Category: Triazoles

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. Product Details of 7411-23-6

To a solution of 3,5-dibromo-1H-1,2,4-triazole (Int-1, 5.0 g, 22.0 mmol) in DMF (70 mL) was added sodium hydride (793 mg, 33.1 mmol) at 0C under argon atmosphere. After complete addition reaction was allowed to stir at 25C for 30 min. Then 2-iodopropane (2.6 mL, 26.4 mmol) was added followed by stirring at 40C for 4 h. After complete consumption of starting material (as monitored by TLC) reaction mixture was poured into ice-water followed by extraction with MTBE. The organic layer was separated and dried over sodium sulphate. Solvent was evaporated under reduced pressure to afford the title compound as yellow liquid (5.4 g, crude) which was sufficiently pure for use in next step. 1H NMR (DMSO-d6, 400 MHz): 1.39 (d, J = 6.6 Hz, 6 H), 4.64-4.71 (m, 1 H). MS (ES+) m/z 270.0 [M+H].

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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

Research speed reading in 2021. Redox catalysis has been broadly utilized in electrochemical synthesis due to its kinetic advantages over direct electrolysis. 16681-65-5, name is 1-Methyl-1H-1,2,3-triazole belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. Quality Control of 1-Methyl-1H-1,2,3-triazole

General procedure: 1-Methylimidazole (0.49 g, 6.05 mmol) was added to a stirred solution of Key Intermediate-1 (2.3 g, 4.03 mmol) in acetonitrile (25 mL) at RT. The reaction mixture was heated to 90 C for 16 h and concentrated under reduced pressure. The crude material was triturated with diethyl ether (2 x 10 mL) to afford a brown solid (2.4g) which was used in the next steps without further purification. M/z 616.38 (M)+ TFA: H2O (9:1, 20 mL) was added to the brown solid (2.4 g) at RT. The reaction mixture was stirred for 3 h and concentrated under reduced pressure. The resulting crude product was triturated with diethyl ether (2 x 5 mL) and dried under high vacuum. The crude product was purified by preparative HPLC affording the title product as off-white solid (515 mg, 30% over 2 steps).

Balanced chemical reaction does not necessarily reveal either the individual elementary reactions by which a reaction occurs or its rate law. In my other articles, you can also check out more blogs about 16681-65-5, and we look forward to future research findings.

Reference:
Patent; Antabio SAS; DAVIES, David; LEIRIS, Simon; (56 pag.)EP3572411; (2019); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference of 13273-53-5, New Advances in Chemical Research in 2021.In classical electrochemical theory, both the electron transfer rate and the adsorption of reactants at the electrode control the electrochemical reaction. 13273-53-5, name is 4-Bromo-1-methyl-1H-1,2,3-triazole, molecular formula is C3H4BrN3, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.

To a mixture of 2-morpholino-N-(6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoquinolin-3-yl)acetamide (LXV) (675.4 mg, 1.7 mmol), 4-bromo-1-methyl-1H-1,2,3-triazole (LXVI) (0.55 g, 3.4 mmol) and SPhos Pd G4 (135 mg, 0.17 mmol) in dioxane (10 mL) was added 2 N aqueous K3PO4 (1.7 mL, 3.4 mmol). N2 gas was bubbled into the mixture for 10 min and then heated to 90 C. for 24 h. The reaction mixture was partitioned between EtOAc and aqueous saturated NaHCO3. Insoluble solids were removed by filtration and the organic layer separated and washed with water and brine. The organic layer was separated, dried (MgSO4) and concentration to dryness under vacuum. The crude was then combined with the insoluble solid, dissolved in a mixture of chloroform/MeOH, absorbed on silica gel and was purified by column chromatography (0%?70% CHCl3/10% 7N NH3 MeOH in CHCl3) to give N-(6-(1-Methyl-1H-1,2,3-triazol-4-yl)isoquinolin-3-yl)-2-morpholinoacetamide 11 as a brown solid (170.0 mg, 0.482 mmol, 28.4% yield). 1H NMR (499 MHz, DMSO-d6) delta ppm 2.55-2.61 (4H, m), 3.25 (2H, s), 3.63-3.69 (4H, m), 4.14 (3H, s), 8.04 (1H, dd, J=8.51, 1.65 Hz), 8.13 (1H, d, J=8.78 Hz), 8.33 (1H, s), 8.50 (1H, s), 8.74 (1H, s), 9.13 (1H, s), 10.07 (1H, s); ESIMS found for C18H20N6O2 m/z 353.2 (M+1).

The result showed that such a combination of chemo- and biocatalysis improved the catalytic yield more than two times compared with that of sole metal catalysis.I hope my blog about 4-Bromo-1-methyl-1H-1,2,3-triazole is helpful to your research.

Reference:
Patent; Samumed, LLC; KC, Sunil Kumar; Mittapalli, Gopi Kumar; Chiruta, Chandramouli; Hofilena, Brian Joseph; Mak, Chi Ching; Eastman, Brian Walter; Bollu, Venkataiah; (158 pag.)US2019/119263; (2019); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 22300-52-3, New discoveries in chemical research and development in 2021. We’ll be discussing some of the latest developments in chemical about CAS: 22300-52-3, name is 4,5-Dibromo-2H-1,2,3-triazole, 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.

Into a 5000-mL 3-necked round-bottom flask, was placed 4,5-dibromo-2H-1,2,3-triazole (301 g, 1.33 mol, 1.00 equiv), potassium carbonate (92.5 g, 669.27 mmol, 0.50 equiv) and NMP (3000 mL). This was followed by the addition of 1-chloropropan-2-one (148 g, 1.60 mol, 1.21 equiv) dropwise with stirring at 0° C. The resulting solution was stirred overnight at room temperature. The reaction was then quenched by the addition of 9000 mL of water. The solid was collected by filtration and dried in an oven. This resulted in 346 g (92percent) of 1-(dibromo-2H-1,2,3-triazol-2-yl)propan-2-one as a white solid.

We very much hope you enjoy reading the articles and that you will join us to present your own research about 22300-52-3, Happy reading!

Reference:
Patent; Gilead Apollo, LLC; Ghosh, Shomir; Greenwood, Jeremy Robert; Harriman, Geraldine C.; Leit De Moradei, Silvana Marcel; (290 pag.)US2017/166584; (2017); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference of 288-36-8, New Advances in Chemical Research 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. 288-36-8, name is 1H-1,2,3-Triazole, molecular formula is C2H3N3, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.

1- (3-CHLORO-PROPOXY)-4-NITRO-BENZENE (7 g, 32.5 mmol) is dissolved in 2-methyl- 2-butanol (35 ml) followed by the addition of 1H-1, 2,3-triazole (3.43 g, 48.7 mmol), potassium iodide (0.54 g, 3.25 mmol) and sodium hydroxide (1.95 g, 48.7 mmol). The mixture is stirred for 20 h at 120 C, evaporated to dryness and suspended in toluene. Washing with water, drying over sodium sulfate and concentration in vacuo yields a crude product, which is washed with ether yielding L- [3- (4-NITRO-PHENOXY)-PROPYL]-LH- [L, 2,3] triazole as a colorless solid. Yield 6 g (75 %) MS: M = 249.3 (API+) H-NMR (400 MHz, CDC13) : 2.48 (m, 2H), 4.07 (t, J = 5.77 Hz, 2H), 4.64 (t, J = 6.7 Hz, 2H), 6.93 (d, J = 9.3 Hz, 2H), 7.56 (s, 1H), 7.72 (s, 1H), 8.20 (d, J = 9.2 Hz, 2H).

By the way, if you are interested in learning more fun chemistry with your kids, get your hands into one chemistry set now, and start enjoying the best part of chemistry: experiments about 1H-1,2,3-Triazole.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; WO2004/96796; (2004); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 956317-36-5, 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, 956317-36-5, name is 5-Methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid, molecular formula is C10H9N3O2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.

The 5 – methyl -2 – (2 H – 1, 2, 3 – triazole -2 – yl) benzoic acid (2.03 g, 10 mmol) is added to the 100 ml round bottom flask in the single port, for anhydrous dichloromethane (20 ml) dissolved, then slowly adding thionyl chloride (15 ml, 200 mmol) and pyridine (0.15 ml, 2 mmol). The reaction solution gradually heating to reflux, the reaction 3 hours after stopping the reaction, cooling, slowly evaporating the solvent under reduced pressure, the obtained product can be directly into the next step.

We very much hope you enjoy reading the articles and that you will join us to present your own research about 956317-36-5, Happy reading!

Reference:
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Jin Chuanfei; Zhang Yingjun; Xue Yaping; Lao Jinhua; Nie Biao; Xu Juan; (35 pag.)CN107759620; (2018); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

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. HPLC of Formula: C2HBr2N3

In a 100 mL round-bottomed flask. 3.5-dibromo- 1 H- 1.2.4-triazole (5g, 22.0 mmol. Eq: 1.00), 1 – (chloromethyl)-4-methoxybenzene (3.45 g. 22.0 mmol. Eq: 1) and N-ethyl-N-isopropylpropan-2- amine (5.7 g. 44. 1 mmol. Eq: 2) were combined with acetonitrile (101 ml ) to give a light yellow solution. Potassium iodide (1.83 g, 11.0 mmol, Eq: 0.5) was added. The mixture was heated to reflux for 2 hours. The reaction mixture was cooled and diluted with EtOAc (100 mL), washed with H20 (50 mL) and brine (50 mL). The organic layer was dried over anhydrous MgS04, filtered and volatiles were removed under reduced pressure to yield an oil from which the compound was isolated by column chromatography (Hexanes/EtOAc = 70/30) to give 7.3 g of desired product (95%).

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.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; CHEN, Zhi; CHIN, Elbert; ERICKSON, Shawn David; GABRIEL, Stephen Deems; MERTZ, Eric; WEIKERT, Robert James; WO2014/135483; (2014); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

New discoveries in chemical research and development in 2021. The transformation of simple hydrocarbons into more complex and valuable products via catalytic C–H bond functionalisation has revolutionised modern synthetic chemistry. 16681-70-2, name is 1H-[1,2,3]Triazole-4-carboxylic acid belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. HPLC of Formula: C3H3N3O2

[0861] lH-1,2,3-triazole-4-carboxylic acid (9.8 mg, 87f.tmol) and HATU (36.4 mg, 96 f.tmol) were combined in DMF(3.0 mL) and stirred at room temperature for 15 minutes.Compound 1 ( 40.3 mg, 87 fllllOI) and DIPEA ( 46 flL, 261f.tmol) were added and the resulting solution was stirred atroom temperature for 15 minutes, after which time LCMSindicated desired product formation. The solvent wasremoved in vacuo and the crude residue was purified byreverse phase chromatography to yield Compound a ( 5 .2 mg)as a TFA salt. MS m/z [M+Ht calc’d for C28H33CIFN50 4 ,558.22. found 558.

We’ll also look at important developments in the pharmaceutical industry because understanding organic chemistry is important in understanding health, medicine, the role of 1H-[1,2,3]Triazole-4-carboxylic acid ,and how the biochemistry of the body works.

Reference:
Patent; THERAVANCE BIOPHARMA R&D IP, LLC; Fleury, Melissa; Beausoliel, Anne-Marie; Hughes, Adam D.; Long, Daniel D.; Wilton, Donna A.A.; US2015/210690; (2015); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 956317-36-5, 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, 956317-36-5, name is 5-Methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid, molecular formula is C10H9N3O2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.

A solution of 2-iodo-5-methylbenzoic acid (4.0 g, 15.3 mmol) in DMF (10 mL) was treated with 1 ,2,3-triazole (2.1 g, 30.5 mmol), CsCO3 (9.95 g, 30.5 mmol), CuI (0.145 g, 0.76 mmol) and trans-N,N’-dirnethylcyclohexane-l,2-diamine (0.43 g, 3.05 mmol). The mixture was heated at 120 0C for 10 min in a microwave reactor. The reaction was cooled to rt, diluted with water, and washed with EtOAc. The aqueous phase was acidified with IN HCl and extracted with EtOAc. The organic layer was dried over Na2SO4, filtered and concentrated. The residue was purified by gradient elution on SiO2 (0 to 50% EtOAc in water with 0.1% TFA) to give the desired A-3. A portion of this acid (0.1 1 g, 0.53 mmol) was treated with thionyl chloride (0.59 g, 5.3 mmol) in dichloromethane (5.0 mL) at rt. After stirring at RT for 1 h, the mixture was concentrated, azeotroping with benzene to yield acid chloride A-3.

We very much hope you enjoy reading the articles and that you will join us to present your own research about 956317-36-5, Happy reading!

Reference:
Patent; MERCK & CO., INC.; WO2009/11775; (2009); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 6086-21-1, New Advances in Chemical Research in 2021. Redox catalysis has been broadly utilized in electrochemical synthesis due to its kinetic advantages over direct electrolysis. 6086-21-1, name is 1-Methyl-1,2,4-triazole, molecular formula is C3H5N3, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.

Example 133.; Preparation of 8-(1-ethyl-propyl)-3-[3-methoxy-5-(2-methyl-2H-[1,2,4]triazol-3-yl)- thiophen-2-yl]-2,6-dimethyl-imidazo[1,2-b]pyridazine.; A. 5-Bromo-1-methyl-1H-[1,2,4]triazole.; EPO To a -78 °C solution of l-methyl-1H-[1,2,4]triazole (1.0 mL, 13.20 mmol) and TEtaF (100 mL) is added 1.6 M n-BuLi (8.70 mL, 13.86 mmol). After 45 minutes 1,2- dibromo-l,1,2,2-tetrafluoro-ethane (1.76 mL, 14.52 mmol) is added, the solution is warmed to ambient temperature and stirred for 2 hours. The solution is diluted with EtOAc (200 mL), washed with water (150 mL), brine (150 mL), dried over MgSO4, filtered and concentrated to furnish the title compound (1.37 g, 8.46 mmol, 64percent). 1H NMR (CDCl3) delta 3.82 (s, 3H), 7.78 (s, 1H). LC/MS (m/z): calcd. for C3H4BrN3 (M+H)+: 162.0; found: 161.9.

I am very proud of our efforts over the past few months and hope to 1-Methyl-1,2,4-triazole help many people in the next few years.

Reference:
Patent; ELI LILLY AND COMPANY; WO2006/102194; (2006); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics