Category: 7411-23-6

7411-23-6, 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 7411-23-6 as follows.

To a solution of 3,5-dibromo-lH-l,2,4-triazole (5.00 g, 22 mmol) in CH3CN (50 ml) was added 4-bromo-l-butene (3.27 g, 24 mmol) and DIPEA (4.00 ml, 24 mmol), the resulting solution was then heated at 90 C for 3 h. The r.m. was then cooled and diluted with EtOAc (100 ml), washed with an aq. sat. solution of NaHC03 followed by brine, dried (MgSC^), filtered and concentrated under reduced pressure. The residue was purified by flash column chromatography over silica gel (eluent: Heptane/DCM from 100/0 to 0/100). The product fractions were collected and concentrated in vacuo, yielding 5.55 g of intermediate 60 (89 %).

According to the analysis of related databases, 7411-23-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ORTHO-MCNEIL-JANSSEN PHARMACEUTICALS, INC; DE CLEYN, Michel, Anna, Jozef; VAN BRANDT, Sven, Franciscus, Anna; GIJSEN, Henricus, Jacobus, Maria; BERTHELOT, Didier, Jean-Claude; OEHLRICH, Daniel; WO2011/86098; (2011); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

7411-23-6, name is 3,5-Dibromo-1H-1,2,4-triazole, belongs to Triazoles compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. 7411-23-6

3,5-Dibromo-1,2,4-triazole (1; 658 mg, 2.9 mmol) and Mannich base2p (752 mg, 2.9 mmol) were refluxed for 2 h in EtOH (10 mL). Productwas isolated analogously to compound 4a; yield: 475 mg (59%); colorlesscrystals; mp 199-200 C (EtOH).IR (KBr): 3309, 3240, 1643, 1582, 1539, 1512, 1454, 1427, 1369, 1346,1300, 1261, 1204, 1084, 1045, 930, 810, 775 cm-1.1H NMR (400 MHz, DMSO-d6): delta = 11.46 (s, 1 H, NH), 9.21 (s, 1 H, OH),7.52 (s, 1 , NHCO), 7.22 (d, J = 8.7 Hz, 1 H, Ar), 6.78 (d, J = 8.7 Hz, 1 H,Ar), 5.48 (s, 2 H, CH2N), 3.45 (td, J = 6.9, 2.3 Hz, 2 H, CH2), 3.01 (t, J =6.9 Hz, 2 H, CH2).13C NMR (100 MHz, DMSO-d6): delta = 162.3 (C=O), 150.4 (C), 139.4 (C),132.5 (C), 131.3 (C), 128.8 (C), 125.7 (C), 117.1 (C), 115.0 (CH), 114.5(CH), 110.3 (C), 46.0 (CH2), 41.5 (CH2), 22.8 (CH2).Anal. Calcd for C14H11Br2N5O2: C, 38.12; H, 2.51; N, 15.88. Found: C,38.05; H, 2.46; N, 15.92.

Statistics shows that 7411-23-6 is playing an increasingly important role. we look forward to future research findings about 3,5-Dibromo-1H-1,2,4-triazole.

Reference:
Article; Osipov, Dmitry V.; Osyanin, Vitaly A.; Voskressensky, Leonid G.; Klimochkin, Yuri N.; Synthesis; vol. 49; 10; (2017); p. 2286 – 2296;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

A common heterocyclic compound, 7411-23-6, name is 3,5-Dibromo-1H-1,2,4-triazole, molecular formula is C2HBr2N3, 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. 7411-23-6.

Intermediate 2 -l-methyl-lH-l,2,4-triazole To 3,5-dibromo-lH-l,2,4-triazole (1.0 g, 4.41 mmol) in DMF (9 mL) was added sodium tert- pentoxide (0.485 g, 4.41 mmol). The mixture was stirred for 10 min at rt under nitrogen atmosphere, lodomethane (0.29 mL, 4.63 mmol) was added and the mixture was stirred at 40C for 2 hours. The mixture was poured onto water and extracted with diisopropylether (2x). The organic phase was washed with water (2x), brine and dried over sodium sulfate. The solvents were evaporated to give the title compound as a solid (0.83 g, 78%). MS (CI) m/z 242 [M+]. XH NMR (500 MHz, CDCI3) delta ppm 3.89 (s, 3 H).

The synthetic route of 3,5-Dibromo-1H-1,2,4-triazole has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ACTURUM LIFE SCIENCE AB; BESIDSKI, Yevgeni; YNGVE, Ulrika; PAULSEN, Kim; LINDE, Christian; MALMBORG, Jonas; WO2014/195322; (2014); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

7411-23-6, The chemical industry reduces the impact on the environment during synthesis 7411-23-6, name is 3,5-Dibromo-1H-1,2,4-triazole, I believe this compound will play a more active role in future production and life.

10.71 g (50 mmol, 1 eq) of 3,5-dibromo-1,2,4-triazole, 27.22 g (120 mmol, 2.4 eq)4-amino-4′-nitrobiphenyl, 14.4 g (150 mmol, 3 eq)Sodium tert-butoxide was dissolved in 350 mL of toluene.Then 1.8 g (2 mmol, 0.04 eq) of tris(dibenzylideneacetone)dipalladium and 1.19 g (4 mmol, 0.08 eq) of 2-(di-tert-butylphosphine)biphenyl were added to the solution.The above mixed solution was refluxed under nitrogen for 12 h.After the reaction is completed, it is cooled to room temperature for filtration.The filtered solid was dissolved in 300 mL of a mixed solvent of acetone and dichloromethane.The organic layer was washed with 200 mL of a 5% aqueous hydrochloric acid solution.The organic layer was dried over anhydrous magnesium sulfate and concentrated.The obtained crude product was passed through a silica gel column.Purification yielded 18.6 g of intermediate.The yield is 75%,

The chemical industry reduces the impact on the environment during synthesis 3,5-Dibromo-1H-1,2,4-triazole. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Fuyang Xinyihua Materials Technology Co., Ltd.; Wu Jingwei; Wang Zhanqi; Guo Linlin; Hong Haozhi; (15 pag.)CN106479518; (2018); B;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

7411-23-6, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 7411-23-6 name is 3,5-Dibromo-1H-1,2,4-triazole, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

Sodium hydride (34 mg, 0.86 mmol) was slowly added to a solution of 3,5-dibromo-1H-1,2,4-triazole (150 mg, 0.66 mmol) and DMF (3.9 mL) at RT and the solution was stirred at 45C for 30 min. tert-butyl 4-methylsulfonyloxypiperidine-1-carboxylate (0.15 mL, 0.79 mmol) was then added portion-wise. The reaction mixture was stirred at 85 C for 2 days. The reaction was quenched with NH4Cl (aq. sat.) and extracted with DCM. The combined organic fractions were dried via a phase separator and reduced in vacuo. The crude residue was dissolved in DCM, reduced in vacuo onto silica and purified by silica flash chromatography eluting with 10-90% EtOAc in Pet. Ether to yield tert-butyl 4-(3,5-dibromo-1,2,4-triazol-1-yl)piperidine-1-carboxylate (140 mg, 0.34 mmol, 52% yield) as a pale yellow oil. UPLC-MS (ES+, Method A): 1.82 min, m/z 411.0 [M+H]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3,5-Dibromo-1H-1,2,4-triazole, and friends who are interested can also refer to it.

Reference:
Patent; REDX PHARMA PLC; JONES, Clifford, D.; BUNYARD, Peter; PITT, Gary; BYRNE, Liam; PESNOT, Thomas; GUISOT, Nicolas, E.S.; (318 pag.)WO2019/145729; (2019); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

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. 7411-23-6, name is 3,5-Dibromo-1H-1,2,4-triazole, A new synthetic method of this compound is introduced below., 7411-23-6

a. Potassium carbonate, 16.6 g (0.12 mol), was added to a solution of 25.0 g (0.11 mol) of triazole 1 in 400 mL of acetone. The suspension was stirred for15 min at 20 C, 12.7 g (0.10 mol) of benzyl chloride was added, and the mixture was refluxed for 8 h with stirring. The solvent was distilled off, and the light yellow oily residue was treated with 200 mL of water.The mixture was stirred for 5 min, and crystals precipitated and were filtered off and recrystallized from hexane. Yield 22.3 g (64 %).

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; Tolstyakov; Russian Journal of Organic Chemistry; vol. 54; 10; (2018); p. 1537 – 1547; Zh. Org. Khim.; vol. 54; 10; (2018); p. 1525 – 1534,10;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

7411-23-6, 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. 7411-23-6, name is 3,5-Dibromo-1H-1,2,4-triazole belongs to Triazoles compound, it is a common compound, a new synthetic route is introduced below.

General procedure: 3,5-Dibromo-1,2,4-triazole (1; 658 mg, 2.9 mmol) or 3-chloro-1,2,4-triazole (300 mg, 2.9 mmol), o-quinone methide precursor 2 (2.9mmol), and K2CO3 (1.2 g, 8.7 mmol) were refluxed for 4 h in DMF (10mL). After completion of the reaction, the mixture was cooled, andpoured into H2O (30 mL). The precipitate formed was collected by filtration,washed with H2O, dried, and recrystallized.

The synthetic route of 7411-23-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Osipov, Dmitry V.; Osyanin, Vitaly A.; Voskressensky, Leonid G.; Klimochkin, Yuri N.; Synthesis; vol. 49; 10; (2017); p. 2286 – 2296;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Adding some certain compound to certain chemical reactions, such as: 7411-23-6, name is 3,5-Dibromo-1H-1,2,4-triazole, 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 7411-23-6. 7411-23-6

A suspension of 3,5-dibromo-4H-1,2,4-triazole (453.7 mg, 2 mmol) 2-fluorophenylboronic acid (420 mg, 3 mmol) copper(II) acetate (363 mg, 2 mmol) sodium carbonate (318 mg, 3 mmol) and pyridine (0.24 mL, 3 mmol) in toluene (2 mL) was heated at 70 C overnight. The reaction mixture was cooled to r.t. and filtered through celite (eluting with EtOAc). The filtrate was washed with sat. aq. NH4Cl solution (15 mL) and water (10 mL), dried and concentrated. The crude product was purified by flash column chromatography (SiO2) eluting with 20-50% EtOAc in Pet. Ether to give 3,5-dibromo-4-(2- fluorophenyl)-1,2,4-triazole (98 mg, 0.31 mmol, 15% yield) as a colourless oil, which crystallised on standing. Regioisomer confirmed by DEPT-quat expt. LC-MS (ES+, Method D): 5.61 min, m/z 321.7 [M+H]+.1H NMR (400 MHz, CDCl3): delta 7.57 (m, 1H), 7.46 (m, 1H), 7.36-7.32 (m, 1H), 7.32-7.28 (m, 1H).

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 3,5-Dibromo-1H-1,2,4-triazole.

Reference:
Patent; REDX PHARMA PLC; JONES, Clifford, D.; BUNYARD, Peter; PITT, Gary; BYRNE, Liam; PESNOT, Thomas; GUISOT, Nicolas, E.S.; (318 pag.)WO2019/145729; (2019); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

7411-23-6, 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. 7411-23-6, name is 3,5-Dibromo-1H-1,2,4-triazole, This compound has unique chemical properties. The synthetic route is as follows.

P-methoxybenzyl chloride (759.55 mg) was added to an acetonitrile mixture (10 ml) of a compound WX080-1(1.1 g), N,N-diisopropyl ethylamine (1.25 g) and potassium iodide (402.55 mg). The resulting mixture was reacted at 80C for 2 hours. The reaction solution was spin-dried, and the resulting product was diluted with 100 ml of ethyl acetateand washed with water (20 ml 3 2). The organic phase was dried with anhydrous sodium sulfate, filtered and spin-driedto obtain the compound WX080-2. ESI m/z: [M-H]+= 348.1.

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; Shandong Danhong Pharmaceutical Co., Ltd.; LUO, Zhi; LI, Xiaolin; YANG, Yaxun; YANG, Lele; LI, Peng; HE, Haiying; LI, Jian; CHEN, Shuhui; (155 pag.)EP3626699; (2020); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

7411-23-6, 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. 7411-23-6, name is 3,5-Dibromo-1H-1,2,4-triazole belongs to Triazoles compound, it is a common compound, a new synthetic route is introduced below.

General procedure: 3,5-Dibromo-1,2,4-triazole (1; 658 mg, 2.9 mmol) and p-quinonemethide precursor 7 (2.9 mmol) were refluxed for 4 h in DMF (10mL). Products were isolated analogously to compound 4a.

The synthetic route of 3,5-Dibromo-1H-1,2,4-triazole has been constantly updated, and we look forward to future research findings.

Reference:
Article; Osipov, Dmitry V.; Osyanin, Vitaly A.; Voskressensky, Leonid G.; Klimochkin, Yuri N.; Synthesis; vol. 49; 10; (2017); p. 2286 – 2296;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics