Category: Triazoles

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. 151899-62-6, name is 3-Iodo-1-trityl-1H-1,2,4-triazole belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. Safety of 3-Iodo-1-trityl-1H-1,2,4-triazole

Nitrogen gas was bubbled through a solution of 3-iodo-1-trityl-1H-1,2,4-triazole (i-28, 37.3 g, 85.35 mmol) and triethylamine (17.8 ml, 128 mmol) in anhydrous DMF (300 ml) heated at 35 C. for 30 mins. Pd(PPh3)2Cl2 (2.4 g, 3.4 mmol) and CuI (651 mg, 3.4 mmol) were added followed by addition of ethynyltrimethylsilane (18 ml, 128 mmol) in anhydrous DMF (18 ml) over 15 hours via syringe pump. After complete addition the mixture was heated at 35 C. for a further 5 hours. The mixture was poured into water (700 ml) and extracted with EtOAc (3×300 ml). Combined EtOAc layers were washed with water (2×500 ml), sat. NaCl (250 ml), dried over Na2SO4, filtered and evaporated. The residue was purified by MPLC on silica gel eluting with a gradient from 100% hexanes to 10% EtOAc in hexanes to afford the title compound. 1HNMR (500 MHz, CDCl3) delta: 7.96 (s, 1H), 7.37 (m, 9H), 7.14 (m, 6H), 0.27 (s, 9H)

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 151899-62-6, and we look forward to future research findings.

Reference:
Patent; Morriello, Gregori J.; DeVita, Robert J.; US2008/280836; (2008); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

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. 6818-99-1, name is 3-Chloro-1,2,4-triazole belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. 6818-99-1

A solution of 4-[5-(6-chloro-3-ethylsulfonyl-2-pyridyl)-4-methyl-1 ,2,4-triazol-3-yl]-6-(trifluoromethyl) pyrimidine (300 mg, 0.693 mmol) and 3-chloro-1 H-1 ,2,4-triazole (107.6 mg, 1.04 mmol) in pyridine (3 ml) unter argon was heated in the microwave at 120C for 30 minutes. After cooling, the reaction mixture was poured onto iced water (20 ml), the suspension filtered and the solid washed with cold water. This residue was dissolved in dichloromethane, dried over sodium sulfate, filtered and concentrated to dryness to afford the title compound 4-[5-[6-(3-chloro-1 ,2,4-triazol-1-yl)-3-ethylsulfonyl-2- pyridyl]-4-methyl-1 ,2,4-triazol-3-yl]-6-(trifluoromethyl)pyrimidine (compound P48) as a solid, mp 261- 263C. LCMS (method 1 ): 500/502 (M+H)+; retention time: 0.96 min. H-NMR (CDCI3, ppm) 1.38 (t, 3H), 3.72 (q, 2H), 4.14 (s, 3H), 8.25 (d, 1 H), 8.73 (d, 1 H), 8.79 (s, 1 H), 9.07 (s, 1 H), 9.48 (s, 1 H).

If you are hungry for even more, make sure to check my other article about 6818-99-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SYNGENTA PARTICIPATIONS AG; MUEHLEBACH, Michel; JUNG, Pierre, Joseph, Marcel; EDMUNDS, Andrew; EMERY, Daniel; BUCHHOLZ, Anke; (145 pag.)WO2017/16910; (2017); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 956317-36-5, 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. 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 round bottom flask equipped with a magnetic stirrer bar was successively charged with5-methyl-2-(2H-1,2,3-triazole-2-yl)benzoic acid (3.0 g, 14.8 mmol, 1 equiv),N-hydroxysuccinimide (1.84 g, 15.54 mmol, 1.05 equiv), EDC hydrochloride (3.04 g, 15.54 mmol, 1.05 equiv), and dichloromethane (74 mL). The reaction mixture was stirred at ambient temperature for 1.5 h, followed by addition of H20 (74 mL). The aqueous layer was separated and extracted twice with dichloromethane (74 mL). The combined organiclayers were washed in brine, dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure, yielding 2,5 -dioxopyrrolidin- 1 -yl 5 -methyl-2-(2H- 1 ,2,3-triazole-2-yl)benzoate (4.4 g, 99 %) as a brownish solid.?H NMR (500 MHz, CDC13) oe = 7.84 (s, 2H), 7.79 (d, J = 8.25 Hz, 1H), 7.77 (d, J = 1.35 Hz, 1H), 7.52 (dd, J = 1.40, 8.25 Hz, 1H), 2.85 (br s, 4H), 2.48 (s, 3H)?3C NMR (125 MHz, CDC13) oe = 168.9, 162.3, 139.0, 136.7, 136.2, 134.3, 131.2, 124.1,121.4, 25.8, 21.1

In the meantime we’ve collected together some recent articles in this area about 956317-36-5 to whet your appetite. Happy reading!

Reference:
Patent; SANDOZ AG; HOeFERL-PRANTZ, Kathrin; BARTH, Roland; RICHTER, Frank; ZUPANCIC, Borut; (126 pag.)WO2016/20403; (2016); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference of 1455-77-2, New Advances in Chemical Research in 2021. As an important bridge between the micro and macro material world, chemistry is one of the main methods and means for humans to understand and transform the material world. 1455-77-2, name is 3,5-Diamino-1,2,4-triazole, molecular formula is C2H5N5, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.

General procedure: An equimolar solution of 3,5-diamino-1,2,4-triazole (0.99 g, 0.01 mol) and 2-hydroxynaphthaldehyde (1.72 g, 0.01 mol) in dry methanol (50 mL) was refluxed for 3 h, a precipitated product was formed during refluxing. It was then cooled to room temperature, filtered, washed with methanol (35 mL), then with diethyl ether (2 × 5 mL) and dried under vacuum. Recrystallization in a mixture of methanol:dioxane (1:4) gave TLC pure product (L1) in 83percent yield. The same method was applied for the preparation of all other ligands (L2)?(L5).

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 3,5-Diamino-1,2,4-triazole.

Reference:
Article; Sumrra, Sajjad H.; Chohan, Zahid H.; Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy; vol. 98; (2012); p. 53 – 61;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Application of 16681-65-5, 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. 16681-65-5, name is 1-Methyl-1H-1,2,3-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.

A dry, N2 (g) flushed, 1 dram vial was charged with tetramethylammonium acetate (33.3 mg, 0.250 mmol), bis(triphenylphosphine)palladium dichloride (8.79 mg, 0.0130 mmol) and (S)-methyl 3-bromo-5-(phenyl(tetrahydro-2H-pyran-4-yl)methyl)-5H-pyrido[3,2-b]indole-7-carboxylate (60.0 mg, 0.125 mmol). To this was added 1-methyl-1H-1,2,3-triazole (20.8 mg, 0.250 mmol). The vial was again flushed with nitrogen. To this was added NMP (0.5 mL). The resulting mixture was stirred vigorously under a stream of nitrogen for 10 min. The vial was placed in a pre-heated oil bath at 95 C. and heated at that temperature overnight. The reaction was cooled to room temperature, diluted with EtOAc, washed with water (2×), then brine, dried over MgSO4, filtered, and concentrated. The residue was purified by column chromatography (100% EtOAc?1% MeOH/EtOAc) to give 39.5 mg (66%) as an off-white solid. 1H NMR (500 MHz, CDCl3) delta 8.61 (d, J=1.6 Hz, 1H), 8.50 (s, 1H), 8.47 (d, J=8.2 Hz, 1H), 8.10 (d, J=8.2 Hz, 1H), 7.82 (s, 1H), 7.75 (s, 1H), 7.53-7.45 (m, 2H), 7.42-7.35 (m, 2H), 7.35-7.30 (m, 1H), 5.63 (d, J=10.7 Hz, 1H), 4.11-4.03 (m, 4H), 3.98 (s, 3H), 3.86 (dd, J=11.7, 3.0 Hz, 1H), 3.57 (td, J=11.9, 1.7 Hz, 1H), 3.37 (td, J=11.9, 1.9 Hz, 1H), 3.22-3.09 (m, 1H), 2.11-2.01 (m, 1H), 1.72-1.59 (m, 1H), 1.50-1.38 (m, 1H), 1.07 (d, J=13.1 Hz, 1H). LCMS (M+H)=482.3.

In the meantime we’ve collected together some recent articles in this area about 1-Methyl-1H-1,2,3-triazole to whet your appetite. Happy reading!

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; Norris, Derek J.; Delucca, George V.; Gavai, Ashvinikumar V.; Quesnelle, Claude A.; Gill, Patrice; O’Malley, Daniel; Vaccaro, Wayne; Lee, Francis Y.; DeBenedetto, Mikkel V.; Degnan, Andrew P.; Fang, Haiquan; Hill, Matthew D.; Huang, Hong; Schmitz, William D.; Starrett, JR., John E.; Han, Wen-Ching; Tokarski, John S.; Mandal, Sunil Kumar; (220 pag.)US2016/176864; (2016); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 584-13-4, 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, 584-13-4, name is 4H-1,2,4-Triazol-4-amine, molecular formula is C2H4N4, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.

4-(4F-l,2,4-Triazol-4-yamino)-2-broraobenzonitriIe (CAB05094)To a solution of 4H-l,2,4-triazol-4-amine (4 204 gt 50,0 mmol) in DMSO (50 mL) was added KOtBu (5.51 g, 50,0 mmol). The mixture was stirred for 0,5 hours at room temperature before 4-fluoro-2-bromobenzonitrile (5.00 g, 25,0 mmol) was added and stirring was continued for 1 hour. The mixture was poured into crushed ice and neutralized with 2M KHSO4 solution. The precipitate was filtered off and recrystallised from MeOH to give CAB05094 (4.82 g, 73%) as a light yellow crystalline solid. Mp 234-236 0C; 1H NMR (400 MHz5 DMSO^6) delta 6,66 (dd, J= 8,6, 2.4 Hz, IH), 6,79 (d, J= 2,4 Hz, IH)5 7,78 (d, J- 8.6 Hz, IH), 8.86 (s, 2H)5 10.45 (s, IH); 13C NMR (100.6 MHz3 DMSO-rf6) delta 105.0, 1 11.5, 115.4, 117.8, 126.0, 136.2, 143,9, 151.8; LRMS (APCI-): m/z 226611,,88 ((110000%%,, [[CC99HH557799BBrrNN55]]””)),, 226633..88 ((9900%%,, [[CC59H581BiN5]”); HRMS (ES+) calcd for C9H779BrN5 [M+H]+: 263,9879, found 263.9870;

The potential utility of systematic synthetic strategy will be applicable to efficient generations of chemical libraries of compounds to find ‘hit’ molecules.Read on for other articles about 4H-1,2,4-Triazol-4-amine, hurry up and to see.

Reference:
Patent; STERIX LIMITED; WOO, Lok Wai Lawrence; BUBERT, Christian; WOOD, Paul Michael; PUTEY, Aurelien; PUROHIT, Atul; POTTER, Barry Victor Lloyd; WO2011/23989; (2011); 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. 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. category: Triazoles

n-BuLi (1.23 M in hexanes, 1.1 mL, 1.35 mmol) was added dropwise to a stirred slurry of 1-methyl-1,2,3-triazole (112 mg, 1.35 mmol) in THF (1 mL) at -40 C. under nitrogen. After stirring for another 30 minutes, the mixture was treated dropwise with a solution of (4-chloro-3-isopropoxy-2-methoxyquinolin-6-yl)(1,2-dimethyl-1H-imidazol-5-yl)methanone (252 mg, 0.67 mmol, Intermediate 27) in THF (5 mL). The reaction was allowed to warm to room temperature over 1 hour. The reaction was then quenched with saturated aqueous NH4Cl. The mixture was poured into a separatory funnel and extracted with DCM (4*60 mL). The organics were combined, washed with brine, dried (Na2SO4), filtered and concentrated to dryness to afford a light yellow oil. The crude material was purified by FCC (1-7.5% MeOH/DCM) followed by reverse-phase HPLC (acetonitrile/water+NH4OH) to provide the title compound as a white solid. 1H NMR (400 MHz, CDCl3) delta ppm 8.08 (d, J=2.2 Hz, 1H), 7.78 (d, J=8.7 Hz, 1H), 7.33 (dd, J=8.6, 2.2 Hz, 1H), 7.18 (s, 1H), 6.18 (s, 1H), 4.74-4.67 (m, 1H), 4.32 (s, 1H), 4.13 (s, 3H), 3.94 (s, 3H), 3.39 (s, 3H), 2.32 (s, 3H), 1.39 (d, J=6.2 Hz, 6H). MS (ESI): mass calcd. for C22H25ClN6O3, 456.2. m/z found, 457.0 [M+H]+. [4-Chloro-2-methoxy-3-(1-methylethoxyl)quinolin-6-yl](1,2-dimethyl-1H-imidazol-5-yl)(1-methyl-1H-1,2,3-triazol-5-yl)methanol was purified by chiral SFC (Stationary phase: CHIRALPAK AD-H 5 muM 250*20 mm, Mobile phase: 70% CO2, 30% MeOH/iPrOH 50/50 v/v+(0.3% iPrNH2)) to give 2 enantiomers. The first eluting enantiomer was Example 80b: 1H NMR (400 MHz, CDCl3) delta ppm 8.09 (d, J=2.2 Hz, 1H), 7.77 (d, J=8.7 Hz, 1H), 7.32 (dd, J=8.7, 2.2 Hz, 1H), 7.17 (s, 1H), 6.17 (s, 1H), 4.75-4.66 (m, 1H), 4.36 (s, 1H), 4.13 (s, 3H), 3.94 (s, 3H), 3.39 (s, 3H), 2.32 (s, 3H), 1.39 (d, J=6.2 Hz, 6H). MS (ESI): mass calcd. for C22H25ClN6O3, 456.2. m/z found, 457.2 [M+H]+ and the second eluting enantiomer was Example 80c: 1H NMR (400 MHz, CDCl3) delta ppm 8.06 (d, J=2.2 Hz, 1H), 7.80 (d, J=8.7 Hz, 1H), 7.35-7.32 (m, 1H), 7.21 (s, 1H), 6.24 (s, 1H), 4.74-4.67 (m, 1H), 4.13 (s, 3H), 3.95 (s, 3H), 3.52 (s, 1H), 3.42 (s, 3H), 2.37 (s, 3H), 1.39 (d, J=6.2 Hz, 6H). MS (ESI): mass calcd. for C22H25ClN6O3, 456.2. m/z found, 457.2 [M+H]+.

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 16681-65-5.

Reference:
Patent; JOHNSON & JOHNSON; LEONARD, KRISTI A.; BARBAY, KENT; EDWARDS, JAMES P.; KREUTTER, KEVIN D.; KUMMER, DAVID A.; MAHAROOF, UMAR; NISHIMURA, RACHEL; URBANSKI, MAUD; VENKATESAN, HARIHARAN; WANG, AIHUA; WOLIN, RONALD L.; WOODS, CRAIG R.; FOURIE, ANNE; XUE, XIAOHUA; CUMMINGS, MAXWELL D.; MCCLURE, KELLY; TANIS, VIRGINIA; US2015/111870; (2015); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Application of 27996-86-7, 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. 27996-86-7, name is 4-[1,2,4]Triazol-1-yl-benzaldehyde, molecular formula is C9H7N3O, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.

General procedure: To a glass vessel suitable for sealing with Teflon cap (for microwave vials) were added 1-(chloromethyl)-4,5-dimethoxy-2-nitrobenzene (1 equiv.) [34] and benzaldehyde derivative (3 equiv.) The vessel was capped and then evacuated and backfilled with N2 (thrice-repeated process). Anhydrous DMF (3.5mL/mmol) was introduced and the solution was vigorously stirred for 20minat-20C. TDAE (1.06 equiv.) was added slowly and the mixture was stirred for one hour. Then, the reaction was stirred at room temperature overnight. After LC-MS analysis clearly showed that the chloride had been totally consumed, the reaction was hydrolyzed with water. The mixture was then extracted with ethyl acetate. The combined organic layers were washed with water and brine, dried over Na2SO4, filtered off, and concentrated under reduced pressure to afford the corresponding crude product.

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-[1,2,4]Triazol-1-yl-benzaldehyde is helpful to your research.

Reference:
Article; Da Costa, Laurene; Scheers, Els; Coluccia, Antonio; Rosetti, Alessia; Roche, Manon; Neyts, Johan; Terme, Thierry; Cirilli, Roberto; Mirabelli, Carmen; Silvestri, Romano; Vanelle, Patrice; European Journal of Medicinal Chemistry; vol. 140; (2017); p. 528 – 541;,
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. 930-33-6, name is 1H-1,2,4-Triazol-3(2H)-one belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. 930-33-6

509 g (28.28 mol) of water are added to a solution of the obtained OTA (in 98% sulfuric acid) with stirring and then 213 g (3.38 mol) of concentrated nitric acid (98% by weight commercial nitric acid) are added.After the introduction of nitric acid, the medium was brought to 65 DEG C and stirred at this temperature for 2 hoursSamples are taken to monitor the progress of the nitration (when the temperature of the reaction medium reaches 65 ). The sample is analyzed after external calibration (using commercial ONTA). The results are shown in Fig. Can be obtained at a very high yield.The following procedure was carried out for the recovery of the prepared ONTA.The reaction medium is cooled to 10 C (at the expiry of 2 hours). Subsequently, an amount of 293 g (16.28 mol) of water is added while maintaining the temperature at 10 . The crystallized ONTA is then filtered off and then pull-dried on a Buchner filter.The weight of the recovered wetted ONTA is 403 g.HPLC analysis (of the recovered ONTA) shows that after external calibration (by commercial ONTA), a yield of 96% of the wet product (for the starting ATA) can be achieved.

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-1,2,4-Triazol-3(2H)-one ,and how the biochemistry of the body works.

Reference:
Patent; Hercules; Yurenko; Herve, Gregoire; Jacob, Gi; Kanyong, Gi; Busay, Jang Marque; (13 pag.)KR2016/28405; (2016); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 16681-70-2, 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. 16681-70-2, name is 1H-[1,2,3]Triazole-4-carboxylic acid, molecular formula is C3H3N3O2, 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 (E)-3-(4-chloro-2-((5-methyl-2 H-tetrazol-2-yl)methyl)phenyl)- 1 -(4-(pi peridi n-4- yl)piperazin-i-yl)prop-2-en-i-one, dihydrochloride salt (Example 149, step 2)(130 mg, 0.259 mmol), DIPEA (0.316 ml, 1.810 mmol) and 1H-i ,2,3-triazole-4-carboxylic acid (38.0 mg, 0.336 mmol) in DMF (1.5 ml) was added T3P, 50% solution in EtOAc (0.302 ml, 0.517mmol). The resultant mixture was stirred at room temperature over the weekend. Water (0.5 ml) was added and the solvent removed in vacuo. The residue was purified by reverse phase preparative HPLC to afford the title compound as the trifluoroacetate salt;LC-MS: Rt 0.87 mins; MS mlz 525.3 (M+H)+; Method 2minLowpHvo2

In the meantime we’ve collected together some recent articles in this area about 1H-[1,2,3]Triazole-4-carboxylic acid to whet your appetite. Happy reading!

Reference:
Patent; NOVARTIS AG; BEATTIE, David; BAETTIG, Urs; LEGRAND, Darren Mark; LISTER, Andrew Stuart; MCKENNA, Jeffrey; PEARCE, David William; SANDHAM, David Andrew; STEWARD, Oliver Ross; THOMSON, Christopher; WO2015/8230; (2015); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics