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. 399-94-0, name is 1-Bromo-2,5-difluorobenzene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. name: 1-Bromo-2,5-difluorobenzene

2-Bromo-1,4-difluorobenzene (53.6 g, 277.74 mmol) in THF cooled to -50 C. was added to isopropyl magnesium chloride (2M in THF) (133 mL, 266 mmol). The reaction mixture thus obtained was warmed to 0 C. and stirred for 1 h. The reaction mixture was cooled again to -50 C. 4-chloro-N-methoxy-N-methylbutanamide (40 g, 241.52 mmol) in THF (200 mL) was added dropwise to this reaction mixture with stirring and the stirring was continued at 0 C. for 1 h. The reaction mixture was quenched with saturated aqueous NH4Cl solution, extracted with ethylacetate. The organic layer collected was washed with water (500 mL) and then with brine solution, dried over anhydrous sodium sulfate and concentrated under reduced pressure to afford a crude liquid residue. The residue thus obtained was purified by column chromatography (using 60-120 silica gel and 5% EtOAc in Hexane as eluent) to afford 35 g of the title compound as a colourless liquid. 1H NMR (300 MHz, CDCl3) delta ppm 7.6-7.53 (1H, m), 7.26-7.09 (2H, m), 3.7 (2H, t) 3.22-3.14 (2H, m), 2.28-2.16 (2H, m).

The synthetic route of 399-94-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DR. REDDY’S LABORATORIES LTD.; Sasmal, Pradip Kumar; Ahmed, Shahadat; Tehim, Ashok; Pradkar, Vidyadhar; Dattatreya, Prasanna M.; Mavinahalli, Nanjegowda Jagadeesh; US2014/371217; (2014); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 2695-47-8, name is 6-Bromo-1-hexene, A new synthetic method of this compound is introduced below., Recommanded Product: 6-Bromo-1-hexene

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 ¡Á 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.

The synthetic route of 2695-47-8 has been constantly updated, and we look forward to future research findings.

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;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 4333-56-6, name is Bromocyclopropane, A new synthetic method of this compound is introduced below., category: bromides-buliding-blocks

To a stirred solution of 2-bromo-5-fluorophenol (1 .0 g) in DMF (15 mL) in a microwave tube was added cesium carbonate (5.0 g), potassium iodide (130 mg) and bromocyclopropane (1 .82 g). The mixture was heated in a microwave oven to 180 C for 1 h, to 200 C for 1 h and to 220 C for 1 h. Ethyl acetate was added and the mixture was washed with water. The organic phase was washed with saturated sodium chloride solution, dried (sodium sulfate) and the solvent was removed in vacuum. Silica gel chromatography gave 1 .14 g of the title compound. 1H-NMR (300MHz, DMSO-d6): delta [ppm] = 0.62 – 0.88 (m, 4H), 3.90 – 4.00 (m, 1 H), 6.77 (td, 1 H), 7.23 (dd, 1 H), 7.48 – 7.63 (m, 1 H).

The synthetic route of 4333-56-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; SCHULZE, Volker; MAIS, Franz-Josef; WO2014/9219; (2014); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 399-94-0, A common heterocyclic compound, 399-94-0, name is 1-Bromo-2,5-difluorobenzene, molecular formula is C6H3BrF2, 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) Preparation of (2R)-2′,5′-difluoro-2-(3,4,5,6-tetrahydro-2H-pyran-2-yloxy)-propiophenone A mixture of magnesium (7.25 g, 0.298 mol) and iodine (catalytic amount) and 1-bromo-2,5-difluorobenzene (20.0 g, 0.178 mol) in THF (250 ml) was vigorously stirred. The color of iodine was disappeared and the inner temperature rose up to 65 C. To this mixture was added additional 1-bromo-2,5-difluorobenzene (30.0 g, 0.267 mol) dropwise to maintain the inner temperature from 50 to 55 C. over 45 min. The resulting mixture was stirred at 55 C. for 30 min. then at r.t. for 1 hr. The mixture was cooled down to -5 C. To this mixture was added a solution of 4-[(2R)-2-(3,4,5,6-Tetrahydro-2H-pyran-2-yloxy)propionyl]morpholine (52.5 g, 0.216 mol) in THF (150 ml) dropwise over 40 min. And the resulting mixture was stirred at r.t. for 4 hrs. The reaction mixture was cooled down to 5 C. and saturated NH4Cl aq. (100 ml) was added carefully. The whole was diluted with H2O (600 ml) and extracted with EtOAc (400 ml+200 ml*2). The combined organic layer was dried over Na2SO4 and concentrated in vacuo. The residue was chromatographed on silica gel (n-hexane:EtOAc=10:1~5:1) to give (2R)-2′,5′-Difluoro-2-(3,4,5,6-tetrahydro-2H-pyran-2-yloxy)-propiophenone (47.3 g, 81%) as pale yellow syrup. Physical form: colorless oil; FAB-MS: m/z 271(M+H)+; 1H-NMR(CDCl3) delta1.42~1.90(9H,m),3.32~3.40(1H*1/2,m),3.69~3.77(1H*1/2,m),3.86~3.94(1H*1/2,m), 4.66(1H*1/2,t,J=3.6 Hz),4.75(1H*1/2,t,J=3.6 Hz),4.87(1H*1/2,q,J=6.6 Hz), 5.11(1H*1/2,q,J=6.9 Hz),7.08~7.25(2H,m),7.49~7.55(1 H,m).

The synthetic route of 399-94-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Basilea Pharmaceutica AG, a Swiss Company; US6300353; (2001); B1;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 53078-85-6, name is 2-Bromo-5-methylaniline, A new synthetic method of this compound is introduced below., Quality Control of 2-Bromo-5-methylaniline

To a degassed solution of Pd2(dba)3 (21.7 mg, 1 mol %) and XANTPHOS (29.8 mg, 2.1 mol %) in dry dioxane (10 mL), Cs2CO3 (1.08 g, 3.31 mmol), 4-bromoquinoline (500 mg, 2.40 mmol) and 2-bromo-5-methylaniline (490 mg, 2.63 mmol) were added. The flask was flushed with nitrogen and the mixture refluxed for 24 h under nitrogen. After cooling, the reaction mixture was filtered through Celite, washing with DCM (120 mL). The solvent was removed in vacuo and the residue purified by flash column chromatography eluting with DCM and EtOAc (50:50 increasing to 20:80). Off-white solid; yield 76% (572 mg). Mp 155-156 C. 1H NMR (600 MHz, CDCl3): delta 2.33 (3H, s, CH3), 6.84 (1H, dd, J = 8.4, 2.4 Hz, H-4′), 7.02 (1H, d, J = 5.4 Hz, H-3), 7.34 (1H, d, J = 2.4 Hz, H-6′), 7.52 (1H, d, J = 7.8 Hz, H-3′), 7.54 (1H, ddd, J = 8.4, 7.2, 1.2 Hz, H-6), 7.71 (1H, ddd, J = 8.4, 7.2, 1.2 Hz, H-7), 8.01 (1H, d, J = 8.4 Hz, H-8), 8.09 (1H, d, J = 8.4 Hz, H-5), 8.63 (1H, d, J = 4.8 Hz, H-2). 13C NMR (100 MHz, CDCl3): delta 21.3, 102.8, 114.5, 119.8, 120.8, 124.2, 126.3, 127.1, 128.3, 130.5, 133.3, 137.4, 139.0, 147.1, 148.4, 148.9. MS (EI): 218 (31), 231 (15), 232 (23), 233 (100), 234 (18), 312 (27), 314 (28). HRMS (EI): 312.0263 (C16H13N2Br [M]+ requires 312.0262).

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; Whittell, Louise R.; Batty, Kevin T.; Wong, Rina P.M.; Bolitho, Erin M.; Fox, Simon A.; Davis, Timothy M.E.; Murray, Paul E.; Bioorganic and Medicinal Chemistry; vol. 19; 24; (2011); p. 7519 – 7525;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 4333-56-6, The chemical industry reduces the impact on the environment during synthesis 4333-56-6, name is Bromocyclopropane, I believe this compound will play a more active role in future production and life.

Step A: 4-Bromo-1-cyclopropyl-1H-pyrazole 4-Bromo-1H-pyrazole (1.76 g, 12 mmol) is dissolved in anhydrous dimethylformamide (15 mL). Cyclopropyl bromide (2.9 mL, 36 mmol) and caesium carbonate (7.8 g, 24 mmol) are successively added thereto. The reaction mixture is heated for 15 hours at 160 C. in a sealed flask. At the end of the reaction, the solvent is evaporated off in vacuo and the residue is purified by chromatography over silica gel using heptane and dichloromethane as eluants to yield the expected compound.

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, Bromocyclopropane, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; LE TIRAN, Arnaud; LE DIGUARHER, Thierry; STARCK, Jerome-Benoit; HENLIN, Jean-Michel; GUILLOUZIC, Anne-Francoise; DE NANTEUIL, Guillaume; GENESTE, Olivier; FEJES, Imre; TATAI, Janos; NYERGES, Miklos; DAVIDSON, James Edward Paul; MURRAY, James Brooke; CHEN, I-Jen; DURAND, Didier; US2015/31673; (2015); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 1003-99-2, name is 2-Bromo-5-fluoroaniline, 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 1003-99-2, Product Details of 1003-99-2

Step 2: 8-Bromo-5-fluoroquinolineA 2-L reactor equipped with a mechanic agitator, a condenser, a thermocouple, a baffle, and nitrogen inlet was charged with 228 g of water, 200 g of 2-bromo-5-fluoroaniline and 80 g of 4-nitrophenol. To this mixture was charged 96percent sulfuric acid in 10-30 min at 20-1200C. The mixture was heated to 135-1400C and 194 g of glycerol was charged into the reactor over two hours at 135-145¡ãC. The mixture was held at 135-145¡ãC for 1 hour after the addition. The reaction mixture was cooled to below 20-500C and slowly transferred to a 5-L reactor containing 1100 g of water and 1210 g of toluene. The 2-L reactor was washed with 300 g of water and the wash was combined into the 5-L reactor. The pH of the contents in the 5-L reactor was adjusted to pH 8-10 by adding approximately 1233 g (1370 mL) ammonium hydroxide (28-30 percent NH3) at 20-400C. The mixture was stirred at room temperature for 15 min and the solid by-product was filtered off while the filtrate was retained. The filter cake was washed with 400 mL of toluene and the all the filtrate was combined and charged a 3-L reactor. About 500 ml of 8.5percent KOH solution was charged into the 3-L reactor and stirred for 10 min and bottom aqueous layer was spit off. A second portion of 500 ml of 8.5percent KOH solution was added and the mixture was stirred for 15 min and the bottom aqueous layer was split off. Water 500 mL was added and stirred for 15 min before the bottom aqueous layer was split off. The organic layer was heated to distill off5 about 100-200 mL of toluene to azeotropically remove water. A clear solution was obtained. Yield: about 178 g 8-bromo-5-fluoroquinoline, -75percent.

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

Reference:
Patent; WYETH; WO2007/146202; (2007); A2;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 399-94-0, These common heterocyclic compound, 399-94-0, name is 1-Bromo-2,5-difluorobenzene, 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.

In a 3000 ml three-necked flask, a magnesium shavings (26.4 g, 1.1 mmol) and a solution of 2,5-difluorobromobenzene (2,5-difluorobromobenzene 200 g, 1.036mol) in tetrahydrofuran (1500 mL) were added dropwise. After completion, the whole temperature control (water bath) is reacted at 35-45 C; then, it is naturally cooled to 25 C, the ice water bath is cooled, and a solution of N-BOC pyrrolidone (150 g, 810 mmol) in tetrahydrofuran (300 ml) is added dropwise. After the addition is completed, the reaction is carried out for 2 h at room temperature; after the reaction of N-BOC-pyrrolidone is observed by TLC (RhoEpsilon/EpsilonAlpha = 2), the reaction is started with dilute hydrochloric acid (2N), and the pH is adjusted to 2-3; EA extraction, combined organic phase, washed with saturated brine, dried, evaporated to remove organic solvent, then added to the mixture of n-heptane 600ml, add 20g of activated carbon decolorization, heated reflux, hot filtered, solid precipitation, cooling to about 20 C, suction filtration The filter cake was washed with n-hexane and dried to give 158 g of the compound of formula (1) as a white solid (yield: 65.3%).

The synthetic route of 399-94-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shanghai Xinkai Chemical Technology Co., Ltd.; Zhang Yichao; Dong Jinpeng; Li Xia; Gu Xuexin; (19 pag.)CN108101820; (2018); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 3017-70-7,Some common heterocyclic compound, 3017-70-7, name is 2-Bromo-3-methyl-2-butene, molecular formula is C5H9Br, 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.

[00329] In a reaction tube under nitrogen, a mixture of PdCl2(dppf)CH2Cl2 (22 mg; 0.027 mmol) and triethylamine (0.36 ml; 2.58 mmol) in dioxane (4 ml; dried over 4 ? sieves) was sealed and stirred at 80 C. overnight (18 h). After cooling to room temperature, 1.29M HB(pin) in dioxane (1.00 ml; 1.29 mmol) and 2-bromo-3-methyl-2-butene (131 mg; 0.879 mmol) were added and the reaction mixture was stirred at 80 C. GC analysis after 24 hours showed a new peak at 5.0 minutes which was identified by GC/MS as the desired borate compound.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Bromo-3-methyl-2-butene, its application will become more common.

Reference:
Patent; Commonwealth Scientific and Industrial Research Organisation; US6680401; (2004); B1;,
Bromide – Wikipedia,
bromide – Wiktionary

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., name: 1-Bromo-4-fluoro-2-methylbenzene

Step 1: A mixture of 2-bromo-5-fluorotoluene (2.0 g, 11 mmol), acrylamide (1.5 g, 21 mmol), P(o-tolyl)3 (320 mg, 1.1 mmol), and Et3N (2.9 mL, 21 mmol), in toluene (25 mL) was deoxygenated by bubbling a stream of Ar through the solution for 15 minutes. Palladium(II) acetate (120 mg, 0.53 mmol) was added to the reaction mixture, and a stream of Ar was again passed through the mixture for 15 minutes. The reaction was heated to 140 C. for 2.25 hours, then cooled to ambient temperature, diluted with EtOAc, and filtered through Celite. The filtrate was washed with H2O, 1N HCl, H2O, dried (Na2SO4), filtered, and concentrated under reduced pressure to give amide 78 (1.7 g, 86%) which was used without further purification: 1H NMR (500 MHz, DMSO-d6): ?7.60-7.52 (m, 3H), 7.15-7.04 (m, 3H), 6.46 (d, J=16 Hz, 1H), 2.37 (s, 3H).

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; Nikam, Sham Shridhar; Scott, Ian Leslie; Sherer, Brian Alan; Wise, Lawrence David; US2003/236252; (2003); A1;,
Bromide – Wikipedia,
bromide – Wiktionary