Month: December 2020

626-39-1, Adding a certain compound to certain chemical reactions, such as: 626-39-1, name is 1,3,5-Tribromobenzene, 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 626-39-1.

Carbazole (6.6 g, 39.7mmol), 1,3,5-tribromobenzene (5 g, 15.9mmol), cuprous iodide (0.3 g,1.6 mmol), potassium phosphate (13.7 g, 64.5 mmol) and trans-1,2-cyclohexanediamine(1.6 g, 15.9 mmol) were dissolved in 200 mL of 1,4-dioxane. After the mixed solution wasstirred in a nitrogen atmosphere for 19 h at 110C, the reaction mixture was cooled to roomtemperature. The mixture extracted with dichloromethane (80 mL ¡Á 3 times) and driedover anhydrous MgSO4. The crude product was subjected to flash column chromatography(dichloromethane: n-hexane = 1: 4) to give compound (1) (6.3 g, 79%). 1H NMR (CDCl3,300MHz); delta = 7.68 (d, -CH-), 7.5 (d, -CH-), 7.45 (d, -CH-), 7.35 (m-CH-), 7.29(t, -CH3),7.18(m, -CH-).

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, 1,3,5-Tribromobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Yun, Seong-Jae; Seo, Minhye; Lee, Sungkoo; Molecular Crystals and Liquid Crystals; vol. 662; 1; (2018); p. 82 – 90;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 22034-13-5, name is 4-Bromobenzo[c][1,2,5]thiadiazole belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. 22034-13-5

4-Bromobenzo [c] [1,2,5] thiadiazole (100 g, 0.46 mol),4,4,4?,4?,5,5,5?,5?-octamethyl-2,2?-bi-1,3,2-dioxaborolane(141 g, 0.55 mol), Pd (dppf) Cl2 (32 g, 0.04 mol) and KOAc (90 g, 0.92 mol) were placed in a flask, To this was added 1,4-dioxane (2 L) and dissolved, followed by heating and stirring for 8 hours. After completion of the reaction, Distilled water was added and the organic layer was extracted with ethyl acetate.The obtained organic layer was dried over Na2SO4, distilled under reduced pressure,Purification by column chromatography afforded compound 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[c][1,2,5]thiadiazole(72 g, yield 60percent) was obtained as white crystals.

The synthetic route of 22034-13-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Doosan Co., Ltd; Choi Tae-jin; (52 pag.)KR2018/71882; (2018); A;,
Bromide – Wikipedia,
bromide – Wiktionary

402-43-7, 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 402-43-7 as follows.

General procedure: Na2CO3 (212 mg, 2 mmol), 4-chloronitrobenzene (1 mmol) and styrene (1.5 mmol) were added successively into a dried Schlenk tube under nitrogen. Then the DMA (0.1 mL) solution of DADPP (0.002 mmol) and [Pd(C3H5)Cl]2 (0.0005 mmol), which was reacted at 100 C for 10 min prior to use, was added into the mixture. The reaction was performed at 130 C. At the end of reaction, the mixture solution was extracted with ethyl acetate (3 ¡Á 5 mL). Combined organic phase was washed with brine (3 ¡Á 5 mL) and dried over MgSO4. The dried solution was filtered and purified with silica gel chromatography (petroleum ether 60-90 C) to give a corresponding product.

According to the analysis of related databases, 402-43-7, the application of this compound in the production field has become more and more popular.

Reference:
Article; Jiang, Zhi-Jie; Wang, Wei; Zhou, Rong; Zhang, Lei; Fu, Hai-Yan; Zheng, Xue-Li; Chen, Hua; Li, Rui-Xiang; Catalysis Communications; vol. 57; (2014); p. 14 – 18;,
Bromide – Wikipedia,
bromide – Wiktionary

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 615-59-8 as follows. 615-59-8

3,6-Dibromobenzylbromide In a 250 ml three-necked round-bottom flask equipped with a reflux condenser, thermometer, dropping funnel with pressure-equalizing, and magnetic stirring bar, and containing 74.9 g (0.30 mol) of 3,6-dibromotoluene, 15.5 ml (47.9 g, 0.30 mmol) of bromine was added dropwise under exposure to 500 W lamp for 3 hours at 190¡ã C. The resulting mixture was cooled to room temperature. Fractional distillation gave colorless liquid, b.p. 132-135¡ã C./3 mm Hg. Yield 84.3 g (85percent). Anal. calc. for C7H5Br3: C, 25.57; H, 1.53. Found: ¡ã C, 25.81; H, 1.62. 1H NMR (CDCl3): delta 7.59 (m, 1H, 5-H), 7.43 (m, 1H, 3-H), 7.28 (m, 1H, 3-H), 4.52 (s, 2H, CH2). 13C NMR (CDCl3): delta 138.9, 134.6, 134.0, 133.1, 123.0, 121.5, 32.2.

According to the analysis of related databases, 615-59-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Voskoboynikov, Alexander Z.; Ryabov, Alexey N.; Nikulin, Mikhail V.; Lygin, Alexander V.; Coker, Catalina L.; Canich, Jo Ann M.; US2007/135595; (2007); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 17247-58-4, name is (Bromomethyl)cyclobutane, 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 17247-58-4, 17247-58-4

4e. Preparation of cyclobutylcarbinylsulfonamide A solution of 12.3 g (83 mmol) of cyclobutylcarbinyl bromide (Aldrich) and 13.7 g (91 mmol) of sodium iodide in 150 mL of acetone was refluxed overnight and then cooled to room temperature. The inorganic solids were filtered off and the acetone and cyclopropylcarbinyl iodide (8.41 g, 46%) distilled off at ambient and 150 torr at 80 C., respectively. A solution of 4.0 g (21.98 mmol) of cyclobutyl carbinyl iodide in 30 mL of anhydrous diethyl ether (diethyl ether) cooled to -78 C. was cannulated into a solution of 17 mL (21.98 mmol) of 1.3M sec-butyllithium in cyclohexanes and the solution was stirred for 5 minutes. To this mixture was cannulated a solution of 3.0 g (21.98 mmol) of freshly distilled sulfuryl chloride in 110 mL of hexanes cooled to -78 C., the mixture warmed to room temperature over 1 hour and was then carefully concentrated in vacuo. This mixture was redissolved in diethyl ether, washed once with some ice-cold water, dried (MgSO4), filtered, and concentrated carefully. This mixture was redissolved in 30 mL of THF, added dropwise to 500 mL of saturated NH3 in THF and was allowed to stir overnight. The mixture was concentrated in vacuo to a crude yellow solid and was recrystallized from the minimum amount of dichloromethane in hexanes with 1-2 drops of methanol to afford 1.39 g (42%) of cyclobutyl carbinylsulfonamide as a white solid. 1H NMR (CDCl3) delta 1.81-2.03 (m, 4H), 2.14-2.28 (m, 2H), 2.81-2.92 (m, 1H), 3.22 (d, J=7 Hz, 2H), 4.74 (brs, 2H); 13C NMR (CDCl3) delta 19.10, 28.21, 30.64, 60.93; MS m/e 148 (M-1)-. time: 1.73, method B), 818 (M++H)

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, (Bromomethyl)cyclobutane, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Sin, Ny; Good, Andrew Charles; Venables, Brian Lee; Scola, Paul Michael; Meanwell, Nicholas A.; US2006/183694; (2006); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 656-64-4, name is 3-Bromo-4-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 656-64-4, 656-64-4

N-Hydroxy-4-((2-methoxyethyl)amino)-1,2,5-oxadiazole-3-carbimidoyl chloride (1.5 kg, 6.8mol) was mixed with water (10 L). The mixture was heated to 60C. 3-Bromo-4-fluoroaniline (1.44 kg, 7.46 mol) was added and stirred for 10 mm. A warm sodium bicarbonate (0.86 kg, 10 mol)solution (10 L water) was added over 15 mm. The reaction mixture was stirred at 60C for 20 mm. The reaction mixture was cooled to room temperature and extracted with EtOAc (10 L*2). The combined organic solution was dried over sodium sulfate and concentrated to give the desired product (2.3 kg, 90%) as a brown solid. LCMS (M + H) : m / z = 374.0, 376.0. 1H NMR (400MHz, DMSO-d6): 6 11.55 (s, 1H), 8.85 (s, 1H), 7.16 (t, J = 8. 8Hz, 1H), 7.08 (dd, J = 6.1, 2.7Hz, 1H), 6.75 (m,1H), 6.14 (t, J = 5.8Hz, 1H), 3.48 (t, J = 5.2Hz, 2H), 3.35 (dd, J = 10.8, 5.6Hz, 2H), 3.22 (s, 3H).

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-4-fluoroaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; KAZMIERSKI, Wieslaw Mieczyslaw; DE LA ROSA, Martha; SAMANO, Vincent; (70 pag.)WO2017/2078; (2017); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

88223-35-2, 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. 88223-35-2, name is 2-Bromo-9,9-dibutyl-9H-fluorene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

In a 250 mL round bottom flask was placed 7 (14.2 g, 40 mmol). The flask was evacuated under vacuum and flushed with nitrogen three times. THF (150 mL) was then added. The mixture was cooled to -78 C and n-BuLi (19.2 mL, 48 mmol) was slowly added. After the mixture was stirred for 5 h at -78 C, trimethyl borate (5.6 mL, 48 mmol) was injected. After 2 h, the mixture was slowly warmed to room temperature. HCl (3 M, 150 mL) solution was added and the mixture was stirred for another 3 h. The mixture was extracted with DCM three times. The combined organic layers were washed with water, dried over anhydrous sodium sulfate. The product was then dried under high vacuum. The crude product was condensed and purified on a silica-gel column using a mixture of DCM and acetone (5:1 by volume) as eluent. A white solid 4d (5.83 g, 45.3% yield) was obtained; m.p. 145-148 C. 1H NMR (300 MHz, d6-DMSO): delta (ppm): 7.98 (s, 2H), 7.83 (s, 1H), 7.74-7.82 (m, 3H), 7.43-7.45 (m, 1H), 7.31-7.34 (m, 2H), 1.95-1.99 (m, 4H), 0.98-1.06 (m, 4H), 0.61 (t, 6H, J = 7.5 Hz), 0.46-0.50 (m, 4H).

The synthetic route of 2-Bromo-9,9-dibutyl-9H-fluorene has been constantly updated, and we look forward to future research findings.

Reference:
Article; Zhu, Tianhao; He, Guangke; Chang, Jin; Zhao, Dongdong; Zhu, Xiaolin; Zhu, Hongjun; Dyes and Pigments; vol. 95; 3; (2012); p. 679 – 688;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding some certain compound to certain chemical reactions, such as: 3344-70-5, name is 1,12-Dibromododecane, 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 3344-70-5. 3344-70-5

Take 1.19 g of compound 6,3.15 g of 1,2-dibromododecane, 0.15 g of tetrabutylammonium bromide, 0.36 g of hydroxidePotassium, 14 ml of water and 22 ml of methylene chloride, and the mixture was stirred at room temperature for 24 hours under a nitrogen atmosphere. The organic layer was separated with 15 mlLiter of methylene chloride. The organic layer was collected and the organic layer was washed with 15 ml of saturated brine,Layer, dried over anhydrous sodium sulfate. After removal of water, the solvent was removed by rotary distillation under reduced pressure. The resulting crude product was washed with 200-300 mesh silica gel column(Eluent: petroleum ether / ethyl acetate, 100: 1 by volume) to give compound 7, 1.20 g of an off-white solid, yield75.60percent.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 1,12-Dibromododecane.

Reference:
Patent; Guilin University of Technology; Kong, Xiangfei; Xia, Liting; Yao, Wei; Gong, Hongkang; Wang, Guixia; (8 pag.)CN106588941; (2017); A;,
Bromide – Wikipedia,
bromide – Wiktionary

72678-19-4, 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. 72678-19-4, name is 2,6-Dibromo-4-(trifluoromethyl)aniline, A new synthetic method of this compound is introduced below.

A mixture of 2,6-dibromo-4-(trifluoromethyl)aniline [72678-19-4] (5.13 g, 16.1 mmol), triemthylboroxine [823-96-1] (5 mL, 35.3 mmol), Pd(PPh3)4 (1.11 g, 1.00 mmol) and K2C03 (sat., aq., 74 mL) in DME (74 mL) was stirred at 150 C for 2 h. The mixture was concentrated in vacuo and the residue was taken up in water and DCM. The organic phase was separated, dried (MgS04), filtered and evaporated in vacuo. The crude mixture was purified by flash column chromatography (silica, heptane/EtOAc, gradient from 100:0 to 50:50) to afford 1-131 (1.86 mg, 61%) as a brown oil.

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; JANSSEN PHARMACEUTICA NV; BARTOLOME-NEBREDA, Jose Manuel; TRABANCO-SUAREZ, Andres, Avelino; TRESADERN, Gary John; MARTINEZ LAMENCA, Carolina; LEENAERTS, Joseph Elisabeth; OEHLRICH, Daniel; BUIJNSTERS, Peter Jacobus Johannes Antonius; VELTER, Adriana, Ingrid; VAN ROOSBROECK, Yves, Emiel, Maria; (171 pag.)WO2019/243535; (2019); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 1252934-30-7, name is 3-(Bromomethyl)-1,1-difluorocyclobutane belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. 1252934-30-7

Ethyl (R)-12-hydroxy-l l-methoxy-3,3-dimethyl-8-oxo-2,3,8,13b-tetrahydro-lH-pyrido[2,l- a]pyrrolo[l,2-c]phthalazine-7-carboxylate (59 mg, 150 muetaiotaomicron) was combined with 3- (bromomethyl)-l,l-difluorocyclobutane (85 mg, 460 mumol) and Potassium Carbonate (85 mg, 0.61 mmol) in DMF (0.4 mL). The mixture was stirred at 70 C for 55 minutes, and then cooled to room temperature. Aqueous 1M lithium hydroxide (334 mu) was added and the mixture was stirred at 35 C for 30 minutes. The mixture was cooled to room temperature, diluted with TFA, and purified by preparative HPLC to provide (R)-12-((3,3-difluorocyclobutyl)methoxy)-l l- methoxy-3,3-dimethyl-8-oxo-2,3,8,13b-tetrahydro-lH-pyrido[2,l-a]pyrrolo[l,2-c]phthalazine-7- carboxylic acid as a TFA salt. l NMR (400 MHz, Acetonitrile-d3) delta 8.45 (s, IH), 7.39 (s, IH), 7.26 (s, IH), 6.95 (d, J = 0.9 Hz, IH), 4.84 (d, J = 6.2 Hz, IH), 4.16 (qt, J = 12.8, 6.5 Hz, 2H), 3.92 (s, 3H), 2.85 – 2.33 (m, 7H), 1.89 (ddd, J = 12.6, 7.8, 2.7 Hz, IH), 1.62 (ddd, J = 12.4, 10.8, 7.8 Hz, IH), 1.36 (s, 3H), 0.66 (s, 3H). 19F NMR (376 MHz, Acetonitrile-d3) delta -77.33 , -84.17 – -85.00 (m), -93.89 – -94.83 (m). MS (m/z) 461.3 [M+H]+.

The synthetic route of 1252934-30-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GILEAD SCIENCES, INC.; AKTOUDIANAKIS, Evangelos; CANALES, Eda; CURRIE, Kevin S.; KATO, Darryl; LI, Jiayao; LINK, John O.; METOBO, Samuel E.; SAITO, Roland D.; SCHROEDER, Scott D.; SHAPIRO, Nathan; TSE, Winston C.; WU, Qiaoyin; (262 pag.)WO2018/144605; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary