Category: Triazoles

Reference of 4928-87-4, New discoveries in chemical research and development in 2021. We’ll be discussing some of the latest developments in chemical about CAS: 4928-87-4, name is 1,2,4-Triazole-3-carboxylic acid, 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.

To a reaction of 1/7-1, 2, 4-triazole-3 -carboxylic acid (226 mg, 2.0 mmol) and (4- methoxyphenyl)methanamine (0.27 mL, 2.1 mmol) in dry DMF (10 mL) was added 1- hydroxybenzotriazole monohydrate (337 mg, 2.2 mmol) and EDC (N-(3- Dimethylaminopropyl)-N’- ethylcarbodiimide) (422 mg, 2.2 mmol) followed by N- methylmorpholine (0.88 mL, 8.0 mmol via syringe). The mixture was stirred at room temperature under nitrogen and the solids were gradually dissolved. The contents were stirred at room temperature for 24.0 h, and then slowly diluted into iced water and extracted with DCM (2 x 50 mL). The DCM phase was washed with ice cold water (2 x 100 mL). The DCM phase was dried over anhydrous Na2S04, filtered and concentrated under reduced pressure and chromatographed on silica gel using MeOH/EtOAc/DCM (6:50:50, v/v/v) as eluents to get the desired amide 4 (137 mg, 29% yield) as a white solid. 1H-NMR (400 MHz, DMSO-de): <514.70-14.61 (m, 1H), 9.07 (br s, 1H), 8.45 (br s, 1H), 7.24 (d, J= 8.4 Hz, 2H), 6.87 (d, J= 8.8 Hz, 2H), 4.36 (d, J= 6.4 Hz, 2H), 3.72 (s, 3H) ppm. MH+ = 233.2 m/z. In the meantime we’ve collected together some recent articles in this area about 4928-87-4 to whet your appetite. Happy reading! Reference:
Patent; THE REGENTS OF THE UNIVERSITY OF COLORADO, A BODY CORPORATE; NATIONAL JEWISH HEALTH; WEMPE, Michael Fitzpatrick; VAZQUEZ-TORRES, Andres; DAI, Shaodong; (72 pag.)WO2020/41556; (2020); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 6523-49-5, New discoveries in chemical research and development in 2021. We’ll be discussing some of the latest developments in chemical about CAS: 6523-49-5, name is 4-(1,2,4-Triazol-1-yl)aniline, 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.

Formamidine from step 1(2.96 g, 9.6 mmol) and 4-triazolylaniline (1.54 g, 9.6 mmol) in AcOH (10 ml) were heated to reflux for 3 h. The cooled solution was diluted with ether (200 ml) and the resulting precipitate filtered off. The filter cake was washed with ether, dried under suction then slurried with 2N NaOH (100 ml) with stirring for 30 minutes. The resulting solid was again isolated by filtration, washed with water and dried to give a pale yellow solid (3.81 g, 93 %). 1H NMR deltaltheta.11 (IH, s), 9.30 (IH, s), 8.80 (IH, s), 8.65 (IH, s), 8.26 (IH, s),8.23 (IH, s), 8.10 (2H, d, J 10Hz)5 7.92 (2H5 d, J 10Hz ), 7.88 (IH, d, J7.5Hz), 7.47 (2H, overlapping s), 7.16 (IH, d, J7.5Hz), 3.93 (3H, s), 3.85 (3H, s); LC-MS rt 2.17 m/z 425 ES+.

This is the end of this tutorial post, and I hope it has helped your research about 6523-49-5!

Reference:
Patent; ARROW THERAPEUTICS LIMITED; WO2007/80401; (2007); 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. 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. Recommanded Product: 1H-1,2,4-Triazol-3(2H)-one

To a solution of 29 (2.0g, 23.5mmol, 1.0 equiv.) in DCM (20mL), (BOC)2O (5.1g, 23.5mmol, 1.0 equiv.), DMAP (0.287g, 2.35mmol, 0.1 equiv.) and DIPEA (10.0mL, 58.7mmol, 2.5 equiv.) were added. The reaction was stirred at room temperature for 18h. The reaction mixture was concentrated under reduced pressure and purified by flash chromatography using DCM/MeOH (20:1, v/v) as mobile phase. Yield, 14%. 1H NMR (400MHz, DMSO-d6) delta 1.50 (s, 9H), 7.98 (s, 1H) ppm. 13C NMR (100MHz, DMSO-d6) delta 27.97, 85.83, 136.53, 147.15, 153.68ppm. ESI-MS for C7H11N3O [M-H]- 184.12.

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Reference:
Article; Fonovi?, Ur?a Pe?ar; Knez, Damijan; Hrast, Martina; Zidar, Nace; Proj, Matic; Gobec, Stanislav; Kos, Janko; European Journal of Medicinal Chemistry; vol. 193; (2020);,
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. 7170-01-6, name is 3-Methyl-1H-1,2,4-triazole belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. COA of Formula: C3H5N3

CuI (1.71 g, 8.9 mmol) and N,N’-dimethylethylenediamine (1.91 ml, 17.92 mmol) were added to a mixture of 2-amino-5-iodopyridine (5.03 g, 22.4 mmol), 3 -methyl- IH- 1,2,4- triazole (2.42 g, 29.1 mmol) and Cs2CO3 (14.60 g, 44.81 mmol) in DMF (40 ml). The r.m. was heated at 110 0C for 7 h., the r.m. was cooled, EtOAc was added and the mixure was washed with H2O. The H2O layer was extracted 5 times with EtOAc. The combined organic layers were dried (MgSO4), filtered and the solvent was evaporated in vacuo. The residue was purified by RP preparative HPLC [RP Shandon Hyperprep C18 BDS (8 mum, 250 g, LD. 5 cm); mobile phase: a gradient of (0.25 % NH4HCO3 solution in H2O)/MeOH/CH3CN]. The product fractions were collected and the solvent was evaporated. Yield: 1.5 g of intermediate 56 (38 %). –

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 7170-01-6.

Reference:
Patent; ORTHO-MCNEIL-JANSSEN PHARMACEUTICALS, INC; GIJSEN, Henricus, Jacobus, Maria; MACDONALD, Gregor, James; BISCHOFF, Francois, Paul; TRESADERN, Gary, John; TRABANCO-SUAREZ, Andres, Avelino; VAN BRANDT, Sven, Franciscus, Anna; BERTHELOT, Didier, Jean-Claude; WO2010/70008; (2010); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 626248-56-4, New Advances in Chemical Research in 2021. Redox catalysis has been broadly utilized in electrochemical synthesis due to its kinetic advantages over direct electrolysis. 626248-56-4, name is 3-(2H-1,2,3-Triazol-2-yl)aniline, molecular formula is C8H8N4, 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 tert-butyl (1 S,2R)-2-(3-bromo-4- cyanophenylamino)cyclohexylcarbamate (150 mg, 0.380 mmol), 3-(2H-l,2,3-triazol-2- yl)aniline (100 mg, 0.625 mmol), BINAP (40 mg, 0.064 mmol), Pd(OAc)2 (25 mg, 0.11 mmol) and K2C03 (150 mg, 1.08 mmol) in dioxane (3 mL) was degassed with Ar, then was stirred at 100 C for 4 h. EtOAc and water were added. The organic phase was separated, washed with IN HCl, then with 5% NaHC03, dried over Na2S04, concentrated in vacuo to give tert-butyl (lS,2R)-2-(3-(3-(2H-l,2,3-triazol-2-yl)phenylamino)-4- cyanophenylamino)cyclohexylcarbamate as a crude residue.

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Reference:
Patent; PORTOLA PHARMACEUTICALS, INC.; JIA, Zhaozhong, J.; SONG, Yonghong; XU, Qing; KANE, Brian; BAUER, Shawn, M.; PANDEY, Anjali; WO2012/61418; (2012); A2;,
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. 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

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’-dimethylcyclohexane-1,2-diamine (0.43 g, 3.05 mmol). The mixture was heated at 120 C. for 10 min in a microwave reactor. The reaction was cooled to room temperature, diluted with water, and washed with EtOAc. The aqueous phase was acidified with 1N HCl and extracted with EtOAc. The organic layer was dried over Na2SO4, filtered and concentrated. The residue was purified by gradient elution on SiO2 (MeOH in DCM with 0.1% AcOH) to give the faster eluting 2-(2H-1,2,3-triazol-2-yl)-5-methylbenzoic acid A-2, followed by the undesired regioisomer isomer, 2-(1H-1,2,3-triazol-2-yl)-5-methylbenzoic acid. Data for A-2: 1HNMR (500 MHz, DMSO-d6) delta 12.98 (br s, 1H), 8.04 (s, 2H), 7.72-7.45 (m, 3H), 2.41 (s, 3H) ppm.

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 1H-1,2,3-Triazole help many people in the next few years.

Reference:
Patent; Bergman, Jeffrey M.; Breslin, Michael J.; Coleman, Paul J.; Cox, Christopher D.; Mercer, Swati P.; Roecker, Anthony J.; US2008/132490; (2008); 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. 1001401-62-2, name is 2-(2H-1,2,3-Triazol-2-yl)benzoic acid belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. Product Details of 1001401-62-2

tgrt-butvU7Sr)-7-methyl-8-r2-(‘2H-1.2.3-triazol-2-v?benzoyll-5.8-diazaspiror2.61nonane-5- carboxylate (2-5); A solution of 1.26 g (3.8 mmol) 2jtheta in 40 mL MeOH was evacuated under reduced pressure and purged with N2 three times before adding a portion of palladium hydroxide on carbon. After purging three more times with N2, the atmosphere was replaced with H2 and the reaction was stirred under a balloon of H2 for 2 h. The reaction was filtered through a pad of celite by rinsing with EtOAc and MeOH, and the filtrate was concentrated to provide a colorless oil. This material was dissolved in 3 mL of DMF and to it was added 683 mg of 2j4 (3.6 mmol; prepared in an analogous fashion to J^, see example 1-C), 668 mg (4.3 mmol) 1- hydroxybenzotriazole hydrate, 1.5 mL (10.8 mmol) triethylamine and 831 mg (4.3 mmol) EDC and the reaction was stirred overnight at 60C. The reaction was partitioned between EtOAc and 10% aqueous citric acid, the layers were separated, and the organic was washed with water, brine, dried over Na2Stheta4 and concentrated by rotary evaporation. The residue was purified by column chromatography on silica gel (EtOAc/hexanes) to provide 2^5 as a white solid. Data for M: LC/MS: rt = 2.36 min; m/z (M + H) = 412.3 found; 412.2 required.

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 1001401-62-2, and we look forward to future research findings.

Reference:
Patent; MERCK & CO., INC.; WO2009/58238; (2009); A1;,
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. 81606-79-3, name is 2-(1,2,4-Triazol-1-yl)acetonitrile belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 2-(1,2,4-Triazol-1-yl)acetonitrile

Step 1: l-(5-((4H-l,2,4-Triazol-4-yl)methyl)-2-(difluoromethoxy)benzyl)-6-bromo-2-meth l-l,2- dihydro-3H-indazol-3-one A mixture of 6-bromo- 1 -(5-(bromomethyl)-2-(difliioromethoxy)berizr ‘l)-2-methyl- 1 ,2-dihydro-3H- indazoi-3-one (Preparation 20, step 3) (0.100 g, 0.210 mmol) and 2-(lH-l,2,4-triazol-l-yl)acetonitrile {Synthesis 1995, 9, 1183-1189) (0.026 g, 0.210 mmol) in MeCN (1 mL) was heated at about reflux for about 6 h, after which additional 2~(lH-l,2,4-triazoi-l-yl)acetonitrile (0.020 g, 0.164 mmol) was added and heating continued for about 24 h. The reaction mixture was concentrated under reduced pressure and the residue was treated with 2 M aq. sodium hydroxide (2 mL, 4 mmol). After stirring for about 1 h, the mixture was extracted with EtOAc (3 x 5 mL) and the combined organic phases were washed with sat. aq. NaCl (5 mL), dried over Na2S04, filtered, and concentrated under reduced pressure. The sample was purified on silica gel using 0-5% MeOH with DCM to give the title compound (0.053 g, 54%); LC/MS (Table A, Method i) = 1.04 min; MS m/z: 464 and 466 X i 11 >

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Reference:
Patent; ABBVIE INC.; ARGIRIADI, Maria; BREINLINGER, Eric; DIETRICH, Justin, D.; FRIEDMAN, Michael; IHLE, David; MORYTKO, Michael; MULLEN, Kelly; OSUMA, Augustine; LO SCHIAVO, Gloria, Y.; WILSON, Noel, S.; (303 pag.)WO2016/168633; (2016); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 3641-13-2, 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. 3641-13-2, name is 5-Amino-4H-1,2,4-triazole-3-carboxylic acid, molecular formula is C3H4N4O2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.

General procedure: A mixture of benzil (0.01 mol), aldehydes (0.01 mol), 3-amino-1,2,4-triazole-5-carboxylic acid (0.01 mol), ammonium acetate (0.01 mol) and ceric ammonium nitrate (15 mol%) as a catalyst were refluxed in ethanol (15 mL) for about 3-4 h. The progress of the reaction was monitored by TLC. After completion of reaction, the mixture was cooled to room temperature. The solid formed was filtered and dried. The crude products were recrystallized by ethanol.

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Reference:
Article; Nikalje, Anna Pratima G.; Ghodke, Mangesh S.; Kalam Khan, Firoz A.; Sangshetti, Jaiprakash N.; Chinese Chemical Letters; vol. 26; 1; (2015); p. 108 – 112;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 1001401-62-2, New discoveries in chemical research and development in 2021. We’ll be discussing some of the latest developments in chemical about CAS: 1001401-62-2, name is 2-(2H-1,2,3-Triazol-2-yl)benzoic acid, 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.

To a solution of compound 4 (1.0 g, 4.42 mmol) and 2-(2H-1,2,3-triazol-2- yl)benzoic acid (0.84 g, 4.42 mol) in DCM (50 mL) was added HATU (1.70 g, 4.50 mmol), DIPEA (0.60 g, 4.5 mmol) succesively. The solution was stirred at RT for 9 h under N2, then poured into water (30 mL) and extracted with DCM (20 mL x 3). The combined organic layerswere washed with brine (30 mL), dried over Na2504, filtered and concentrated in vacuo. The residue was purified by column chromatography (petroleum ether: EtOAc = 7: 1 to 2 : 1) to give the title compound 5 (1.5 g,). LRMS m/z (M+H) 398.2 found, 398.2 required.

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Reference:
Patent; MERCK SHARP & DOHME CORP.; KIM, Ronald; KUDUK, Scott, D.; LIVERTON, Nigel; ZHUO, Gang; (97 pag.)WO2016/100157; (2016); A2;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics