Tag: M.W=200-300

Related Products of 19056-40-7,Some common heterocyclic compound, 19056-40-7, name is 4-Bromo-3-methoxyaniline, molecular formula is C7H8BrNO, 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.

adding 1020 g of 2-bromo-5-aminoanisole to the reaction vessel,Add about 30percent sulfuric acid 8380 g and stir.Then, a solution of 455 g of sodium nitrite and 1000 g of water was added dropwise, and the process temperature was controlled at about 12 °C.After the addition is completed, the mixture is stirred for a while to prepare a diazonium salt for use. Add 520 g of cuprous bromide and HBr 1350 g to another reaction flask.The above diazonium salt is added under stirring, and the temperature rises when decomposed, and the controlled temperature is 40 to 65 °C.After the addition, continue to stir, keep the reaction for a period of time, stir, cool, filter,The brown solid 2,5-dibromoanisole was obtained in an amount of 1086 g, and the content was more than 97percent, and the yield was 81percent.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Bromo-3-methoxyaniline, its application will become more common.

Reference:
Patent; Changzhou University; Chen Xingquan; Dong Yanmin; (5 pag.)CN109320403; (2019); A;,
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Electric Literature of 53087-13-1, 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. 53087-13-1, name is 1-(Benzyloxy)-3-bromobenzene belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: To a 30 mL flamed-dried flask equipped with stir bar and a nitrogen-filled balloon were added 2,2,6,6-tetramethylpiperidine (1.2 equiv) and THF (12 mL). After cooled to 0 C with an ice waterbath, n-BuLi (2.5 M in hexane, 1.2 equiv) was added dropwise and the reaction was stirred at 0 C for 0.5 h. To a 100 mL flame-dried flask equipped with a stir bar and a nitrogen-filled balloon were added THF (30 mL), benzyne precursor (1 equiv), and corresponding ketene silyl acetals9 (1.5 equiv) and was cooled to 78 C with an acetone-dry ice bath before in situ generated lithium tetramethylpiperidine was added dropwise. The reaction was monitored and aqueous NH4Cl was added upon disappearance of the benzyne precursor. After warming to rt, the reaction mixture was extracted with ethyl acetate (30 mLx3), washed with brine, and concentrated under reduced pressure. Acetonitrile (30 mL) was added to the concentrated reaction system and cooled to 0 C with an ice-water bath followed by slow addition of hydrofluoric acid (27.6 M, 10 equiv). Upon completion, the reaction was heated to 40 C overnight before water (100 mL) was added. The mixture was extracted with ethyl acetate (30 mLx3), washed with brine, and dried with Na2SO4. The combined organic extract was concentrated under reduced pressure and purified by column chromatography on silica gel to afford the following compounds. 4.6.2. 8-Ethyl-5-methoxybicyclo[4.2.0]octa-1,3,5-trien-7-one (10). Compound 10 was obtained as colorless oil (876 mg) from 6a and tert-butyl((1-methoxybut-1-en-1-yl)oxy)dimethylsilane in 62% yield, Rf=0.8 (Hexane/EtOAc=5:1); 1H NMR (400 MHz, CDCl3) delta 7.40 (dd, J8.4, 7.1 Hz, 1H), 6.99 (d, J7.1 Hz, 1H), 6.78 (d, J8.4 Hz,1H), 4.13-4.06 (m, 4H), 1.98-1.72 (m, 2H), 1.04 (t, J7.5 Hz, 3H). 13C NMR (101 MHz, CDCl3) delta 188.9 (s), 156.0 (s), 153.5 (s), 137.5 (s), 131.1(s), 116.0 (s), 114.6 (s), 65.0 (s), 59.7 (s), 23.3 (s), 11.5 (s). IR: gamma 2963, 2934, 2876, 2359, 2340, 1766, 1602, 1574, 1482, 1455, 1435, 1277, 1157, 1123, 1020, 941, 799 cm-1. HRMS calcd for C16H14NaO2[MNa]: 261.0886, found: 261.0879.

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-(Benzyloxy)-3-bromobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Chen; Savage, Nikolas A.; Dong, Guangbin; Tetrahedron; vol. 70; 27-28; (2014); p. 4135 – 4146;,
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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. 53087-13-1, name is 1-(Benzyloxy)-3-bromobenzene, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C13H11BrO

A stirred mixture of 1-benzyloxy-3-bromo-benzene (10.56 g, 40.1 mmol) and dry THF (35 mL) was cooled to -78 C., evacuated and refilled with nitrogen for 10 cycles. To this clear solution was slowly added n-butyllithium (17.7 mL, 44.1 mmol) and stirred for 20 min. Then a mixture of 3,5-dimethoxy-benzaldehyde (7.34 g, 44.1 mmol) in dry THF (30 mL) was added and stirred for 1 hour at -78 C. The mixture was quenched with isopropanol (18.5 mL, 241 mmol) and added water (30 mL). The mixture was extracted with EtOAc (3*80 mL). The combined organic phases were washed with water (2*80 mL), dried over MgSO4 and concentrated to oil, which was purified by flash column chromatography (EtOAc/Hexane) to give (3-benzyloxy-phenyl)-(3,5-dimethoxy-phenyl)-methanol as an oil (11.54 g, 82% yield): 1H NMR (CDCl3) delta 2.21 (d, J=4 Hz, 1H, OH), 3.76 (s, 6H, 2OCH3), 5.04 (s, 2H, CH2), 5.72 (d, J=4 Hz, 1H, CH), 6.36 (t, J=2 Hz, 1H, Ar), 6.54 (d, J=2 Hz, 2H, Ar), 6.85-7.04 (m, 3H, Ar), 7.21-7.43 (m, 6H, Ar).

According to the analysis of related databases, 53087-13-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Celgene Corporation; US2005/107339; (2005); 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. 54314-84-0, name is ((3-Bromopropoxy)methyl)benzene, A new synthetic method of this compound is introduced below., SDS of cas: 54314-84-0

General procedure: Under an argon atmosphere,methyl 2-(4-hydroxyphenyl)acetate (3.51 g, 21.14 mmol) and caesium carbonate (13.78 g, 42.28 mmol)were suspended in dimethylformamide (130 mL), the mixture was stirred at ambient temperaturefor 2 h. Benzyl-2-bromoethylether (5.00 g, 23.25 mmol) was added and it was stirred at ambienttemperature for further 12 h. Water (250 mL) and ethyl acetate (250 mL) were added and the resultingphases separated. The organic phase was dried over sodium sulfate and concentrated in vacuum.Purification by chromatography on silica gel (gradient: 0?100percent ethyl acetate in cyclohexane) affordedthe title compound 8a as a white solid (5.30 g, 84percent yield)

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; Fischer, Thomas; Riedl, Rainer; Molecules; vol. 22; 9; (2017);,
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Adding a certain compound to certain chemical reactions, such as: 75148-49-1, name is 3-Bromobenzaldehyde Diethyl Acetal, 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 75148-49-1, Quality Control of 3-Bromobenzaldehyde Diethyl Acetal

Step 1: Preparation of 3-(3-fluorooxetan-3-yl)benzaldehyde 3-Bromobenzaldehyde diethyl acetal (1 mL, 4.9 mmol) in dry THF (10 mL) at -78 C. was added 1.6M n-butyl lithium in hexanes (3.4 mL, 5.4 mmol) dropwise. The reaction mixture was stirred at -78 C. for fifteen minutes then added oxetan-3-one (0.353 g, 4.9 mmol) dropwise. The reaction mixture was stirred at -78 C. for thirty minutes. The reaction mixture was diluted with 50 mL saturated ammonium chloride solution and 50 mL ethyl acetate. The layers were shaken and separated and the organic phase was dried over magnesium sulfate, concentrated under reduced pressure to give the desired product, and purified by silica gel chromatography with a gradient to 50% ethyl acetate/hexanes. The crude mixture was dissolved in dry dichloromethane (10 mL), cooled to -78 C., and added diethylaminosulfur trifluoride (0.16 mL, 1.1 mmol) dropwise. The reaction mixture was stirred at -78 C. for thirty minutes. The reaction mixture was warmed to room temperature. The reaction mixture was diluted with 50 mL 1M sodium hydroxide and 50 mL ethyl acetate. The layers were shaken and separated and the organic phase was dried over magnesium sulfate, concentrated under reduced pressure, and purified by silica gel chromatography with a gradient to 30% ethyl acetate/hexanes to give the desired product as a clear colorless oil (0.051 g, 0.28 mmol). 1H NMR (400 MHz, dichloromethane-d2) delta 10.10 (s, 1H), 8.13-8.10 (m, 1H), 7.96-7.92 (m, 1H), 7.92-7.88 (m, 1H), 7.72-7.66 (m, 1H), 5.20

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; AMGEN INC.; CYTOKINETICS, INC.; Ashcraft, Luke; Boezio, Alessandro; Butler, John; Chandra, Aroop; Chuang, Chihyuan; Collibee, Scott E.; Debenedetto, Mikkel; DiMassa, Vincent; Graceffa, Russell; Malinowski, Justin; Moebius, David; Morgan, Bradley P.; Payette, Joshua; Romero, Antonio; St. Jean, JR., David; Vargas, Richard; Yeoman, John; Zhang, Hanmo; (146 pag.)US2019/77793; (2019); A1;,
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Synthetic Route of 54314-84-0,Some common heterocyclic compound, 54314-84-0, name is ((3-Bromopropoxy)methyl)benzene, molecular formula is C10H13BrO, 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 a stirred suspension of 4-chloro-3-hydroxy-5-nitrobenzamide (30 g, 139 mmol) and potassium carbonate (57.4 g, 416 mmol) in DMF (200 mL) under nitrogen was added at room temperature a solution of ((3-bromopropoxy)methyl)benzene (47.6 g, 208 mmol) dropwise during 1 minute. The reaction mixture was stirred at 80 °C overnight. The reaction mixture was cooled to room temperature and quenched by the addition of 200 mL of water. The aqueous phase was then extracted with DCM (3×100 mL). The combined organic layer was washed with water (4×200 mL) and brine (200 mL), dried, and concentrated under vacuum. The crude product was purified by silica gel chromatography (100 g column, 1:2 petroleum ether/EtOAc). The appropriate fractions were pooled and concentrated to afford 3-(3-(benzyloxy)propoxy)-4-chloro-5-nitrobenzamide (33 g, 90 mmol, 65.3percent yield) as a yellow solid. LCMS (m/z): 365 [M + H]+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route ((3-Bromopropoxy)methyl)benzene, its application will become more common.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; FOSBENNER, David T.; GRAYBILL, Todd L.; KANG, Jianxing; KING, Bryan W.; LAN, Yunfeng; LEISTER, Lara Kathryn; MAHAJAN, Mukesh K.; MEHLMANN, John F.; MORALES-RAMOS, Angel I.; PESIRIDIS, George Scott; RAMANJULU, Joshi M.; ROMANO, Joseph J.; ROMERIL, Stuart Paul; SCHULZ, Mark J.; ZHOU, Huiqiang; (372 pag.)WO2019/69270; (2019); A1;,
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Application of 22094-18-4, 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. 22094-18-4, name is 1,3-Dibromo-2,2-dimethoxypropane, This compound has unique chemical properties. The synthetic route is as follows.

Under a nitrogen atmosphere, a 5L three-neck flask was charged with a starting material, ethanesulfonamide (163.5 g, 1.5 mol).Anhydrous potassium carbonate (275.8g, 2.0mol) and anhydrous DMF (1L) were stirred for 30min.Then 1,3-dibromo-2,2-dimethoxypropane (SM) (259.9 g, 1.0 mol) was added,Stir for 30 min, then raise the temperature of the reaction system to 95-100 C.20-22 hours at this temperature,Then cool to room temperature.After that, the pH was adjusted to 2 to 3 with 0.1N HCl, and the mixture was stirred well for 2-3 hours. Then, 2L of water was added to the system to precipitate a lot of off-white solid, which was filtered and dried to obtain 134.1 g of a solid. The yield was 82.3. %.

The chemical industry reduces the impact on the environment during synthesis 1,3-Dibromo-2,2-dimethoxypropane. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Xiamen Hailejing Biochemical Co., Ltd.; Zhong Baoxiang; Qiu Binglin; Chen Huadong; Li Jinlin; Huang Zhizheng; (9 pag.)CN107739328; (2018); A;,
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Synthetic Route of 18800-30-1, The chemical industry reduces the impact on the environment during synthesis 18800-30-1, name is 1-Bromo-4-(2-bromoethoxy)benzene, I believe this compound will play a more active role in future production and life.

General procedure: 6-Hydroxyphthalide (9) (0.33 mmol) was dissolved in N,N-dimethylformamide (DMF; 3 mL) and stirred over K2CO3 (1.14 mmol) for 5 min. The appropriately substituted alkyl bromide (0.37 mmol) was added and the reaction mixture was stirred for 12 h at 50-100 ºC. The K2CO3 was removed by filtration and the reaction mixture was dried in a stream of air. The resulting residue was recrystallized from ethanol to yield the C6-substituted phthalide analogues 6a-r.1 Benzylaminophthalide (6s) was synthesized according to the same procedure from 6-aminophthalide (8) and benzyl bromide

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-(2-bromoethoxy)benzene, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Strydom, Belinda; Bergh, Jacobus J.; Petzer, Jacobus P.; Bioorganic and Medicinal Chemistry Letters; vol. 23; 5; (2013); p. 1269 – 1273;,
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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. 5414-19-7, name is 1-Bromo-2-(2-bromoethoxy)ethane, A new synthetic method of this compound is introduced below., name: 1-Bromo-2-(2-bromoethoxy)ethane

A solution of the ethyl 3-amino-1-methyl-1H-pyrazole-4-carboxylate (500 mg, 2.95 mmol), Cs2CO3 (2.9 g, 8.87 mmol), 1-bromo-2-(2-bromoethoxy) ethane (1.37 g, 5.90 mmol) in DMA (10mL) as stirred at 120 oC overnight. Then H2O (20 mL) was added to the mixture and it was extracted with EA(x3). The organic layer was dried and purified by flash to give desired compound as yellow oil (610 mg, 87%). ESI-MS m/z: 240.0 [M+H]+.

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; ENANTA PHARMACEUTICALS, INC.; SHOOK, Brian, C.; KIM, In, Jong; BLAISDELL, Thomas, P.; YU, Jianming; PANARESE, Joseph; LIN, Kai; RHODIN, Michael, H.J.; McALLISTER, Nicole, V.; OR, Yat, Sun; (447 pag.)WO2019/67864; (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. 17061-62-0, name is Bis(4-methoxybenzyl)amine, A new synthetic method of this compound is introduced below., Quality Control of Bis(4-methoxybenzyl)amine

4-(3-Formyl-2-methoxy-phenoxymethyl)-N N-bis-(4-methoxy-benzyl)-benzenesulfonamide A solution of 4-(bromomethyl)benzenesulfonyl chloride (5.6 mmol) in 5 mL of CH2Cl2 at 25 C. is treated with Et3 N (8.4 mmol) followed by bis-(4-methoxy-benzyl)-amine (5.8 mmol). The reaction is stirred for 12 hours, diluted with H2O, extracted with CH2Cl2, dried (MgSO4), filtered and concentrated. The resultant crude material is purified by silica flash chromatography (20% EtOAc/hexanes) to yield 4-bromomethyl-N,N-bis-(4-methoxy-benzyl)-benzenesulfonamide: 1H NMR (400 MHz, CDCl3): delta 7.72 (apparent t, J=8.4 Hz, 2H), 7.44 (dd, J1=1.6 Hz, J2=8.4 Hz, 2H), 6.91-6.86 (m, 4H), 6.69 (d, J=8.8 Hz, 4H), 4.5 (s, 2H), 4.19 (s, 4H), 3.71 (s, 3H); LC/MS: (ES+) 490.1 (M+1)+.

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; IRM LLC; US2009/325981; (2009); A1;,
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