Category: 615-54-3

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. 615-54-3, name is 1,2,4-Tribromobenzene, A new synthetic method of this compound is introduced below., category: bromides-buliding-blocks

51.34 g (484.0 mmol) of anhydrous sodium carbonate are dissolved in 171.7 ml of water. A solution of 25.0 g (79.0 mmol) of 1,2,4-tribromobenzene and 67.7 g (476 mmol) of 2-butoxy-1,2-oxaborolane in 965.2 ml of tetrahydrofuran (THF) is added, 1.65 ml (11.9 mmol) of triethylamine are added, and the mixture is stirred and degassed for 30 min. using a stream of argon. 1.40 g (7.49 mmol) of palladium(II) chloride (59% of palladium, anhydrous) and 1.85 g (3.97 mmol) of 2-dicyclohexylphoshino-2′,6′-diisopropoxy-1,1′-biphenyl are added, and the reaction mixture is stirred under reflux for 18 hours. The reaction mixture is allowed to cool to room temperature (RT), water and methyl tertiary-butyl ether (MTBE) are added, and the phases are separated. The water phase is extracted with MTBE, and the combined organic phases are washed with saturated NaCl solution, dried over sodium sulfate, filtered and evaporated in vacuo. The product is obtained as a yellowish oil and is filtered through silica gel with a mixture of ethyl acetate (EA) and methanol (9:1). The product fractions are combined and evaporated in vacuo, giving the reaction product as a pale-yellow oil. The product is characterised by means of NMR spectroscopy. 1H NMR (500 MHz, DMSO-d6) delta=1.66 (mc, 6H, CH2), 2.42-2.69 (m(superimposed with DMSO), 6H, CH2,), 3.36-3.49 (m, 6H, CH2), 4.44 (t, J=5.15 Hz, 1H), 4.48 (mc, 2H), 6.92 (dd, J=1.7, 7.72 Hz, 1H), 6.95 (d, J=1.53 Hz, 1H), 7.03 (d, J=7.7 Hz, 1H).

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; Merck Patent GmbH; ENGEL, Martin; MAAG, Sabrina; ALMEROTH, Ingo; FORTTE, Rocco; GOETZ, Achim; KODEK, Thorsten; HEPPERT, Oliver; (71 pag.)US2018/216006; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 615-54-3, A common heterocyclic compound, 615-54-3, name is 1,2,4-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.

1,3,4-bromobenzene (3.12g, 0.01mol) and 2,4,5-tribromophenol (11.47g, 0.035mol) was stirred in a beaker and mix, 110g montmorillonite was added, stirring again mixed after homogenization dedicated microwave reaction flask was transferred to, the reaction was heated under microwave 300w 60min, cooled. 100mL washing liquid collected after the reaction was washed with petroleum ether, evaporated under reduced pressure to give a black oil by column chromatography, to give 4.40 g of a white solid, 69% yield.

The synthetic route of 615-54-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shandong Analysis Beta Center; Ji Wenhua; Chen Xiangfeng; Zhao Rusong; Gao Qianshan; Geng Yanling; Wang Xiao; (9 pag.)CN104860799; (2016); B;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 615-54-3, The chemical industry reduces the impact on the environment during synthesis 615-54-3, name is 1,2,4-Tribromobenzene, I believe this compound will play a more active role in future production and life.

Step 1: Into a 100-nt 3-necked round-bottom flask, was placed a mixture of 1,2.4- tribromobenzene (5,20 g, 16.52 mmol, 1.00 equiv) and 2-methylfuran (4.18 g. 50.91 mmol,3.00 equiv) in toluene (30 mL) with stirring at -30 C, followed by the drop-wise addition of n-BuLi (7.48 mL, 1.10 equiv). The resulting mixture was stirred for 30 mm at -30 C then it was quenched by the addition of 50 mL of 1120, cooled to RT and extracted with 3 x 50 mL of ethyl acetate. The organic layer was washed with 200 mL of 1120, dried over anhydrous sodium sulfate and concentrated under vacuum. The residue was purified by a silica gelcolumn chromatography eluting with ethyl acetate/petroleum ether (1:3) to deliver 2.10 g (54%) of a mixture of (+)-4-bromo- i-methyl-li -oxatricyclo [6.2.1. 02?7jundeca-2,4,6,9- tetraene and (+)-5-bromo- i-methyl-il -oxatricyclo[6. 2.1.0271 undeca-2,4,6,9-tetraene as a light yellow solid. Step 2: Into a l00-mL 3-necked round-bottom flask, was placed a solution of (+)-4- bromo- 1-methyl-il -oxatricyclo [6.2.1.0271 undeca-2,4,6,9-tetraene and (+)-5-bromo- 1-methyl- l1-oxatricyclo[6.2.1.02?7jundeca-2,4,6,9-tetraene (2.10 g, 8.86 mmol, 1.00 equiv) in chloroform (30 mL) with stirring at rt, followed by the slow addition of a solution ofbis(pyridin-2-yl)-1,2,4,5-tetrazine (2.40 g, 10.16 mmol, 1.10 equiv) in chloroform (20 mL). The resulting mixture was stirred for 1 h at 50 C to deliver the mixture of corresponding isobenzofurans intermediate (50 mL) as a red solution. To this solution into a 100-mL 3- necked round-bottom flask at 0 C was added a solution of [5-(methoxycarbonyl)-2- (trimethylsilyl)phenyl](phenyl)iodanium trifluoromethanesulfonate (5.60 g, 9.99 mmol, 1.00equiv) in dichioromethane (40 mL), followed by TBAF (5.23 g, 20.00 mmol, 2.00 equiv). The resulting mixture was stirred for 30 mm at 0 C then it was concentrated under vacuum. The residue was purified by silica gel column chromatography eluting with ethyl acetate/petroleum ether (1:3) to deliver 900 mg (26%) of (+)-methyl 12-bromo-8-methyl-15- oxatetracyclo [6,6,1,027, 4i pentadeca-2(7),3 ,5,9, 11,13 -hexaene-4-carboxylate, (+)-methyl11 -bromo-8-methyl- 1 5-oxatetracyclo[6. 6.1. 02?.O9?14jpentadeca-2(7),3,5,9,1 1,1 3-hexaene-4- carboxylate, (+)-methyl 1 2-bromo- 1-methyl-i 5-oxatetracyclo-[6. 6,i,02?. 09?14jpentadeca- 2(7),3,5,9. 11,1 3-hexaene-4-carboxylate and (+)-methyl ii -bromo- i-methyl-i 5- oxatetracyclo [6.6. i .027. 14j pentadeca-2(7),3 ,5 ,9, ii, i 3 -hexaene-4-carboxylate as a light yellow solid. Step 3: Into a 50-mL round-bottom flask, was placed a mixture of (+)-methyl i2- bromo-8-methyl-1 5-oxatetracyclo[6. 6.1.02,7. 09?4jpentadeca-2(7),3,5,9, ii, i 3-hexaene-4- carboxylate (+)-methyl ii -bromo-8-methyl- i 5-oxatetracyclo[6. 6. i .02,7. ue 14j pentadeca2(7),3,5 ,9. 11,1 3-hexaene-4-carboxylate, (+)-methyl 1 2-bromo- 1-methyl- 15- oxatetracyclo[6.6. 1.027.09141 -pentadeca-2(7),3.5.9,1 1, i 3-hexaene-4-carboxylate and (+)-methyl ii -bromo- i-methyl-i 5-oxatetracyclo[6. 6. i .02,7. 09?4jpentadeca-2(7),3,5,9, ii ,13- hexaene-4-carboxylate (500.0 mg, 1.45 mmol, 1.00 equiv), dioxane/H20 (5/0.5 mL), (4- fluorophenyl)boronic acid (665.0 mg, 4.75 mmol, 1.50 equiv), sodium carbonate (46i.0 mg, 4.35 mmol, 3.00 equiv) and Pd(dppf)Cl2 (53.0 mg, 0.07 mmol, 0.05 equiv) with stirring under N2. The resulting mixture was stirred for 3 h at 90 C then it was cooled to RT andconcentrated under vacuum. The residue was purified by silica gel column chromatography eluting with ethyl acetate/petroleum ether (iS) to afford 4 i 0.0 mg (79%) of a mixture of (+)-methyl 1 2-(4-fluorophenyl)-8-methyl- i 5-oxatetracyclo- [6.6. i .02,7. ?4jpentadeca- 2(7),3,5 ,9. ii, 1 3-hexaene-4-carboxylate, (+)-methyl ii -(4-fluorophenyl)-8-methyl- 15-oxatetracyclo [6.6.1.02,7. ue 14j pentadeca-2(7),3 ,5,9, 11,13 -hexaene-4-carboxylate, (+)-methyl 12-(4-fluorophenyl)-1 -methyl-i 5-oxatetracyclo[6. 6.1. 02?7.09?4j-pentadeca-2(7),3,5,9, 11,13- hexaene-4-carboxylate and (+)-methyl ii -(4-fluorophenyl)- 1-methyl-i 5- oxatetracyclo [6.6.1.027. 14j pentadeca-2(7),3 ,5 ,9, 11,13 -hexaene-4-carboxylate as a lightyellow solid..

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, 1,2,4-Tribromobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GLOBAL BLOOD THERAPEUTICS, INC.; LI, Zhe; ZANCANELLA, Manuel; YU, Chul; SETTI, Lina; SHAM, Hing; XU, Qing; YEE, Calvin; YU, Ming; (402 pag.)WO2016/201052; (2016); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 615-54-3, These common heterocyclic compound, 615-54-3, name is 1,2,4-Tribromobenzene, 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.

[00149] A suspension of compound 1 (27.0 g, 85.7mmol), potassium vinyltrifluoroborate (compound 4) (41.4 g, 0.31 mol), PdCI2 (0.76g, 4.3mmol), Cs2C03 (125.6 g, 0.39 mol) and PPh3 (3.38g, 12.9mmol) in a mixture of THF and water (400ml_, THF/H20 9:1 ) was heated at reflux for 17h under a nitrogen atmosphere. The reaction was cooled to room temperature and the solvent removed by evaporation. The residue obtained was diluted with water (300ml_) and extracted with ethyl acetate (100ml_ x 3). The combined organic extracts were washed with water (200mL) and brine (100ml_), dried (Na2S04) and concentrated to give the crude product, which was purified by column chromatography (neat petroleum ether), illustrated below, to afford compound 5 (1 1.40g, 85%) as an oil.

The synthetic route of 615-54-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BOULOS & COOPER PHARMACEUTICALS PTY LTD; BOULOS, Ramiz; FEUTRILL, John; (105 pag.)WO2017/27933; (2017); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 615-54-3, 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. 615-54-3, name is 1,2,4-Tribromobenzene, This compound has unique chemical properties. The synthetic route is as follows.

6.296 (0.02 mol) 1,2,4-tribromobenzene and 8.671 g (0.05 mol)3-aminobenzeneboronic acidHydrochlorideAdd to a 500 mL three-necked flask, add 400 mL of tetrahydrofuran (THF), and add 45 mL of 2 mol/L potassium carbonate solution.And add an appropriate amount of aliquat336, magnetically stirred and argon gas, after heating to 75 C in the oil bath,0.020 g of tetrakistriphenylphosphine palladium was added, and the reaction was refluxed for 24 hours, and the reaction liquid was poured into water to precipitate a large amount. The mixture was filtered with a funnel, and the solvent was evaporated under reduced pressure.The product was purified by column chromatography using dichloromethane: n-hexane = 2:1 (volume ratio) as mobile phase as the stationary phase. The product was collected and dried.Drying in a vacuum at 90 C for 24 h,The target product was obtained 5.834 g,The yield was 83%.

The chemical industry reduces the impact on the environment during synthesis 1,2,4-Tribromobenzene. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Hunan University of Technology; Ke Shenghai; Liu Yiwu; Tan Jinghua; Zhu Heping; (19 pag.)CN108976138; (2018); A;,
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. 615-54-3, name is 1,2,4-Tribromobenzene, A new synthetic method of this compound is introduced below., Safety of 1,2,4-Tribromobenzene

51.34 g (484.0 mmol) of anhydrous sodium carbonate are dissolved in 171.7 ml of water. A solution of 25.0 g (79.0 mmol) of 1,2,4-tribromobenzene and 67.7 g (476 mmol) of 2-butoxy-1,2-oxaborolane in 965.2 ml of tetrahydrofuran (THF) is added, 1.65 ml (11.9 mmol) of triethylamine are added, and the mixture is stirred and degassed for 30 min. using a stream of argon. 1.40 g (7.49 mmol) of palladium(II) chloride (59% of palladium, anhydrous) and 1.85 g (3.97 mmol) of 2-dicyclohexylphoshino-2′,6′-diisopropoxy-1,1′-biphenyl are added, and the reaction mixture is stirred under reflux for 18 hours. The reaction mixture is allowed to cool to room temperature (RT), water and methyl tertiary-butyl ether (MTBE) are added, and the phases are separated. The water phase is extracted with MTBE, and the combined organic phases are washed with saturated NaCl solution, dried over sodium sulfate, filtered and evaporated in vacuo. The product is obtained as a yellowish oil and is filtered through silica gel with a mixture of ethyl acetate (EA) and methanol (9:1). The product fractions are combined and evaporated in vacuo, giving the reaction product as a pale-yellow oil. The product is characterised by means of NMR spectroscopy. 1H NMR (500 MHz, DMSO-d6) delta=1.66 (mc, 6H, CH2), 2.42-2.69 (m(superimposed with DMSO), 6H, CH2,), 3.36-3.49 (m, 6H, CH2), 4.44 (t, J=5.15 Hz, 1H), 4.48 (mc, 2H), 6.92 (dd, J=1.7, 7.72 Hz, 1H), 6.95 (d, J=1.53 Hz, 1H), 7.03 (d, J=7.7 Hz, 1H).

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; Merck Patent GmbH; ENGEL, Martin; MAAG, Sabrina; ALMEROTH, Ingo; FORTTE, Rocco; GOETZ, Achim; KODEK, Thorsten; HEPPERT, Oliver; (71 pag.)US2018/216006; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 615-54-3, A common heterocyclic compound, 615-54-3, name is 1,2,4-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.

1,3,4-bromobenzene (3.12g, 0.01mol) and 2,4,5-tribromophenol (11.47g, 0.035mol) was stirred in a beaker and mix, 110g montmorillonite was added, stirring again mixed after homogenization dedicated microwave reaction flask was transferred to, the reaction was heated under microwave 300w 60min, cooled. 100mL washing liquid collected after the reaction was washed with petroleum ether, evaporated under reduced pressure to give a black oil by column chromatography, to give 4.40 g of a white solid, 69% yield.

The synthetic route of 615-54-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shandong Analysis Beta Center; Ji Wenhua; Chen Xiangfeng; Zhao Rusong; Gao Qianshan; Geng Yanling; Wang Xiao; (9 pag.)CN104860799; (2016); B;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 615-54-3, These common heterocyclic compound, 615-54-3, name is 1,2,4-Tribromobenzene, 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.

(2) Synthesis of 2-bromo-N1,N1,N4,N4-tetraphenylbenzene-1,4-diamine 14.74 g of a product (yield: 60%) was obtained in the same manner as described in the synthesis method of intermediate 2-1 except that 1,2,5-tribromobenzene (15.74 g, 50 mmol), diphenylamine (16.92 g, 100 mmol), Pd2(dba)3 (2.75 g, 3 mmol), PPh3 (2.62 g, 10 mmol), NaOt-Bu (28.83 g, 300 mmol), and toluene (525 mL) were used.

The synthetic route of 615-54-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DUKSAN HIGH METAL CO., LTD.; US2012/217492; (2012); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 615-54-3, These common heterocyclic compound, 615-54-3, name is 1,2,4-Tribromobenzene, 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.

Under an argon stream, 340 mg (1.08 mmol) of 1,2,4-tribromobenzene,100 mg (0.0865 mmol) of tetrakis (triphenylphosphine) palladium,And 4.86 mL (4.86 mmol) of 1 M potassium carbonate aqueous solution were dissolved in 12.5 mL of dioxane,And heated to 100 C.Therein was dissolved in 25 mL of dioxane1- [4- (4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl) phenyl] isoquinoline1.25 g (3.78 mmol) was added dropwise over 3 hours,And the mixture was further stirred for 1 hour.After cooling to room temperature, 400 mL of pure water was added and separation and extraction was performed with chloroform. After distilling off the solvent under reduced pressure, the obtained crude product was purified by silica gel column chromatography (developing solvent: chloroform: ethyl acetate = 7: 3)4 ‘- [4- (1-isoquinolyl) phenyl] -1,1’: 2 ‘, 1 “- terphenylOf pale yellow solid (yield 536 mg, yield 72.2%).

Statistics shows that 1,2,4-Tribromobenzene is playing an increasingly important role. we look forward to future research findings about 615-54-3.

Reference:
Patent; TOSOH CORPORATION; FUJITA, KANA; ARAI, NOBUMICHI; NOMURA, KEISUKE; IIDA, TAKASHI; TANAKA, TSUYOSHI; (76 pag.)JP6264877; (2018); B2;,
Bromide – Wikipedia,
bromide – Wiktionary

615-54-3, 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. 615-54-3, name is 1,2,4-Tribromobenzene, A new synthetic method of this compound is introduced below.

Under an argon stream, 1.50 g (6.02 mmol) of 4- (2-quinolyl) phenylboronic acid,542 mg (1.72 mmol) of 1,2,4-tribromobenzene,159 mg (0.138 mmol) of tetrakis (triphenylphosphine) palladium,And 7.74 mL (7.74 mmol) of 1 M potassium carbonate aqueous solution were dissolved in 60 mL of dioxane,And the mixture was heated and stirred at 100 C.After cooling to room temperature, 500 mL of pure water was added and the mixture was separated and extracted with chloroform.After distilling off the solvent under reduced pressure, the obtained crude product was recrystallized twice using toluene as a solvent,Objective4,4 ” – di (2-quinolyl) -4 ‘- [4- (2-quinolyl) phenyl] -1,1’: 2 ‘, 1 “Of a white solid (yield 680 mg, yield 57.5%).

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; TOSOH CORPORATION; FUJITA, KANA; ARAI, NOBUMICHI; NOMURA, KEISUKE; IIDA, TAKASHI; TANAKA, TSUYOSHI; (76 pag.)JP6264877; (2018); B2;,
Bromide – Wikipedia,
bromide – Wiktionary