zixiao; Guan, Hegen; Niu, Xiaoyi; Li, Yanqiu; Fang, Shuai; Ma, Chen; Tetrahedron Letters; vol. 54; 45; (2013); p. 5994 – 5997;,
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Adding a certain compound to certain chemical reactions, such as: 106614-28-2, name is Methyl 2,4-difluorobenzoate, belongs to esters-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 106614-28-2, Product Details of 106614-28-2

To a solution of methyl 2, 4-difluorobenzoate (3.44 g, 20.00 mmol) in DMF (50 mL) was added 1H-pyrrolo [2, 3-b] pyridin-5-ol (2.70 g, 20.00 mmol) and K 2CO 3 (5.6 g, 40.00 mmol), the mixture was stirred at 80C for 20h. Cooled to room temperature, partitioned between EA (40 ml) and H 2O (40 mL), the aqueous layer was extracted with EA (20 mL). The combined organic layers were washed with H 2O (30 mL3), concentrated and purified by CombiFlash (0-60%, EA/PE) to give the crude product, which was crystallized from EA/PE=1/1 (50 mL) to give the isomer. The mother liquid was left standing over night, the precipitate was collected by filtration to give methyl 2- ((1H-pyrrolo [2, 3-b] pyridin-5-yl) oxy) -4-fluorobenzoate (600 mg) as a white solid. [M+1] + 286.9.

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, Methyl 2,4-difluorobenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BEIGENE, LTD.; GUO, Yunhang; XUE, Hai; WANG, Zhiwei; SUN, Hanzi; (493 pag.)WO2019/210828; (2019); A1;,
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Related Products of 37466-90-3, 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 37466-90-3 as follows.

(1 13a) 2-(2,6-Dichloro-phenylamino)-1 H-benzimidazole-5-carboxylic acid A mixture of 3,4-diamino-benzoic acid ethyl ester (5.00 g, 27.8 mmol) and 1 ,3-dichloro-2- isothiocyanato-benzene (5.66 g, 27.8 mmol) in 40 ml. DMF was stirred for 2h under argon. DCC (5.72 g, 27.8 mmol) was added and mixture heated to 800C for 45 min. After stirring the mixture was diluted with water and concentrated /.vac. The residue was diluted with ethanol and 1 M NaOH (aq). The mixture was heated to 1000C and stirred overnight. Then ethanol was evaporated and the aq. phase was cooled, acidified with acetic acid, filtered and the solid washed with water. Yield: 8 g (90%)

According to the analysis of related databases, 37466-90-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; PFAU, Roland; ARNDT, Kirsten; DOODS, Henri; HAUEL, Norbert; KLINDER, Klaus; KUELZER, Raimund; MACK, Juergen; PRIEPKE, Henning; STENKAMP, Dirk; WO2010/34796; (2010); A1;,
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Reference of 13671-00-6, The chemical industry reduces the impact on the environment during synthesis 13671-00-6, name is Methyl 2,6-difluorobenzoate, I believe this compound will play a more active role in future production and life.

General procedure: To a solution of an appropriate methyl esters17(a-j) (1.0 mmol) in 50 mL of methanol was added 99 %hydrazine hydrate (4.0 mmol) and the mixture was refluxedfor 5 h up to reaction completed (TLC). After completionof reaction, it was allowed to cool and the obtained solidwas washed with methanol. The crude products wererecrystallized from ethanol.

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, Methyl 2,6-difluorobenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Murty; Penthala, Raju; Polepalli, Sowjanya; Jain; Medicinal Chemistry Research; vol. 25; 4; (2016); p. 627 – 643;,
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Adding a certain compound to certain chemical reactions, such as: 125568-73-2, name is Methyl 5-amino-2,4-difluorobenzoate, belongs to esters-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 125568-73-2, Quality Control of Methyl 5-amino-2,4-difluorobenzoate

A mixture of methyl 5-amino-2,4-difluoro-benzoate (2, 3.0 g, 0.016 mol) and 2-chloro-N-(2- chloroethyl)ethanamine hydrochloride (3.719 g, 0.021 mol) in diethylene glycol monomethyl ether (12 mL) was heated to 170C for 2.5h. Progress of the reaction was monitored by TLC. Water was added to the reaction mixture and extracted with ethyl acetate. The organic part was discarded. Then pH of the aqueous part was adjusted with sodium bicarbonate and extracted with ethyl acetate. Combined organic part was dried over anhydrous sodium sulphate, and concentrated under reduced pressure. The crude product obtained was purified by column chromatography to afford the product (1.5 g, 29.9%). LCMS (ESI positive ion) m/z: calculated: 256.25; Observed; 257.0 (M+l).

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; ITEOS THERAPEUTICS; CROSIGNANI, Stefano; GOMES, Bruno; HOUTHUYS, Erica; (216 pag.)WO2018/178338; (2018); 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. 680-65-9, name is Diethyl difluoromalonate, A new synthetic method of this compound is introduced below., SDS of cas: 680-65-9

Diethyl difluoropropanedioate (2.87 ml, 17.23 mmol) was dissolved in MeOH (20 mL) and a solution of 2,3-dihvdro-1H-inden-2-ainine (2.07 g, 15.51 mmol) in MeOH (15mL) was added dropwise. The reaction was stirred at RT for 14 h. The reaction wasconcentrated and purified by Biotage FCC (50 g SNAP KP-Si02, 0-50% EtOAc in Heptanes)affording the title compound as a pale brown solid (1.79 g, 91% purity, 35%)?H NMR (500 MHz, DMSO-d6) 9.48 (d, J = 6.9 Hz, 1H), 7.22 (dcl, J = 5.3, 3.4 Hz,2H), 7.15 (dd, J = 5.5, 3.2 Hz, 2H), 4.60-4.48 (in, IH). 3.88 (s, 3H), 3.20 (dd, .J= 15.9, 7.9Hz, 2H), 2.91 (dd, J= 15.9, 6.6 Hz, 2H). LCMS Method C: rt 1.09 mm, 91%, m/z 269.95(MW)

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; PRESIDENT AND FELLOWS OF HARVARD COLLEGE; EVOTEC INTERNATIONAL GMBH; GAMPE, Christian, M.; KAHNE, Daniel, Evan; KAHNE, Suzanne, Walker; QIAO, Yuan; EAST, Stephen; PARKES, Alastair, L.; SOUTHEY, Michelle; HUNTER, James; WHITTAKER, Mark; ARTHUIS, Martin; (359 pag.)WO2016/191658; (2016); 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 4224-69-5 as follows. name: Methyl 2-(bromomethyl)acrylate

General procedure: A mixture of (E)-3-phenyl-2-[(toluene-4-sulfonylamino)methyl]-acrylic acid methyl ester (345 mg, 1.0 mmol), methyl 2-(bromomethyl)acrylate (269 mg, 1.5 mmol), and K2CO3(276 mg, 2.0 equiv) in DMF (3.0 mL) was stirred at room temperature for 5 h. After removal of the solvent and column chromatographic purification process (hexanes/Et2O, 5:1) compound 1a was obtained as a white solid, 401 mg (90%). Other compounds 1b-m were prepared analogously, and the spectroscopic data of 1a-m are as follows.

According to the analysis of related databases, 4224-69-5, the application of this compound in the production field has become more and more popular.

Reference:
Article; Kim, Ko Hoon; Lim, Jin Woo; Moon, Hye Ran; Kim, Jae Nyoung; Bulletin of the Korean Chemical Society; vol. 35; 11; (2014); p. 3254 – 3260;,
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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. 924-99-2, name is Ethyl 3-(dimethylamino)acrylate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Quality Control of Ethyl 3-(dimethylamino)acrylate

General procedure: Ethyl 4-(4-chlorophenyl)-2-thioxo-1,2,3,4-tertahydropyrimidine-5-carboxylate 6a (Table 2, entry 1). To a mixture of thiourea 12a (23.0 mg, 0.302 mmol), 4-chlorobenzaldehyde 13a (63.0 mg, 0.448 mmol), and ethyl 3-dimethylaminoacrylate 9 (64.0 mg, 0.447 mmol) in anhydrous DMF (0.3 mL) was added anhydrous aluminum chloride (8.0 mg, 0.0600 mmol) at room temperature, and the reaction mixture was stirred at 110 C for 3 h. To the mixture was added EtOAc (10 mL) and 1 M HCl aqueous solution (5 mL), and the organic layer was separated. The aqueous layer was extracted with EtOAc (10 mL), and the combined organic layers were washed with water (5 mL) and brine (5 mL), dried over anhydrous MgSO4, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography [n-hexane-EtOAc (4:1 to 2:1)] to give 6a (78.9 mg, 0.266 mmol, 88%) as pale yellow crystals.

The synthetic route of 924-99-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Arai, Rie; Cho, Hidetsura; Gokurakuji, Yuki; Kikuchi, Hidetomo; Kubo, Takanori; Nakamura, Yuri; Nishimura, Yoshio; Sunaga, Katsuyoshi; Yuan, Bo; Tetrahedron Letters; (2020);,
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