Category: Triazoles

New discoveries in chemical research and development in 2021. The dynamic chemical diversity of the numerous elements, ions and molecules that constitute the basis of life provides wide challenges and opportunities for research. 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

In a 50 mL round bottomed flask, 3,5-dibromo-lH-l,2,4-triazole (Int-1, 1.00 g, 4.41 mmol) was dissolved in DMF (13 mL) and the solution was cooled to 0-5 C (ice bath). Sodium hydride (55% dispersion in mineral oil, 231 mg, 5.29 mmol) was added in portions and the resulting mixture was stirred for 5 min at 0-5 C and for 15 min at room temperature. After that, propyl methanesulfonate (1.24 g, 1.08 mL, 8.82 mmol) was added dropwise at room temperature. The resulting mixture was stirred for 15 h at room temperature, followed by 1 h at 100 C. After that, it was concentrated in vacuo, the residue was diluted with ethyl acetate (50 mL) and water (50 mL), the aqueous phase was extracted with ethyl acetate (3 x 50 mL). The combined organic layers were dried (sodium sulfate) and concentrated in vacuo, the residue was purified by column chromatography (silica gel, 70 g, eluting with ethyl acetate / n-heptane, gradient 0: 100 to 28:72 v/v) to yield the title compound as colorless oil (672 mg, 57%). 1H NMR (CDCl3, 300 MHz): delta 0.97 (t, J= 7.4 Hz, 3 H), 1.85-1.98 (m, 2 H), 4.12 (q, J= 7.0 Hz, 2 H). MS (ES+) m/z 267.9, 270.0, 271.9 [M+H, 2 Br isotopes].

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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

Electric Literature of 1001401-62-2, 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. 1001401-62-2, name is 2-(2H-1,2,3-Triazol-2-yl)benzoic acid, molecular formula is C9H7N3O2, 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 2-(2H-l,2,3-triazol-2-yl)benzoic acid (100 mg, 0.528 mmol) in SOCl2 (251.5 mg, 2.11 mmol) was stirred at RT for 0.5 h, then concentrated in vacuo. To a solution of the product from Step 3 (110 mg, 0.48 mmol) and Et3N (145.7 mg, 1.44 mmol) in DCM (1 mL) at 0 C was added a solution of the above residue in DCM (1 mL) dropwise. The resulting mixture was stirred at 0 C for 2 h, then quenched with water (1 mL) and extracted with DCM (2 mL x 3). The combined organic layers were washed with brine (2 mL), dried over Na2SC>4, filtered, and concentrated in vacuo. The residue was purified by prep-TLC (50% EtOAc in petroleum ether) to give the title compound as a oil. LRMS m/z (Mu+Eta) 400.0, 402.0 found, 400.1, 402.1 required.

This is the end of this tutorial post, and I hope it has helped your research about 1001401-62-2!

Reference:
Patent; MERCK SHARP & DOHME CORP.; KUDUK, Scott, D.; LIVERTON, Nigel; LUO, Yunfu; (85 pag.)WO2016/100156; (2016); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 81606-79-3, New Advances in Chemical Research in 2021. Redox catalysis has been broadly utilized in electrochemical synthesis due to its kinetic advantages over direct electrolysis. 81606-79-3, name is 2-(1,2,4-Triazol-1-yl)acetonitrile, molecular formula is C4H4N4, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.

To the solution of 3-[2-[tert-butyl(dimethyl)silyl]oxyethyl]benzaldehyde (1223. OOmg, 4.62mmol) , Toluene (2.5mL), Triethylamine (L95mL, l3.87mmol) was added 2-(lH- l,2,4-Triazol-l-yl)acetonitrile (874.9lmg, 8.09mmol) . The resulted mixture was microwaved at 150 degrees for 3 h. LCMS was shown some product and still had some remained starting material. The reaction mixture was worked up with water (50 mL) and DCM (50 mL x 2). The organic layer was brined and dried with MgS04. The concentrated crude was purified by prep HPLC Shimadzu to obtain 3-[3-[2- [tert-butyl(dimethyl)silyl] oxycthy I ] phenyl ] -2-( 1 ,2,4-triazol- 1 -yl)prop-2-enenitrile ( 120.00mg) with 7.3 % yield. LC-MS m/z: 355[M+l]

In the meantime we’ve collected together some recent articles in this area about 81606-79-3 to whet your appetite. Happy reading!

Reference:
Patent; PRINCIPIA BIOPHARMA INC.; LOU, Yan; OWENS, Timothy Duncan; BRAMELD, Kenneth Albert; GOLDSTEIN, David Michael; (171 pag.)WO2019/99576; (2019); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Research speed reading in 2021. In classical electrochemical theory, both the electron transfer rate and the adsorption of reactants at the electrode control the electrochemical reaction. 107534-96-3, name is 3-((1H-1,2,4-Triazol-1-yl)methyl)-1-(4-chlorophenyl)-4,4-dimethylpentan-3-ol belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. Application In Synthesis of 3-((1H-1,2,4-Triazol-1-yl)methyl)-1-(4-chlorophenyl)-4,4-dimethylpentan-3-ol

The complex was synthesized by two methods. To an aqueous solution (3 mL) containing Na2[PtCl6]*6H2O (0.50 g, 0.89 mmol), reagent L (0.27 g, 0.89 mmol) (method A) or (0.55 g, 1.78 mmol) (method B) in acetone (7 mL) was added under stirring. A yellow precipitate was quickly formed. After 72 h, the precipitate was filtered out, washed with water and hexane, and dried in air. The yield based on reagent L was 67% (method A) and 90% (method B).

Sometimes chemists are able to propose two or more mechanisms that are consistent with the available data. If a proposed mechanism predicts the wrong experimental rate law, however, the mechanism must be incorrect.Welcome to check out more blogs about 3-((1H-1,2,4-Triazol-1-yl)methyl)-1-(4-chlorophenyl)-4,4-dimethylpentan-3-ol, in my other articles.

Reference:
Article; Khisamutdinov; Anpilogova; Shitikova; Murinov, Yu. I.; Russian Journal of Inorganic Chemistry; vol. 61; 12; (2016); p. 1530 – 1537; Zh. Neorg. Khim.; vol. 61; 12; (2016); p. 1591 – 1598,8;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

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. 23579-79-5, name is 3,5-Dibromo-1-methyl-1H-1,2,4-triazole belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. Safety of 3,5-Dibromo-1-methyl-1H-1,2,4-triazole

In a 50 mL pressure vial, 3,5-dibromo-1-methyl-1H-1,2,4-triazole (Int-41, 1.47 g, 6.1 mmol) was dissolved in DMF (13 mL) and potassium carbonate (1.53 mg, 11.1 mmol), followed by 3-fluoro-5-methylphenol (700 mg, 5.55 mmol) were added. The vial was sealed, the reaction mixture was stirred for 15 h at 100 C. After cooling, it was concentrated in vacuo, the residue was purified by column chromatography (silica gel, 70 g, eluting with ethyl acetate / n-heptane, gradient 0: 100 to 25:75 v/v) to yield the title compound as light yellow solid (1.23 g, 75%). 1H NMR (CDCl3, 300 MHz): delta 2.38 (s, 3 H), 3.77 (s, 3 H), 6.76-6.82 (m, 1 H), 6.84-6.91 (m, 2 H). MS (ES+) m/z 286.0, 288.0 [M+H, Br isotopes] .

If you are hungry for even more, make sure to check my other article about 23579-79-5, the application of this compound in the production field has become more and more popular.

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

Reference of 3179-31-5, 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. 3179-31-5, name is 1H-1,2,4-Triazole-3-thiol, molecular formula is C2H3N3S, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.

Step A–Cyclohexylmethyl 1,2,4-Triazol-3-yl Sulfide Cyclohexylmethyl bromide (42 ml; 0.30 mol) was added over 5 min to 1,2,4-triazole-3-thiol (30.3 g; 0.30 mol) and sodium methoxide (17.3 g; 0.32 mol) in dry methanol (250 ml) under dry nitrogen. The mixture was refluxed for 4 h, stirred at room temperature overnight and evaporated. The residue was dissolved in ethyl acetate (400 ml) and water (200 ml). The organic phase is separated, washed with water (100 ml), dried (Na2 SO4), filtered and its volume reduced by evaporation, causing a solid to precipitate. The solid was filtered off and dried, to afford cyclohexylmethyl 1,2,4-triazol-3-yl sulfide (48.0 g; 81%) as white plates, m.p. 74-78 C. (Found, C: 54.98; H: 7.85; N: 21.32; S: 16.13. C9 H15 N3 S requires C: 54.79; H: 7.66; N: 21.30; S: 16.25%). NMR – d(CDCl3; 90 MHz) 0.50-2.10 (11H, m), 3.1 (2H, d, J=6.4 Hz), 8.13 (1H, s) and 13.9 (1H, br s).

I am very proud of our efforts over the past few months and hope to 1H-1,2,4-Triazole-3-thiol help many people in the next few years.

Reference:
Patent; Rohm and Haas Company; US5308830; (1994); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Application of 15294-81-2, New Advances in Chemical Research in 2021. Redox catalysis has been broadly utilized in electrochemical synthesis due to its kinetic advantages over direct electrolysis. 15294-81-2, name is 4,5-Dibromo-1H-1,2,3-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.

Intermediate 14e (0554) 4,5-Dibromo-2-methyl-2H-l,2,3-triazole Batch 1 : To a solution of 4,5-dibromo-lH-triazole (Intermediate 14f; 490.00 g, 2.16 mol) in DMF (3.2 L) was added potassium carbonate (358.23 g, 2.59 mol). The mixture was cooled to -10C under a nitrogen atmosphere and iodomethane (147.91 mL, 2.38 mol) was added dropwise. The reaction was then stirred at 25C for 16 hours. Batch 2: To a solution of 4,5-dibromo-lH-triazole (Intermediate 14f; 400 g, 1.76 mol, 1.00 eq) in DMF (2.8 L) was added potassium carbonate (291.9 g, 2.11 mol). The mixture was cooled to – 10C under a nitrogen atmosphere and iodomethane (131.48 mL, 2.11 mol) was added dropwise. The reaction was then stirred at 25C for 16 hours. Batches 1 and 2 were then combined and the reaction was quenched by the addition of water (4.2 L) and the aqueous phase extracted with MTBE (7 L x 3). The organic extract was concentrated under vacuum to approximately 700 mL and isopropanol (2 L) was added dropwise. This mixture was then stirred at 25 C for 2 hours and the resulting precipitate filtered and dried under vacuum to afford undesired 4,5-dibromo-l-methyltriazole (220 g, 23.5%) as a solid which showed the following NMR spectral data: FontWeight=”Bold” FontSize=”10″ H NMR (400MHz, CDCb) delta 4.09 (s, 3H). 13CNMR (400MHz, CDCb) delta 123.03, 113.09, 37.00. The filtrate was concentrated under vacuum to afford an oil, isopropanol (1 L) was added and resulting solution was warmed to 50 C and then water (3 L) was added dropwise. The mixture was cooled to 25C and stirred for 5 hours and the resulting precipitate was collected by filtration, washed with water (300 mL x 2) and, dried under vacuum at 50C for 16 hours to afford 4,5-dibromo-2- methyl-2H-l,2,3-triazole (Intermediate 14e; 570 g, 60.8% yield) as a solid. FontWeight=”Bold” FontSize=”10″ H NMR (400MHz, CDCb) delta 4.18 (s, 3H). 13C NMR (400MHz, CDCb) delta 124.25, 43.07.

Future efforts will undeniably focus on the diversification of the new catalytic transformations. These may comprise an expansion of the substrate scope from aromatic and heteroaromatic compounds to other hydrocarbons. Keep reading other articles of 15294-81-2.

Reference:
Patent; ASTRAZENECA AB; WARD, Richard, Andrew; JONES, Clifford, David; FERON, James, Lyman; (80 pag.)WO2017/80980; (2017); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 16681-65-5, New discoveries in chemical research and development in 2021. We’ll be discussing some of the latest developments in chemical about CAS: 16681-65-5, name is 1-Methyl-1H-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.

A suspension of 6-bromo-3-chloroisoquinoline (60 mg, 0.25 mmol), 1 -methyl- 1 H-1 ,2,3-triazole (41 mg, 0.50 mmol), Pd(OAc)2 (2.22 mg, 9.9 umol) and KOAc (49 mg, 0.50 mmol) in DMA (4 mL) was stirred at 150^ under microwave irradiation for 60 minutes. The reaction mixture was diluted with brine and extracted with EtOAc. The combined organic layers were washed with water and dried with Na2S04 and concentrated in vacuo. The residue was purified using Biotage silica gel column chromatography eluting with 40% EtOAc in cyclohexane to afford the title compound as a white solid (19 mg, 31 %). 1 H NMR (500 MHz, CDCI3) : delta .17 (t, J = 0.9 Hz, 1 H), 8.15 (dt, J = 8.5, 0.9 Hz, 1 H), 7.94 – 7.85 (m, 2H), 7.82 (d, J = 1 .1 Hz, 1 H), 7.67 (dd, J = 8.5, 1 .6 Hz, 1 H), 4.19 (s, 3H). LCMS (ESI) Rt = 2.00 minutes MS m/z 245 [M+H]+

I am very proud of our efforts over the past few months and hope to 1-Methyl-1H-1,2,3-triazole help many people in the next few years.

Reference:
Patent; CANCER RESEARCH TECHNOLOGY LIMITED; HOELDER, Swen; BLAGG, Julian; CHEUNG, Jack; ATRASH, Butrus; SHELDRAKE, Peter; WO2014/37751; (2014); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Research speed reading in 2021. The prevalence of solvent effects in heterogeneous catalysis in condensed media has motivated developing quantitative kinetic. 103755-58-4, name is (1-Phenyl-1H-1,2,3-triazol-4-yl)methanol belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. HPLC of Formula: C9H9N3O

A solution of 8.75 g (0.05 mol) of (1-phenyl-1H-1,2,3-triazol-4-yl)methanol (11) in 100 mL of methylene chloride was added in one portion with thorough stirring to a suspension of 16.15 g (0.075 mol) of freshly prepared pyridinium chlorochromate (PCC) in 200 mL of anhydrous methylene chloride. The mixture was stirred for 90 min at room temperature, 200 mL of anhydrous diethyl ether was added, the solution was separated from the black precipitate by decanting, and the precipitate was washed with diethyl ether (2 × 50 mL). The combined extracts were filtered through 20 g of silica gel, the solvent was distilled off under reduced pressure, and the residue was recrys-tallized from carbon tetrachloride. Yield 6.75 g (78%). mp 96-97C. 1 H NMR spectrum (500 MHz, DMSO-d 6 ), delta, ppm: 7.57 t (1H, p-H, J = 7.2 Hz), 7.65 t (2H, m-H, J = 7.2 Hz), 8.03 d (2H, o-H, J = 7.2 Hz), 9.59 s (1H, 5-H), 10.24 s (1H, CHO). Mass spectrum: m/z 174 [M + H] + . Found, %: C 62.45; H 4.14; N 24.21. C 9 H 7 N 3 O. Calculated, %: C 62.42; H 4.07; N 24.27.

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 103755-58-4.

Reference:
Article; Pokhodylo; Tupychak; Shyyka, O. Ya.; Obushak; Russian Journal of Organic Chemistry; vol. 55; 9; (2019); p. 1310 – 1321; Zh. Org. Khim.; vol. 55; 9; (2019); p. 1393 – 1405,13;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 7170-01-6, 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. 7170-01-6, name is 3-Methyl-1H-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.

Step 1. Preparation of 3-methyl-1-(4-nitrophenyl)-1H-1,2,4-triazole A mixture of 1-fluoro-4-nitrobenzene (1.54 g, 10.9 mmol), 3-methyl-1H-1,2,4-triazole (1.00 g, 12.0 mmol) and K2CO3 (1.66 g, 12.0 mmol) in DMF (30 ml) was stirred at 75 C. for 12 hours. After being cooled to room temperature, the reaction mixture was concentrated in vacuo. The mixture was dissolved in EtOAc, washed with saturated aq. NaHCO3, dried over Na2SO4, filtered and concentrated in vacuo. The residue was purified by column chromatography on SiO2 (Hex:EA=2:1) to give the desired product (0.500 g, 22%) as a brown solid. 1H NMR (400 MHz, CDCl3) delta 2.52 (3H, s), 7.85-7.88 (2H, m), 8.37-8.40 (2H, m), 8.58 (1H, s). LC-MS m/z=205.0 [M+H]+.

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Reference:
Patent; CHEMIZON, A DIVISION OF OPTOMAGIC CO., LTD.; US2012/53180; (2012); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics