Month: February 2021

Related Products of 626-39-1, A common heterocyclic compound, 626-39-1, name is 1,3,5-Tribromobenzene, molecular formula is C6H3Br3, 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.

500 mL reactor to tribromobenzene 25 g (79 mmol), phenyl boronic acid 23.3 g (191 mmol), potassium carbonate 32.9 g (238 mmol), tetrakistriphenylphosphinepalladium, 6.12 g (3 mmol), distilled water 50 In the mL, 125 mL toluene and 125 mL 1,4dioxaneis stirred and refluxed for 24 hours. After completion of the reaction by separating the reaction layer and the organic layer was concentrated under reduced pressure. Recrystallized with toluene and methanol to give the 8-a 21 g. (85% yield)

The synthetic route of 626-39-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SFC Co.,Ltd; Yang, Byung Son; Lee, Say Jin; Lee, Bong Hyang; Oh, Hyun Ju; Yu, Jong Ho; Hwang, Mun Chan; (67 pag.)KR2015/130797; (2015); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 1000994-95-5, The chemical industry reduces the impact on the environment during synthesis 1000994-95-5, name is 1-Bromo-4-(1,1-difluoroethyl)benzene, I believe this compound will play a more active role in future production and life.

Reference Example 17-1 4-(1,1-Difluoroethyl)benzaldehyde To a solution of 1-bromo-4-(1,1-difluoroethyl)benzene (1.00 g) in tetrahydrofuran (10.0 mL), n-butyl lithium (2.69 mol/L, solution in n-hexane, 1.68 mL) was added at -80C and the mixture was stirred at that temperature for 5 minutes. Subsequently, N,N-dimethylformamide (0.522 mL) was added at -80C and after stirring the mixture at that temperature for 20 minutes, 2 mol/L hydrochloric acid (2.50 mL) was added. After bringing the reaction mixture to room temperature, two extractions were conducted with ethyl acetate and the combined organic layers were washed with water. After drying over anhydrous magnesium sulfate and the desiccant was removed by filtration; the filtrate was then concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (n-hexane:ethyl acetate = 100:0-90:10) to give the titled compound as a colorless oil (510 mg). 1H NMR (300 MHz, CHLOROFORM-d) delta ppm 1.95 (t, J=18.2 Hz, 3 H) 7.64 – 7.73 (m, 2 H) 7.92 – 7.98 (m, 2 H) 10.07 (s, 1 H). MS EI posi: 170[M]+.

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-(1,1-difluoroethyl)benzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Taisho Pharmaceutical Co., Ltd.; TAKAYAMA, Tetsuo; SHIBATA, Tsuyoshi; SHIOZAWA, Fumiyasu; KAWABE, Kenichi; SHIMIZU, Yuki; HAMADA, Makoto; HIRATATE, Akira; TAKAHASHI, Masato; USHIYAMA, Fumihito; OI, Takahiro; SHIRASAKI, Yoshihisa; MATSUDA, Daisuke; KOIZUMI, Chie; KATO, Sota; EP2881384; (2015); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 57946-63-1, 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. 57946-63-1, name is 2-Bromo-4-(trifluoromethyl)aniline belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Heat a mixture of copper [(1)] cyanide (2.24g, 25.00 mmol), and 2-bromo-4- trifluoromethyl-phenylamine [(5.] [0G,] 20.83 mmol from Avocado) in [ L-METHYL-2-] pyrrolidinone (20 ml) to [195 ¡ãC] for four hours. Dilute the reaction mixture with 100 ml of ethyl acetate and wash the dark solution twice with 28percent aqueous ammonium hydroxide, twice with saturated aqueous sodium chloride (brine) and twice with water. Collect the organic layer, dry over sodium sulfate and remove the solvent under reduced pressure. Purify the residue via flash chromatography eluting with a step gradient starting with hexanes and going to 70percent hexanes with 30percent ethyl acetate to obtain 1. [821G] (9.78 mmol, 47percent yield) the title compound as a green amorphous solid: Mass Spectrum (m/e): 187 (M+1).

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-Bromo-4-(trifluoromethyl)aniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ELI LILLY AND COMPANY; WO2004/14895; (2004); 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. 454-65-9, name is 3-Bromobenzene-1-sulfonyl fluoride, A new synthetic method of this compound is introduced below., Recommanded Product: 454-65-9

General procedure: To a Schlenk tube equipped with a stirrer, 4-biphenylsulfonyl fluoride (23.6 mg, 0.10 mmol) was added at room temperature,Tris (trimethylsilyl) amine (70.1 mg, 0.30 mmol, 1.5 equiv.) In DMF (0.50 mL) was charged,After cooling to 0 C.,P4-tBu base (37.5 muL, 0.030 mmol, 0.30 equiv.) Was added thereto.Trifluoromethane (excess) was then bubbled through for 1 minute After that, the reaction was carried out at the same temperature for 7 hours.After completion of the reaction, a saturated ammonium chloride aqueous solution was added,The organic layer was extracted with methylene chloride, the obtained organic layer was washed with a saturated sodium chloride aqueous solution,After drying over thorium, the solvent was distilled off under reduced pressure to obtain a crude product. The obtained crude product was purified by silica gel chromatography Purification by column chromatography gave 4- (trifluoromethylsulfonyl) biphenyl (3) as a target product in a yield of 84%.

The synthetic route of 454-65-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NAGOYA INSTITUTE OF TECHNOLOGY; TOSOH F-TECH INCORPORATED; SHIBATA, NORIO; OKUSU, SATOSHI; KAGAWA, TAKUMI; (11 pag.)JP2016/204275; (2016); A;,
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

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

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

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

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

Application of 15378-31-1, 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. 15378-31-1, name is 3-Bromo-2-(bromomethyl)prop-1-ene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

6.3 g of KF are added at -15 C. under nitrogen and with stirring to a solution of 21.8 g of trifluoromethyl trifluoromethanesulfonate in 50 ml of dry N,N-dimethylacetamide (DMA) in a three-necked flask with dry-ice condenser, and the mixture is stirred at this temperature for 0.5 hour. Gaseous trifluoromethanesulfonyl fluoride and a DMA suspension of potassium trifluoromethanolate form. 21.4 g of the dibromide are metered into the suspension, and the mixture is stirred at 50-60 C. for 24 hours. In order to isolate the product, the reaction mixture is cooled to room temperature and added to ice. The organic phase is separated off at 0 C., and the remaining phase is distilled at atmospheric pressure. A colourless, mobile liquid forms.

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, 3-Bromo-2-(bromomethyl)prop-1-ene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK PATENT GESELLSCHAFT MIT DESCHRANKTER HAFTUNG; US2011/82312; (2011); A1;,
Bromide – Wikipedia,
bromide – Wiktionary