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New downstream synthetic route of 7411-23-6

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Reference of 7411-23-6, New Advances in Chemical Research in 2021. The transformation of simple hydrocarbons into more complex and valuable products via catalytic C–H bond functionalisation has revolutionised modern synthetic chemistry. 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, below Introduce a new synthetic route.

A mixture of salt 1a (1 g, 2.9 mmol), 3,5-dibromo-1,2,4-triazole (0.66 g, 2.9 mmol), and K2CO3 (1.20 g, 8.7 mmol) in DMF (10 ml) was refluxed for 2 h. The mixture was cooled and poured into water (50 ml). The precipitate formed was filtered off and recrystallized from DMF. Yield 0.56 g (64%), colorless crystals; mp 244-246 C. IR spectrum, nu, cm-1: 3078, 3059, 3040 (H arom), 2932 (H2), 1628, 1558, 1531, 1512, 1466, 1439, 1404, 1292, 1265, 1215, 1173, 1157, 1142, 1068, 987, 972, 818, 768, 748, 717. 1H NMR spectrum (DMSO-d6), delta, ppm: 5.61 (2H, s, CH2); 7.35 (1, d, J = 9.2, H Ar); 7.51 (1, dd, J = 8.2, J = 0.9, H Ar); 7.61 (1, dd, J = 8.2, J = 1.4, H Ar); 7.76 (1H, d, J = 8.2, H Ar); 7.90-7.93 (2, m, H Ar). 13C NMR spectrum (DMSO-d6), delta, ppm: 45.1 (CH2); 108.5 (C); 117.1 (CH); 122.8 (CH); 126.3 (CH); 128.3 (CH); 128.9 (CH); 129.8 (C); 130.7 (CH); 130.8 (C); 137.5 (C); 145.4 (C); 153.37 (C). Found, %: 51.78; 2.57; N 14.03. C13H8BrN3O. Calculated, %: C 51.68; H 2.67; N 13.91.

Reference:
Article; Osyanin; Osipov; Klimochkin, Yu. N.; Chemistry of Heterocyclic Compounds; vol. 47; 12; (2012); p. 1607 – 1609; Khim. Geterotsikl. Soedin.; vol. 47; 12; (2011); p. 1914 – 1916,3;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

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Electric Literature of 7411-23-6, New Advances in Chemical Research in 2021. Redox catalysis has been broadly utilized in electrochemical synthesis due to its kinetic advantages over direct electrolysis. 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, below Introduce a new synthetic route.

EXAMPLE 1Preparation of 2-(3,5-dibromo-1H-1,2,4-triazol-1-yl)-1-(2,4-difluorophenyl)ethan-1-oneFirst, 43.7 g of 3,5-dibromo-1H-1,2,4-triazole is introduced into 200 mL of tetrahydrofuran (THF), the resultant mixture is agitated, and 40.4 g of 2-chloro-2,4-difluoroacetophenone is further introduced thereto. Next, 36.3 g of potassium carbonate is introduced to the reaction mixture and the resultant mixture is agitated for 7 hours at room temperature. After the completion of the reaction, the reaction mixture is filtered, washed with 100 mL of tetrahydrofuran (THF), and concentrated at room temperature. Then, 437 mL of purified water is introduced so that the crystals are slurried, followed by filtering. The filtered crystals are reslurried in 175 mL of isopropanol and filtered again. The crystals are washed with 44 mL of isopropanol and dried with hot air at 50 C. to obtain 63.8 g of the title compound as a white solid (yield 87%, purity 99.2%, HPLC, detected at a wavelength of 256 nm, 18C 4.6×250 mm, mobile phase 60% ACN, flow rate 1 mL/min).1H-NMR (200 MHz, CDCl3) delta (ppm): 8.118.03(1H), 7.11-6.96(2H), 5.51(2H).

Reference:
Patent; Dongkook Pharmaceutical Co., Ltd.; US2013/5973; (2013); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Introduction of a new synthetic route about 7411-23-6

In conclusion, we affirm that quantitative kinetic descriptions of catalytic behavior continue to serve as an indispensable tool to navigate research efforts intended to model. Read on for other articles about 7411-23-6.

Research speed reading in 2021. We’ll be discussing some of the latest developments in chemical about CAS: 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. SDS of cas: 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).

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

The Shocking Revelation of 7411-23-6

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Synthetic Route of 7411-23-6, New Advances in Chemical Research in 2021. Redox catalysis has been broadly utilized in electrochemical synthesis due to its kinetic advantages over direct electrolysis. 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, below Introduce a new synthetic route.

To a colorless solution of 3,5-dibromo-lH-l,2,4-triazole (lnt-1, 250 mg, 1.1 mmol, Eq: 1) and bromocyclobutane (179 mg, 1.32 mmol) in DMF (3 ml) was added K2CO3 (305 mg, 2.2 mmol). The vial was closed under argon and stirred over night at 120C. The reaction mixture was diluted with 25 mL H20 and extracted with EtOAc (2 x 25 mL). The organic layers were washed with sat NaCl (3 x 25 mL), dried over MgS04 and concentrated in vacuo. The title compound was isolated as a yellow liquid (288 mg, 93 % yield). MS (ES+) m/z: 281.9 [(M+H)+].

This is the end of this tutorial post, and I hope it has helped your research about 7411-23-6!

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; BARTELS, Bjoern; BERCHTOLD, Stefan; GALLEY, Guido; GOERGLER, Annick; JAKOB-ROETNE, Roland; KRUMMENACHER, Daniela; LIMBERG, Anja; NEIDHART, Werner; RATNI, Hasane; REUTLINGER, Michael; RODRIGUEZ SARMIENTO, Rosa Maria; SCHNIDER, Christian; (309 pag.)WO2018/87018; (2018); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Interesting scientific research on 7411-23-6

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New discoveries in chemical research and development in 2021. Chemo-enzymatic cascade processes are invaluable due to their ability to rapidly construct high-value products from available feedstock chemicals in a one-pot relay manner. 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. 7411-23-6

NaH (60% dispersion in mineral oil; 5.29 g, 132 mmol) was added to a stirred solution of 3,5-dibromotriazole (20.0 g, 88.2 mmol) in DMF under an atmosphere of N2 at r.t. After 30 min, 2-iodopropane (10.6 ml, 106 mmol) was slowly added and the r.m. was heated at 40 C. for 2-3 h. The content was carefully poured onto ice/H2O (1 l), and the mixture was extracted with DIPE. The combined organic extracts were washed with H2O (4×200 ml), then with brine and dried (Na2SO4). Filtration and concentration under reduced pressure yielded a yellow oil. Yield: 16.50 g of intermediate 24 (70%).

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Reference:
Patent; Van Brandt, Sven Franciscus Anna; De Cleyn, Michel Anna Jozef; Gijsen, Henricus Jacobus Maria; Berthelot, Didier Jean-Claude; Surkyn, Michel; US2012/295891; (2012); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Analyzing the synthesis route of 7411-23-6

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Electric Literature of 7411-23-6, New Advances in Chemical Research in 2021. The appropriate choice of redox mediator can avoid electrode passivation and overpotential, which strongly inhibit the efficient activation of substrates in electrolysis. 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, below Introduce a new synthetic route.

In a 250 mL round bottomed flask sodium hydride (60% dispersion in mineral oil) (264 mg, 6.61 mmol) was added to a colorless solution of 3,5-dibromo-1H-1,2,4-triazole (Int-1, 1 g, 4.41 mmol) in DMF (22 ml). The resulting suspension was stirred at room temp during 30 min and 1-bromo-2-methoxypropane (809 mg, 5.29 mmol) was added and the reaction was stirred at 40C over night. The reaction mixture was poured into 50 mL H2O and extracted with EtOAc (3 x 50 mL). The organic layers were washed with sat NaCl (3 x 50 mL), dried over MgS04 and concentrated in vacuo. The title compound was isolated as a red liquid (383 mg, 14.5 % yield). MS (ES+) m/z 299.9 [(M+H)+].

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The catalyzed pathway has a lower Ea, but the net change in energy that results from the reaction is not affected by the presence of a catalyst. In my other articles, you can also check out more blogs about 7411-23-6

Research speed reading in 2021. Redox catalysis has been broadly utilized in electrochemical synthesis due to its kinetic advantages over direct electrolysis. 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. Computed Properties of C2HBr2N3

Two batches of phenyiboronic acid (135 g, 111 mrnol, 1.0 eq), 35-dibromo-iH-i,2,4- triazole (25 g, 110 mmoi, 1.0 eq), Cu( Ac)2 (30 g, 165 mmol, 1.5 eq), pyridine (26.5 g, 335 mmol, 27 mL, 3.0 eq) and 4A MS (5 g, 22,0 mmoi) in toluene (250 mL) was degassed and purged with 02 for three times, and then the mixture was stirred at 80 C for 16 h under 02 atmosphere (15 psi). After completion of the reaction, the two batches of reaction mixture were mixed and filtered, then concentrated under reduced pressure to give a residue. The residue was purified by flash silica gel chromatography (ISCO; 200 g SepaFlash Silica Flash Column, eluent of Oi 0% ethyl acetate/petroleum ether gradient 80 mL/rnin) to give 36 g crude product with 67% purity. 2 g was used for next step directly. The remaining 34 g was diluted with DCM (200 mL) and washed with saturated aqueous NaHCO3 (100 mL x 1), brine (100 mL), dried over anhydrous Na2504, filtered and concentrated under reduced pressure to give 3,5-dibrorno-1-phenvl-i,2,4-triazoie (29.2 g, 37% yield, 85% purity) as a light yellow solid. LCMS (ESI): m/z (M±H) 303.9.

Reference:
Patent; AN2H DISCOVERY LIMITED; JOHNSTON, Jennifer; GAROFALO, Albert W.; (194 pag.)WO2017/210694; (2017); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

The Best Chemistry compound: 7411-23-6

3,5-dibromo-1H-1,2,4-triazole (419 mg, 1.85 mmol) was added to a solution of phenylboronic acid (300 mg, 2.46 mmol), pyridine (0.2 mL, 2.46 mmol), copper(II) acetate (335 mg, 1.85 mmol) and 3 A molecular sieves in dry DCM (8 mL) and stirred at 25 C overnight. Upon completion monitored by LC/MS, sat. NH4Cl (20 mL) was added to the reaction mixture which was then washed with water, the organic layers were then combined and concentrated. The crude product was purified by flash column chromatography eluting with 15-50% EtOAc in Pet. Ether to give 3,5-dibromo-1-phenyl-1,2,4-triazole (454 mg, 1.50 mmol, 60% yield). LC-MS (ES+, Method A): 1.74 min, m/z 304.0 [M+H]+

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

Extracurricular laboratory: Synthetic route of Synthetic Route of 7411-23-6

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Related Products of 7411-23-6, New Advances in Chemical Research in 2021. The prevalence of solvent effects in heterogeneous catalysis in condensed media has motivated developing quantitative kinetic,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, below Introduce a new synthetic route.

To a solution of 3,5-dibromo-1H-1,2,4-triazole (10.0 g, 44.1 mmol) in DMF (75 mL) and potassium carbonate (12.2 g, 88.2 mmol) was added iodomethane (3.02 mL, 48.5 mmol) in one portion. This gave rise to a strong exotherm from 17 C to 38 C after one minute. The reaction mixture was stirred overnight, diluted with 150 mL of EtOAc and then filtered to remove most of the inorganics. The solvent was removed under reduced pressure and the resultant yellow oily solid was partitioned between EtOAc (250 mL) and water (100 mL) and the aqueous washed with EtOAc (150 mL). The combined organics were washed with washed with brine (50 mL), dried over magnesium sulfate, filtered and the solvent removed in vacuo to give 3,5-dibromo-1-methyl-1,2,4-triazole (6.2 g, 25.8 mmol, 58% yield) as a yellow solid. UPLC-MS (ES+, Method A): 1.79 min, m/z 241.7 [M+H]+.1H NMR (400 MHz, DMSO-d6) delta 3.83 (3H).

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Electric Literature of 7411-23-6, New Advances in Chemical Research in 2021.Reactions catalyzed within inorganic and organic materials and at electrochemical interfaces commonly occur at high coverage and in condensed media, 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, below Introduce a new synthetic route.

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.

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