Tag: M.W=100-200

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. 656-64-4, name is 3-Bromo-4-fluoroaniline, A new synthetic method of this compound is introduced below., Formula: C6H5BrFN

4-Amino-N-hydroxy-1,2,5-oxadiazol-3-methylimidoyl chloride (36.78 g, 0.23 mol, 1.0 eq)Dissolved in water (318 ml), stirred at 60 C, and added 3-bromo-4-fluoroaniline (47.50 g, 0.25 mol, 1.1 eq).Stir at 60 C for about 10 min,NaHCO3 (29.40 g, 0.35 mmol, 1.5 eq) in water (318 mL) was added dropwiseThe solution was added dropwise after 20 minutes, and the mixture was stirred at 60 C for 30 min, cooled to room temperature, and the reaction solution was suction filtered.The filter cake was washed with water, the filter cake was drained, beaten with water overnight, and filtered by suction the next day to obtain a gray solid, which was dried.The objective product was obtained (61.21 g, yield: 84.2%).

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; Nanjing Yaojie Good Health Biological Technology Co., Ltd.; Wu Yongqian; Li Lin; (48 pag.)CN108727361; (2018); A;,
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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. 2695-48-9, name is 8-Bromo-1-octene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Quality Control of 8-Bromo-1-octene

15.(1) Synthesis of p-(7-octenyloxy)benzoic acid 9.4 g of 8-bromo-1-octene, 9.0 g of ethyl p-hydroxybenzoate, and 7.6 g of potassium carbonate were refluxed in ethanol for 10 hours. Added thereto was an aqueous solution containing 2.4 g of sodium hydroxide, and reflux was further continued for 10 hours. After conclusion of the reaction, the reaction solution was diluted with water, and the pH of the diluted solution was lowered to 2 by dropping hydrochloric acid thereto. The generated precipitate was collected, and was then washed with water sufficiently and dried, to obtain 10.8 g of the objective ether compound. (Yield: 89 %)

The synthetic route of 2695-48-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; IDEMITSU KOSAN COMPANY LIMITED; EP355772; (1991); A3;,
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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. 630-17-1, name is 1-Bromo-2,2-dimethylpropane, A new synthetic method of this compound is introduced below., HPLC of Formula: C5H11Br

A mixture of 4,5,6,7-tetrahydro-1H-benzo[d]imidazole (5.00 g, 40.9 mmol),90% KOH (3.74 g, 60 mmol) and DMSO (70 mL) was stirred under argon and heated at 40 C for 2 h. After cooling to 10 C, neopentyl bromide (5.5 mL, 44 mmol) was added in one portion, and the resulting mixture was stirred and heated at 40 C for 4 days. The reaction mixture was poured into ice/water (800 mL), treated with 5 NNaOH (200 mL), and extracted with DCM (2 x 400 mL). The extract was washed with water (200 mL), dried over Na2SO4, and the solvent was removed under reduced pressure to give a residue. Column chromatography of the residue (silica gel, ethyl acetate/methanol, 95:5) afforded pure 1-neopentyl-4,5,6,7-tetrahydro-1H- benzo[d]imidazole (4.72 g, 60% 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:
Patent; NITTO DENKO CORPORATION; STANISLAW, Rachwal; HU, Yufen; ZHANG, Hongxi; WANG, Peng; (42 pag.)WO2018/191238; (2018); A1;,
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39478-78-9, name is 5-Bromo-2-methylaniline, belongs to bromides-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. Recommanded Product: 39478-78-9

Compound W (270 mg, 0.84 mmol), 5-bromo-2-methylaniline (93.3 mg, 0.5 mmol),Cesium carbonate (407.3,1.25mmol), Pd2 (dba) 3 (22.9mg, 0.025mmol),213697-53-1 (15.7 mg, 0.04 mmol) was placed in a flask, acetonitrile (3 ml) was added, nitrogen was purged three times, and refluxed for 5 h.Cooled to room temperature, concentrated under reduced pressure, diluted with water and extracted twice with ethyl acetate. The organic phases were combined and washed with saturated brine.After drying over anhydrous sodium sulfate, it was concentrated and purified by silica gel column (PE:EA=1:1) to obtain 135 mg of pale yellow viscous compound K, yield: 71.6%.

The synthetic route of 39478-78-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Sichuan University; Yu Jiang; Chen Yuanwei; (26 pag.)CN107814785; (2018); A;,
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Adding a certain compound to certain chemical reactions, such as: 10485-09-3, name is 2-Bromoindene, belongs to bromides-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 10485-09-3, SDS of cas: 10485-09-3

A mixture of 50.0 ml (20.0 mmol) of 0.4 M mesitylmagnesium bromide in THF, 230 mg (0.40 mmol) of Pd(dba)2, 162 mg (0.80 mmol) of P^Bu3, and 3.90 g (20.0 mmol) of 2-bromo-lH-indene was stirred for 48 h at ambient temperature. Then, to the resulting mixture 200 ml of brine was added. The organic layer was separated, and the aqueous layer was extracted with 3 x 100 ml of ether. The combined organic fractions were dried over K2CO3 and then evaporated to dryness. The product was isolated by flash chromatography on Silica Gel 60 (40-63 urn, d 30 mm, 1 300 mm, eluent: hexanes-dichloromethane, 20:1, vol.). Yield 3.19 g (68%) of white solid.Anal. calc. for C18H18: C, 92.26; H, 7.74. Found: C, 92.33; H, 7.73.1H NMR (CDCl3): delta 7.52 (m, IH, 7-H in indenyl), 7.46 (m, IH, 4-H in indenyl), 7.35 (m, IH, 6-H in indenyl), 7.24 (m, IH, 5-H in indenyl), 6.97 (s, 2H, 3,5-H in mesityl), 6.68 (m, IH, 3-H in indenyl), 3.60 (m, 2H, CH2), 2.36 (s, 3H, 4- Me in mesityl), 2.22 (s, 6H, 2,6-Me in mesityl).

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; EXXONMOBIL CHEMICAL PATENTS INC.; WO2007/70038; (2007); A1;,
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Related Products of 10485-09-3, 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. 10485-09-3, name is 2-Bromoindene, This compound has unique chemical properties. The synthetic route is as follows.

Production Example 2 Synthesis of an Li salt of 2,2′-diindenyltetramethyldisilane In a 2L-three-neck flask, THF (300 ml) and Mg (25g, 1042 mmol) were incorporated. Further, 1,2-dibromoethane (0.1 ml) was added. The resultant was stirred at room temperature for 10 minutes, whereby the Mg surface was activated. To this, 2-bromoindene (100g, 513 mmol) which had been dissolved in THF (500 ml) was added dropwise by means of a pressure equalizing funnel. After cooling the resulting reaction mixture on ice bath, 1,2-dichlorotetramethyldisilane (46.8 ml, 251 mmol) was added dropwise. After stirring the reaction mixture for overnight, the solvent was distilled off. Extraction was conducted from the resulting solid by using hexane (500 ml * 2). By subjecting the resulting extraction solution to evaporation dryness, 2,2′-diindenyltetramethyldisilane was obtained as a pale yellow product (82g, 236 mmol, 92%).

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

Reference:
Patent; Idemitsu Kosan Co., Ltd.; YABUGAMI, Minoru; OKAMOTO, Takuji; EP2650300; (2013); A1;,
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Electric Literature of 2695-47-8,Some common heterocyclic compound, 2695-47-8, name is 6-Bromo-1-hexene, molecular formula is C6H11Br, 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 70 ml oven dried autoclave containing a stirrer bar wascharged the AgI (0.5 mg, 0.002 mmol) and Cs2CO3 (978 mg, 3.0mmol). The autoclave was purged three time with CO2 and theterminal alkynes 1 (2.0 mmol), bromides 2 (3.0 mmol), and dryDMF (20 ml) were then added sequentially via a syringe. Theautoclave was then sealed and pressurized to the appropriatepressure with CO2. The reaction mixture was then stirred at 60C for 24 h and the autoclave was cooled to room temperatureand the remaining CO2 slowly vented from the system. Thereaction mixture was diluted with water (30 ml) and extractedwith ethyl acetate (30 ml × 3). The combined organic layerswere washed with water and brine, dried over Na2SO4, andfiltered. The solvent was removed under vacuum. The productwas isolated by column chromatography on silica gel.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 6-Bromo-1-hexene, its application will become more common.

Reference:
Article; Zhang, Linlin; Zhang, Wenzhen; Shi, Linglong; Ren, Xiang; Lue, Xiaobing; Cuihua Xuebao/Chinese Journal of Catalysis; vol. 34; 6; (2013); p. 1179 – 1186;,
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Synthetic Route of 74586-53-1, These common heterocyclic compound, 74586-53-1, name is 3-Bromo-5-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 3-bromo-5-methyl-aniline (1.86 g, 10 mmol), 2-chloroethanol (3.22 g, 40.00 mmol), KI (166 mg, 1.00 mmol) and CaCO3 (2.00 g, 20.00 mmol) in water (6 mL) and EtOH (6 mL) was heated at 100C for 36h, then at 120C for 20h. The reaction mixture was cooled to RT, diluted with EtOAc, washed with H20, sat. NaC1 and dried then evaporated under reduced pressure. The crude material was subjected to ISCO purification (40g silica; 0 % to 10% of MeOH in DCM) to give 2- [3-bromo-N-(2-hydroxyethyl)-5-methyl-anilino] ethanol YL4a (1.4 g, 51%). ?HNMR (300 MHz, CDC13) oe 6.71 (d, J = 22.0 Hz, 2H), 6.47 (s, 1H), 3.87 (t, J = 4.9 Hz, 4H), 3.61 – 3.53 (m, 4H), 3.41 (s, 2H), 2.29 (s, 3H) ppm. ESI-MS m/z calc. 273.04, found 274.31 (M+1)+; Retention time: 0.68 minutes.

The synthetic route of 74586-53-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; DAVIES, Robert, J.; CAO, Jingrong; COCKERILL, Meghan, Elise; COLLIER, Philip, Noel; DENINNO, Michael, Paul; DOYLE, Elisabeth; FRANTZ, James, Daniel; GAO, Huai; GOLDMAN, Brian, Anthony; GREY, Ronald, Lee; GRILLOT, Anne-laure; GU, Wenxin; HENDERSON, James, A.; IRARRAZAVAL, Raul Eduardo, Krauss; KOLPAK, Adrianne, Lynn; LIAO, Yusheng; MAGAVI, Sanjay Shivayogi; MALTAIS, Francois; MESSERSMITH, David; PIERCE, Albert, Charles; PEROLA, Emanuele; RYU, Elizabeth Jin-Sun; SYKEN, Joshua; WANG, Jian; (706 pag.)WO2016/197009; (2016); A1;,
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Synthetic Route of 10485-09-3, A common heterocyclic compound, 10485-09-3, name is 2-Bromoindene, molecular formula is C9H7Br, 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 1.45 g (63.5 mmol) piece of magnesium was charged into a sufficiently dried and argon-substituted 200 mL reactor, and stirred vigorously for 30 minutes while heating under reduced pressure. After cooling to room temperature, a reflux condenser was attached, and a piece of iodine and 15 mL of tetrahydrofuran were charged and stirred. A 10 mL diluted solution of 2.93 g (15.0 mmol) of 2-bromoindene is added dropwise (1.0 mL after addition, followed by heating to reflux until the color of iodine disappears with a dryer, remaining after dropping of the reaction drop) It stirred at room temperature after completion | finish for 2 hours.The reaction solution is diluted with 9.00 mL (75.3 mmol) of dimethylsilyl dichloride in 10 mL of n-hexane diluted solution.The reaction was slowly added at -78 C with cooling, and stirring was continued for 20 hours while returning to room temperature. After distilling off the solvent of the reaction solution and unreacted dimethylsilyl dichloride, 10 mL of tetrahydrofuran and 1.50 mL (16.0 mmol) of 1,3-dimethyl-2-imidazolidinone were added to the residue.Synthesized by the method described in JP-A-201-145240 in a fully dried, argon-substituted 100 mL reactor.5.03 g (15.0 mmol) of 7- (3,5-di-tert-butyl-4-methoxyphenyl) -1-indene and 15 mL of tetrahydrofuran are charged, and 9.70 mL of n-butyllithium solution (hexane solution, 55 M (15.0 mmol) was added and stirred at room temperature for 2 hours. This solution was added dropwise to the previously diluted reaction residue diluted solution cooled to -78 C., and stirring was continued for 19 hours while slowly returning to room temperature. Saturated aqueous ammonium chloride solution was added, the solubles were extracted with n-hexane, and the obtained fraction was washed with saturated brine and dried over anhydrous magnesium sulfate. After magnesium sulfate is filtered, the filtrate is evaporated and the obtained residue is purified by silica gel column chromatography to obtain the desired product represented by the following formula (A-2L) (hereinafter referred to as compound (A-2L)) Was obtained as an isomer mixture of 5.08 g (yield 67%).

The synthetic route of 10485-09-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Mitsui Chemicals, Inc.; Prime Polymer Co., Ltd.; Tanaka, Yoichi; Harada, Yasuyuki; Tamura, Naoya; Hato, Ikki; Tsuchitani, Hiroko; (68 pag.)JP2019/59723; (2019); A;,
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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. 452-63-1, name is 1-Bromo-4-fluoro-2-methylbenzene, A new synthetic method of this compound is introduced below., Product Details of 452-63-1

2-Bromo-5-fluorotoluene (8 P. L, 0.11 MMOL) was dissolved in 1 mL dry 1, 4-dioxan in a vial under an argon atmosphere. Compound 430 (42 mg, 0.09 MMOL) was added and dissolved in the solvent. Rac-BINAP (2.1 mg, 0.003 MMOL), PD2 (dba) 3 (2.0 mg, 0.002 MMOL) and CS2CO3 (41 mg, 0.13 MMOL) were added, and the reaction mixture was stirred under an argon atmosphere at 100 C for 72 h. The reaction mixture was filtered and then dissolved in THF (1.00 mL). Tetrabutylammonium fluoride trihydrate (37 mg, 0.12 MMOL) was added to the solution and the mixture was stirred at 60 C for 45 min. The reaction mixture was poured into a mixture of EtOAc/water. The organic phase was washed with NA2CO3 (aq. ), water, dried (MgS04), filtered, and concentrated in vacuo to afford the crude product. The crude product was purified by chromatography eluting EtOAc to afford the title compound as yellow/brown oil. 13C NMR (CDCI3) 8 195.6, 167.8, 160.6, 150.4, 141.2, 140.2, 136.5, 135.7, 134.3, 133.6, 131.5, 131.4, 128.8, 127.4, 127.4, 126.9, 117. 8, 115.2, 113.9, 111.7, 77.2, 62.2, 42.9, 20.2, 18.1.

The synthetic route of 452-63-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; LEO PHARMA A/S; WO2005/9940; (2005); A1;,
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