Day: July 9, 2021

Electric Literature of 1455-77-2, 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, 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: 2-Naphthalenesulfonyl chloride (60 mmol, 13.5 g) was slowlyadded to a solution containing 5-amino-1,2,4-triazole (60 mmol,5.04 g) (for anstrz synthesis) or 3,5-diamino-1,2,4-triazole (60 mmol,5.95 g) (for danstrz synthesis) and pyridine (60 mmol, rho = 0.978 g/mL,4.85 mL) in 100 mL of acetonitrile (dry) under a N2 atmosphere at55 °C. Then, the temperature reaction was raised to 85 °C and themixture stirred for 16 h. Afterwards, the mixture was brought toroom temperature and later on placed in an ice bath for 1 h. Thesolid was filtered, washed with water and dichloromethane, anddried to constant weight.

Therefore, this conceptually novel strategy might open impressive avenues to establish green and sustainable chemistry platforms.In my other articles, you can also check out more blogs about 3,5-Diamino-1,2,4-triazole.

Reference:
Article; Herna?ndez-Gil, Javier; Ferrer, Sacramento; Cabedo, Nuria; Lo?pez-Gresa, Mari?a Pilar; Castin?eiras, Alfonso; Lloret, Francesc; Journal of Inorganic Biochemistry; vol. 125; (2013); p. 50 – 63;,
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. 7343-33-1, name is 5-Bromo-1H-1,2,4-triazole belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. Application In Synthesis of 5-Bromo-1H-1,2,4-triazole

[00464j To a 1OOml flask was added 3-bromo-1H-i,2,4-triazole (739.8 mg, 5 mmol), CuT (95.2 mg, 0.50 mmol) and Cs2C03 (1.629 g, 5.0 mmol) and the flask was evacuated thenbackfilled with N2 before adding DMS0 (5 mL) and i-fluoro-3-iodo-5-methyl-benzene (590.1 mg, 2.50 mmol). The reaction mixture was heated at 100°C for 20h at which time LCMSindicated the major peak was desired product. To the reaction mixture was added Et0Ac, the mixture was filtered through celite and to the filtrate was added brine. The organic phase wasdried over MgS04, filtered, evaporated to dryness and purified on an Isco 40g silica gel column eluting with heptanes and ethyl acetate to afford 3-bromo-i-(3-fluoro-5-methyl-phenyl)-i,2,4-triazole HG-3a (170 mg, 26.6percent). ?H NMR (300 MHz, CDC13) oe 8.43 (s, 1H), 7.29 (d, J = 2.7 Hz, 1H), 7.23 (dt, J = 9.0, 2.0 Hz, 1H), 6.97 (d, J = 9.1 Hz, 1H), 2.46 (s, 3H)ppm. ESI-MS m/z calc. 254.98074, found 257.97 (M+i) Retention time: 0.81 minutes.

If you are hungry for even more, make sure to check my other article about 7343-33-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; DAVIES, Robert, J.; CAO, Jingrong; COCKERILL, Meghan, Elise; COLLIER, Philip, Noel; DENINNO, Michael, Paul; DOYLE, Elisabeth; FRANTZ, James, Daniel; GAO, Huai; GOLDMAN, Brian, Anthony; GREY, Ronald, Lee; GRILLOT, Anne-laure; GU, Wenxin; HENDERSON, James, A.; IRARRAZAVAL, Raul Eduardo, Krauss; KOLPAK, Adrianne, Lynn; LIAO, Yusheng; MAGAVI, Sanjay Shivayogi; MALTAIS, Francois; MESSERSMITH, David; PIERCE, Albert, Charles; PEROLA, Emanuele; RYU, Elizabeth Jin-Sun; SYKEN, Joshua; WANG, Jian; (706 pag.)WO2016/197009; (2016); A1;,
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. 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. name: 3,5-Dibromo-1H-1,2,4-triazole

Step B: Preparation of 3,5-dibromo-1H-1,2,4-triazole-1-acetic acid A solution of 3,5-dibromo-1H-1,2,4-triazole (i.e. the product of Example 15, Step A) (4.54 g, 20.0 mmol) in acetonitrile (20 mL) was treated with potassium carbonate (5.0 g) and ethyl bromoacetate (4.52 g, 27.0 mmol). The reaction mixture was heated at reflux for 4 h and then cooled to room temperature. The reaction mixture was diluted with ethyl acetate (150 mL), filtered, washed with water, 1 N hydrochloric acid and saturated aqueous sodium bicarbonate, and dried (MgSO4). The resulting mixture was filtered and concentrated under reduced pressure to give 6.19 g of ester compound as a pale yellow oil. The ester compound in tetrahydrofuran (40 mL) was treated with 2 N aqueous sodium hydroxide (20 mL) and stirred at room temperature for 3 h. The reaction mixture was cooled in an ice bath and acidified with 6 N hydrochloric acid (10 mL). The resulting mixture was extracted with ether (200 mL), and the separated organic layer was washed with saturated aqueous sodium chloride, dried (MgSO4), filtered and concentrated to give 6.38 g of the title compound as a pale yellow oil. The crude product was triturated with hot n-butyl chloride (100 mL). The mixture was cooled to room temperature and filtered to give 3.77 g of the title compound as a white solid melting at 147-152 C. 1H NMR (CDCl3): delta 5.00 (s, 2H).

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

Reference:
Patent; Gregory, Vann; Pasteris, Robert James; US2010/240619; (2010); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 288-88-0, 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. 288-88-0, name is 1H-1,2,4-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.

Add 1,2,4-triazole (17.44 g, 252.5 mmol),Sodium hydroxide (10.4g, 259.9mmol),2.8 g of triethylbenzyl ammonium chloride and 10 g of N, N-dimethylformamide were put into a reaction flask,After preheating to 80 C,Started the dropwise addition of 2- (4-chlorophenethyl) -2-tert-butylethylene oxide (59.1 g, 247.5 mmol),Control temperature ?95 during dropping,After the addition,Incubate at 98 102 for 2 3h,After the incubation period, add a water layer, wash the organic layer with water to pH <8, and after the organic layer is desolved under negative pressure,74.5 g of finished tebuconazole is obtained,Content 97.8%,The yield was 95.6%. This is the end of this tutorial post, and I hope it has helped your research about 288-88-0! Reference:
Patent; Jiangsu Qi Zhou Green Chemical Co., Ltd.; Chen Jia; Jiang Yuhua; Zhou Wei; Cai Junyi; Ding Fei; (6 pag.)CN110563660; (2019); A;,
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. 15294-81-2, name is 4,5-Dibromo-1H-1,2,3-triazole belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. name: 4,5-Dibromo-1H-1,2,3-triazole

A mixture of A-6.1 (2.00 g, 11.0 mmol), A-6.2 (3.88 g, 17.1 mmol), Cul (0.13 g, 0.68 mmol), A-6.3 (0.15 mL, 1.03 mmol) and K2003 (2.36 g, 17.1 mmol) in dry DMF (10 mL) isheated to 12000 by microwave for 40 mm. The mixture is poured into water and extracted with Et20. The aq. phase is acidified with HCI (4M aq. solution) and extracted with EA. The combined organic phases are dried and concentrated to give the crude product which is purified by flash column chromatography on silica gel (using a solvent gradient from 100percent EA to EAIMeOH = 9/1) to provide 3.6 g of A-6.4. APCI+/-: 365 [M+H] HPLC (Rt): 1.10 mm (methodG).

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 4,5-Dibromo-1H-1,2,3-triazole, in my other articles.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; RIETHER, Doris; FERRARA, Marco; HEINE, Niklas; LESSEL, Uta, Friederike; LIPINSKI, Radoslaw; SCHEUERER, Stefan; (50 pag.)WO2019/25275; (2019); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 16681-70-2, 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. 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.

[0804] lH-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) and stirred at room temperature for 10 minutes;DIPEA (1 eq.) was added and the mixture was stirred for 1minute. Compound 2 (1 0 mg, 30 f.tmol) was dissolved in DMF(0.5 mL) and DIPEA (5.2 f.LL, 30 fllllOI) was added, followedby addition 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 (3.5 mg) as a TFA salt. MS m/z [M+Htcalc’d for C26H28CIF2N50 3 , 532.19; found 532. Half of thecrude product was carried to the next step without purification.

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 1H-[1,2,3]Triazole-4-carboxylic acid, hurry up and to see.

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

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. 3179-31-5, name is 1H-1,2,4-Triazole-3-thiol belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. Product Details of 3179-31-5

To a solution of 1-(benzenesulfonyloxyoctyl)-cyclopropene (480 mg, 1.55 mmol) in about 2 ml N,N-dimethylformamide was added potassium t-butoxide (19.8% in tetrahydrofuran, 734 mg, 1.55 mmol) and 1H-1,2,4-triazole-3-thiol (172 mg, 1.71 mmol.) After stirring at room temperature for about 2 hours, sodium iodide (87.7 mg, 0.775 mmol) was added. After the reaction was heated to about 50 C. for about 2 hours, water and ethyl acetate were added then the phases were separated. The isolated organic layer was washed twice with water, dried over magnesium sulfate and concentrated in vacuo. This residue was purified by column chromatography on silica gel using hexanes/ethyl acetate to give 30 mg of 70% pure 1-(1H-1,2,4-triazol-2-ylthiooctyl)-cyclopropene as an oil.

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-Triazole-3-thiol ,and how the biochemistry of the body works.

Reference:
Patent; Jacobson, Richard Martin; Kelly, Martha Jean; Wehmeyer, Fiona Linette; Evans, Karen Anderson; US2005/65033; (2005); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Application of 4928-87-4, New Advances in Chemical Research in 2021. Redox catalysis has been broadly utilized in electrochemical synthesis due to its kinetic advantages over direct electrolysis. 4928-87-4, name is 1,2,4-Triazole-3-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.

Example 8 1-(1-(1H-1,2,4-triazole-3-carbonyl)pyrrolidin-3-yl)-3-methyl-8-(6-(1-methyl-1H-pyrazol-4-yl)pyridin-3-yl)-1H-imidazo[4,5-c]quinolin-2(3H)-one In an ice-water bath, 48.8 mg (0.43 mmol) of 1,2,4-triazole-3-carboxylic acid and 200.76 mg (0.528 mmol) of 2-(7-azabenzotriazole)-N,N,N’,N’-tetramethyluronium hexafluorophosphate were dissolved in 5 mL of dichloromethane, added with 97 mg (0.96 mmol) of triethylamine and stirred at 0 C for 30 minutes, then added with 100 mg (0.24 mmol) of Intermediate 145 and stirred at room temperature overnight. The reaction was monitored by TLC. After the reaction was completed, 10 mL of saturated sodium bicarbonate aqueous solution was added, stirred for 20 minutes, and separated into layers. The aqueous phase was extracted with dichloromethane, and the organic phases were combined, dried, and rotary evaporated to dryness to afford a crude product. The crude product was purified with preparative silica gel plate (dichloromethane/methanol = 10/1, V/V) to afford the target compound of Example 8 (40 mg), as a white solid. Yield: 32%.

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

Reference:
Patent; Beijing Forelandpharma Co. Ltd.; ZHANG, Xingmin; JI, Qi; WANG, Lei; GAO, Congmin; WANG, Ensi; DU, Zhenjian; GONG, Longlong; CHEN, Bo; (137 pag.)EP3072893; (2016); 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. 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. category: Triazoles

Bis(triphenylphosphine)palladium(II) chloride (0.087 g, 0.12 mmol) was added to a stirred mixture of tert-butyl N-tert-butoxycarbonyl-N-[3-(5-tert-butyl-1,3,4-oxadiazol-2-yl)-5-trimethylstannyl-2-pyridyl]carbamate 5a (3 g, 4.13 mmol), 3,5-dibromo-1-methyl-1,2,4-triazole 27 (1 g, 4.15 mmol) and lithium chloride (0.528 g, 12.4 mmol) dissolved in DME (8 mL) under argon. The resulting mixture was heated at 140 C for 30 min in a microwave apparatus. More bis(triphenylphosphine)palladium(II) chloride (0.087 g, 0.12 mmol) was added and the mixture was heated at 130 C for 30 min in the microwave. The mixture was evaporated under reduced pressure, adsorbed on silica gel and purified by flash chromatography on silica gel eluting with 5 to 50% ethyl acetate in dichloromethane to afford tert-butyl N-[5-(5-bromo-2-methyl-1,2,4-triazol-3-yl)-3-(5-tert-butyl-1,3,4-oxadiazol-2-yl)-2-pyridyl]-N-tert-butoxycarbonyl-carbamate (1.4 g, 58%) as a solid. Bis(triphenylphosphine)palladium(II) chloride (170 mg, 0.24 mmol) was added to a stirred mixture of tert-butyl N-[5-(5-bromo-2-methyl-1,2,4-triazol-3-yl)-3-(5-tert-butyl-1,3,4-oxadiazol-2-yl)-2-pyridyl]-N-tert-butoxycarbonyl-carbamate (1.40 g, 2.42 mmol), tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5,6-dihydropyridine-1(2H)-carboxylate 28 (748 mg, 2.42 mmol) and cesium fluoride (1.10 g, 7.26 mmol) in methanol (4 mL) under argon atmosphere. The resulting mixture was heated at 140 C for 40 min in a microwave apparatus. More bis(triphenylphosphine)palladium(II) chloride (1.02 g, 1.45 mmol) was added and the mixture was degassed and heated at 140 C for 30 min in the microwave. After cooling, the mixture was adsorbed on silica gel with methanol / ammonia and was purified by flash chromatography on silica gel eluting with 1 to 4% methanolic ammonia (7 N) in dichloromethane. The solvent was evaporated to dryness to afford tert-butyl 4-(5-(6-(tert-butoxycarbonylamino)-5-(5-tert-butyl-1,3,4-oxadiazol-2-yl)pyridin-3-yl)-1-methyl-1,2,4-triazol-3-yl)-5,6-dihydropyridine-1(2H)-carboxylate (956 mg, 68%) as a yellow solid. A slurry of palladium (175 mg, 1.65 mmol) and tert-butyl 4-(5-(6-(tert-butoxycarbonylamino)-5-(5-tert-butyl-1,3,4-oxadiazol-2-yl)pyridin-3-yl)-1-methyl-1,2,4-triazol-3-yl)-5,6-dihydropyridine-1(2H)-carboxylate (956 mg, 1.65 mmol) and ammonium formate (1.04 g, 16.5 mmol) dissolved in DMF (30 mL) was heated at 70 C for 2 h. More palladium (175 mg, 1.65 mmol) was added. The mixture was heated one more hour. The resulting slurry was filtered and the filtrate was concentrated to dryness. Water (50 mL) was added. The mixture was stirred for 1 h, filtered and dried under reduced pressure to afford crude tert-butyl 4-(5-(6-(tert-butoxycarbonylamino)-5-(5-tert-butyl-1,3,4-oxadiazol-2-yl)pyridin-3-yl)-1-methyl-1,2,4-triazol-3-yl)piperidine-1-carboxylate (562 mg, 59%) as a yellow solid. Trifluoroacetic acid (1.5 mL) was added to a stirred suspension of tert-butyl 4-(5-(6-(tert-butoxycarbonylamino)-5-(5-tert-butyl-1,3,4-oxadiazol-2-yl)pyridin-3-yl)-1-methyl-1,2,4-triazol-3-yl)piperidine-1-carboxylate (562 mg, 0.96 mmol) in dichloromethane (2 mL). The resulting solution was stirred at 25 C for 1 h. The solvents were evaporated. Traces of TFA were removed by azeotroping with toluene. The crude product was dissolved in methanolic solution of ammonia, adsorbed on silica gel, and purified by flash chromatography on silica gel eluting with 2 to 8% methanolic ammonia (7 N) in dichloromethane. The solvent was evaporated to dryness to afford 3-(5-tert-butyl-1,3,4-oxadiazol-2-yl)-5-(1-methyl-3-(piperidin-4-yl)-1,2,4-triazol-5-yl)pyridin-2-amine (332 mg, 90%) as a beige solid. Acetyl chloride (0.022 mL, 0.31 mmol) was added over a period of 15 min to a stirred solution of 3-(5-tert-butyl-1,3,4-oxadiazol-2-yl)-5-(1-methyl-3-(piperidin-4-yl)-1,2,4-triazol-5-yl)pyridin-2-amine (100 mg, 0.26 mmol) and triethylamine (0.073 mL, 0.52 mmol) dissolved in dichloromethane (3 mL) at 0 C. The resulting solution was stirred at 0C for 1 hour. The mixture was adsorbed on silica gel with a 7 N methanolic solution of ammonia. The crude product was purified by flash chromatography on silica gel eluting with 2 to 4% methanolic ammonia (7 N) in dichloromethane. The solvent was evaporated to dryness to afford 1-[4-[5-[6-amino-5-(5-tert-butyl-1,3,4-oxadiazol-2-yl)-3-pyridyl]-1-methyl-1,2,4-triazol-3-yl]-1-piperidyl]ethanone 5 (80 mg, 72%) as a yellow foam.

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:
Article; Barlaam, Bernard; Cosulich, Sabina; Delouvrie, Benedicte; Ellston, Rebecca; Fitzek, Martina; Germain, Herve; Green, Stephen; Hancox, Urs; Harris, Craig S.; Hudson, Kevin; Lambert-Van Der Brempt, Christine; Lebraud, Honorine; Magnien, Francoise; Lamorlette, Maryannick; Le Griffon, Antoine; Morgentin, Remy; Ouvry, Gilles; Page, Ken; Pasquet, Georges; Polanska, Urszula; Ruston, Linette; Saleh, Twana; Vautier, Michel; Ward, Lara; Bioorganic and Medicinal Chemistry Letters; vol. 25; 22; (2015); p. 5155 – 5162;,
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. 7343-33-1, name is 5-Bromo-1H-1,2,4-triazole belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. Application In Synthesis of 5-Bromo-1H-1,2,4-triazole

To a suspension of 3-bromo-1H-1,2,4-triazole (5.0 g, 34 mmol) and cesiumcarbonate (11 g, 34 mmol) in acetonitrile (50 mL) was added 1,1,1-trifluoro-4-iodobutane (6.8 mL, 34 mmol). The solution was stirred at room temperature for 72 hours. The solution was poured into water (50 mL) and extracted with diethyl ether (2 x 100 mL). The combined organic layers were concentrated. Purification by flash column chromatography using 0-20percent ethyl acetate/hexanes as eluent, provided the titlecompound as a 70:30 mixture of isomers (3.2 g, 37percent). The mixture was used in the next step without further purification; Prepared using 4,4,5,5,5-pentafluoropentyl methanesulfonate and isolated as a light-brown liquid (3.5 g, 49percent): 1H NMR (400 MHz, CDCI3) O 7.90 (s, 1H), 4.32 – 4.30 (m, 2H), 2.27 – 2.00 (m, 4H); ESIMS m/z 308 ([M+H]).

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 5-Bromo-1H-1,2,4-triazole help many people in the next few years.

Reference:
Patent; DOW AGROSCIENCES LLC; GIAMPIETRO, Natalie C.; CROUSE, Gary D.; SPARKS, Thomas C.; (131 pag.)WO2017/40060; (2017); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics