Day: July 14, 2021

Research speed reading in 2021. Redox catalysis has been broadly utilized in electrochemical synthesis due to its kinetic advantages over direct electrolysis. 1455-77-2, name is 3,5-Diamino-1,2,4-triazole belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. Formula: C2H5N5

In a 500 mL round-bottomed flask, lH-l,2,4-triazole-3,5-diamine (1.5 g, 15.1 mmol, Eq: 1.00) and sodium methoxide 1M (33.3 ml, 16.7 mmol, Eq: 1.1) were combined with MeOH (100 ml) to give a colorless turbid solution. The reaction mixture was stirred for 4 hr and stripped to a gray solid. Suspended in 30 ml DMF and l-(chloromethyl)-4-methoxybenzene (2.42 g, 2.1 ml, 15.4 mmol, Eq: 1.02) was added. The dark brown suspension was stirred at 25C for 60 hrs under argon. The reaction was diluted with water (35 ml) and extracted with EtOAc (3 x 50 ml). The organic layers were combined, washed with H20 (1 x 25 mL), sat NaCl (1 x 50 ml), dried over Na2S04 and concentrated in vacuo to a white pasty solid. Dried under vacuum while gently heating to remove residual DMF and PMB-C1. The crude material was purified by flash chromatography (silica gel, 80g, 0percent to 10percent MeOH in DCM) to give 457 mg of desired product as a yellow solid (14percent). MS (m+1) = 220.

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 1455-77-2, and we look forward to future research findings.

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

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. 584-13-4, name is 4H-1,2,4-Triazol-4-amine belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. Application In Synthesis of 4H-1,2,4-Triazol-4-amine

3,5-bis(1-cyano-1-methylethyl) benzyl bromide obtained in Step IV (600 g, 1.965 mol) was heated with 4-amino-1,2,4-triazole (247.9 g, 2.948 mol) in isopropanol (4.5 L) for 7 to 7.5 hours at 80 C. to 85 C. The reaction mass was gradually cooled to 20 C. to 25 C. The reaction mass was stirred for 1 hour. The reaction mass was further cooled to 0 C. to 5 C., stirred for 2 hours, filtered, and washed with dichloromethane (2×500 ml). The reaction mass was sucked dry. The dried cake was further dried at 40 C. to 45 C. under vacuum to obtained 2,2′-[5-(4-amino-1,2,4-triazolium-1-ylmethyl)-1,3-phenylene]di(2-methylpropio-nitrile)bromide (497.5 g, 65.0% yield). MP-198-203 C. IR (In cm-1, KBr): 3204, 3116, 3080, 2987, 2229, 1643, 1607, 1565, 1469, 1438, 1196, 1004 H1NMR (in CDCl3,delta (ppm)]: 10.31 (1H,s),9.20 (1H,s),7.66-7.63 (3H,s),6.984 (2H,s),5.657 (2H,s),1.71 ( 12H,s). M+[309] (free base)

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 4H-1,2,4-Triazol-4-amine, in my other articles.

Reference:
Patent; Glenmark Pharmaceuticals Limited; US2006/189670; (2006); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature 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-lh-l,2,4-triazole (150.0 g, 661.2 mmol) in tetrahydrofuran (1500 mL) was slowly added p-toluenesulfonic acid (17.1 g, 99.2 mmol), followed by 3,4-dihydro-2h-pyran (166.9 g, 1983.6 mmol) at 0 C. After addition, the reaction mixture was heated at 70 C for 3 h and concentrated under reduced pressure. The residue was poured into water (500 mL) and adjusted to pH = 9 by addition of saturated aqueous sodium bicarbonate. The resulting mixture was extracted with ethyl acetate (3 x 400 mL). The combined organic layers were dried over sodium sulfate and concentrated under reduce pressure. The resulting crude product was washed with methanol (2 x 50 mL), dried under reduced pressure to give crude 3,5-dibromo-l-tetrahydropyran-2-yl-l,2,4- triazole (155 g, 75%) as a white solid. XH NM (400 MHz, CDCI3) delta 5.49 – 5.46 (m, 1H), 4.12 – 3.99 (m, 1H), 3.72 – 3.61 (m, 1H), 2.38 – 2.26 (m, 1H), 2.18 – 2.07 (m, 1H), 1.98 – 1.90 (m, 1H), 1.78 – 1.60 (m, 3H).

I am very proud of our efforts over the past few months and hope to 3,5-Dibromo-1H-1,2,4-triazole help many people in the next few years.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; CHEN, Huifen; HAMILTON, Gregory; PATEL, Snahel; ZHAO, Guiling; DANIELS, Blake; STIVALA, Craig; (208 pag.)WO2019/72942; (2019); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 25537-64-8, 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. 25537-64-8, name is 4,5-Dibromo-1-methyl-1,2,3-triazole, molecular formula is C3H3Br2N3, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.

The 2.0g (8.30mmol) 1- methyl-4,5-dibromo -1H-1,2,3- triazole was dissolved in 15ml of tetrahydrofuran, cooled to -10 deg.] C, was added dropwise 4.77ml (9.55mmol) 2.0 M isopropylmagnesium chloride / tetrahydrofuran solution (commercially available, concentration 2.0M), 15ml of hydrochloric acid, using 20ml methyl tertiary butyl ether, and the extract was dried over anhydrous magnesium sulfate and concentrated under reduced pressure to 5ml, it was cooled to 0-5 crystallization, filtration, 40 dried in vacuo to give 4-bromo-1-methyl -1H-1,2,3- triazole 1.55 g, yield 90%

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

Reference:
Patent; The Haiya Chemical Co., Ltd.; Jiang, Yueheng; Que, Limin; Xu, Jun; Qin, Dongguang; Cai, Tong; (17 pag.)CN105585534; (2016); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Research speed reading 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. 288-36-8, name is 1H-1,2,3-Triazole belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 288-36-8

To a mixture of the product from Step 2 (7.9 g, 38 mmol) , Cs2CO3 (24.8 g, 76 mmol) , and CuI (2.88 g, 7.6 mmol) in DMF (200 mL) was added 2H- [1, 2, 3] triazole (5.24 g, 76 mmol) and N,N’-dimethyl-cyclohexane-1, 2-diamine (0.9 g, 6.5 mmol) and the mixture was stirred at 110 overnight. The cooled mixture was adjusted topH 12 with 1 N sodium hydroxide and extracted with EtOAc (50 mL x 3) . The aqueous layer was adjusted topH 4 with 1 N HCl and extracted with EtOAc (50 mLx4) . The extracts were dried over Na2SO4, filtered, the filtrate concentrated in vacuo, and the residue was purified by silica gel column chromatography (petroleum ether: EtOAc10: 1) to provide the title compound. LRMS m/z (M+H) 196.0 found, 196.0 required.

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 288-36-8.

Reference:
Patent; MERCK SHARP & DOHME CORP.; KUDUK, Scott D.; LIVERTON, Nigel; LUO, Yunfu; (59 pag.)WO2016/101118; (2016); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products 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.

2H-1,2,3-triazole (3.45 g, 50 mmol),2-iodo-5-methylbenzoic acid (5.24 g, 20 mmol)Cesium carbonate (11.72 g, 36 mmol),Trans-N, N’-dimethyl-1,2-cyclohexanediamine (0.51 g, 3.6 mmol)Cuprous iodide (0.38 g, 2 mmol),N, N-dimethylformamide (30 mL) were successively added to a 100 mL single-necked round bottom flask,Under the protection of nitrogen gradually heated to 100 ,Reaction for 4 hours.Stop the reaction,cool down,Diluted with tap water and extracted with ethyl acetate (200 mL x 2).The aqueous layer was acidified with concentrated hydrochloric acid to pH = 1 to 2 and extracted with ethyl acetate (200 mL x 2)The combined organic layers were combined and dried over anhydrous sodium sulphate,filter,The filtrate was evaporated under reduced pressure and purified by column chromatography (dichloromethane / methanol (v / v) = 50 / 1) to afford the title compound (yellow solid, 2.76 g, 68%).

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 288-36-8.

Reference:
Patent; Guangdong HEC Pharmaceutical Co., Ltd.; Jin, Chuanfei; Gao, Jinheng; Zhang, Yingjun; (39 pag.)CN106243052; (2016); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route 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.

3,5-dibromo-iH-1,2,4-triazole (48.1 mg, 0.212 mmol) and BF3OEt2 (53 mul, 0.418 mmol) were added to a stirred solution of Intermediate 6 (25.4 mg, 0.042 mmol) in 1,2- dichloroethane (0.42 ml). The reaction mixture was a yellow solution that was heated to 50C. After 1.5 hr, the reaction mixture had become an orange suspension. LCMS and 1H NMR showed complete consumption of Intermediate 6. The reaction mixture was cooled to room temperature, the solvent was evaporated, and the resulting residue was placed under high vacuum. The residue was dissolved in methanol and purified using a single HPLC run on a 19 x 150 mm Sunfire Prep C 18 OBD 10 mum column by eluting with acetonitrile/water + 0.1% TFA. The HPLC fractions of the faster eluting regioisomer were combined, the solvent was evaporated under reduced pressure, and the residue was lyophilized from ethanol and benzene to give EXAMPLE 33 A (2.1 mg) as a white solid. The HPLC fractions of the slower eluting regioisomer were combined, the solvent was evaporated under reduced pressure, and the residue was lyophilized from ethanol and benzene to give EXAMPLE 33B (25.9 mg) as a white solid.EXAMPLE 33A:1H NMR (CD3OD, 600 MHz, ppm) delta 0.76 (s, 3H, Me), 0.76 (d, 3H, Me), 0.82 (d, 3H, Me), 0.84 (d, 3H, Me), 0.85 (d, 3H, Me), 0.89 (d, 3H, Me), 0.90 (s, 3H, Me), 1.03 (s, 3H, Me), 1.16 (s, 3H, Me), 1.20 (s, 3H, Me), 1.22-1.35 (m), 1.40-1.44 (m), 1.46-1.52 (m), 1.55-1.65 (m), 1.75-1.97 (m), 2.12-2.22 (m), 2.25-2.31 (m), 2.38 (dd, 1H, H13), 2.84 (s, 1H, H7), 2.85 (d, 1H), 3.49 (d, 1H), 3.56 (dd, 1H), 3.56 (d, 1H), 3.61 (d, 1H), 3.96 (d, 1H), 4.19 (d, 1H), 5.53 (dd, 1H, H5), 5.92-5.98 (m, 1H, H14).Mass Spectrum: (ESI) m/z = 795.22 (797.22) (M+H).EXAMPLE 33B:1H NMR (CD3OD, 600 MHz, ppm) delta 0.76 (s, 3H, Me), 0.76 (d, 3H, Me), 0.84 (d, 3H, Me), 0.85 (d, 3H, Me), 0.87 (d, 3H, Me), 0.88 (s, 3H, Me), 0.89 (d, 3H, Me), 0.93 (s, 3H, Me), 1.15 (s, 3H, Me), 1.20 (s, 3H, Me), 1.22-1.34 (m), 1.39-1.43 (m), 1.47-1.65 (m), 1.75-1.96 (m), 2.10-2.22 (m), 2.34 (dd, 1H, H13), 2.84 (s, 1H, H7), 2.96 (d, 1H), 3.48 (d, 1H), 3.54 (dd, 1H), 3.54 (d, 1H), 3.58 (d, 1H), 3.84 (d, 1H), 3.93 (d, 1H), 5.49 (dd, 1H, H5), 5.71-5.77 (m, 1H, H14).Mass Spectrum: (ESI) m/z = 795.21 (797.19) (M+H).

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 7411-23-6.

Reference:
Patent; MERCK SHARP & DOHME CORP.; SCYNEXIS, INC.; GREENLEE, Mark, L.; WILKENING, Robert; APGAR, James; SPERBECK, Donald; WILDONGER, Kenneth, James; MENG, Dongfang; PARKER, Dann, L.; PACOFSKY, Gregory, James; HEASLEY, Brian, Haid; MAMAI, Ahmed; NELSON, Kingsley; WO2010/19204; (2010); A1;,
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: 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. Product Details of 16681-70-2

[0784] 1H-1,2,3-triazole-5-carboxylic acid (3.4 mg, 30f.tmol) was combined with HATU (11 mg, 30 f.tmol) in DMF(0.3 mL) stirred at room temperature for 10 minutes; DIPEA(1 eq.) was added and the mixture was stirred for 1 minute.Compound 2 (10 mg, 30 f.tmol) was dissolved in DMF (0.5mL) and DIPEA (5.2 f.LL, 30 f.tmol) was added, followed byaddition of the activated acid solution. The mixture wasstirred at room temperature for 30 minutes, after which timeLCMS indicated desired product formation. Half of the crudeproduct was purified using reverse phase chromatography toyield Compound a as a TFA salt (1 mg). MS m/z [M+Htcalc’d for C26H31CIFN50 4 , 532.21. found 532. Half of thecrude product was carried to the next step without furtherpurification.

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 16681-70-2.

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

Reference of 7343-33-1, 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. 7343-33-1, name is 5-Bromo-1H-1,2,4-triazole, molecular formula is C2H2BrN3, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.

Example 59. Preparation of 3-bromo-l-(4-(trifluoromethoxy)phenyl)-lH-l,2,4-triazole (B61) To a 250 mL reaction flask was added 3-bromo-lH-l,2,4-triazole (5 g, 33.8 mmol), copper(I) iodide (0.644 g, 3.38 mmol) and cesium carbonate (11.01 g, 33.8 mmol). The flask was evacuated/backfilled with N2, then DMSO (33.8 ml) and l-iodo-4-(trifluoromethoxy)benzene (4.87 g, 16.90 mmol) were added. The reaction mixture was heated to 100 °C for 20 h. The reaction was cooled to room temperature, diluted with EtOAc and filtered through a plug of Celite. The Celite was further washed with EtOAc. Water was added to the combined organics, and the layers were separated. The aqueous phase was neutralized to pH 7, and further extracted with EtOAc. The combined organics were concentrated in vacuo. Purification via flash chromatography (silica/EtO Ac/Hex) yielded 3-bromo-l-(4- (trifluoromethoxy)phenyl)-lH-l,2,4-triazole as an off white solid (3.78 g, 12.27 mmol, 72.6percent): mp 69-70 °C; ]H NMR (400 MHz, CDC13) delta 8.44 (s, 1H), 7.70 (d, / = 8.9 Hz, 2H), 7.38 (d, J = 8.5 Hz, 2H); 19F NMR (376 MHz, CDC13) delta -58.04; EIMS m/z 307.

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 5-Bromo-1H-1,2,4-triazole.

Reference:
Patent; DOW AGROSCIENCES LLC; CROUSE, Gary D.; DEMETER, David A.; SPARKS, Thomas C.; WANG, Nick X.; DENT, William Hunter; DEAMICIS, Carl; NIYAZ, Noormohamed M.; BAUM, Erich W.; FISCHER, Lindsey G.; GIAMPIETRO, Natalie C.; FRITZ, Amanda E.; WO2014/11429; (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. 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. Recommanded Product: 23579-79-5

In a 25 mL round bottomed flask, 3,5-dibromo-1-methyl-1H-1,2,4-triazole (Int-41, 536 mg, 2.23 mmol) was dissolved in DMF (4 mL) and potassium carbonate (615 mg, 4.45 mmol), followed by 4-fluoro-3-(trifluoromethyl)phenol (401 mg, 350 mu, 2.23 mmol) were added. The reaction mixture was stirred for 18 h at 100 C. After cooling, it was concentrated in vacuo, the residue was dissolved in dichloromethane (15 mL) and saturated aqueous solution of sodium carbonate (15 mL). Phases were separated, the aqueous layer was extracted with dichloromethane (2 x 15 mL), the combined organic layers were dried (sodium sulfate) and concentrated in vacuo. The crude product was purified by column chromatography (silica gel, 20 g, eluting with ethyl acetate / n-heptane, gradient 0: 100 to 50:50 v/v) to afford the title compound as white solid (737 mg, 97%). HPLC (method LCMS_fastgradient) tR= 1.28 min. 1H NMR (CDCl3, 300 MHz): delta 3.80 (s, 3 H), 7.23-7.31 (m, 1 H), 7.53-7.61 (m, 2 H). MS (ES+) m/z 340.0, 342.0 [M+H, Br isotopes].

I hope this article can help some friends in scientific research. I am very proud of our efforts over the past few months and hope to 3,5-Dibromo-1-methyl-1H-1,2,4-triazole help many people in the next few years.

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