Category: Triazoles

New discoveries in chemical research and development 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.956317-36-5, name is 5-Methyl-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. 956317-36-5

A round bottom flask equipped with magnetic stirrer bar was charged with 5-methyl-2- (2H-1,2,3-triazole-2-yl)benzoic acid (2.0 g, 9.4 mmol, 1 equiv), CH2C12 (94 mL) and hexafluoro isopropanol (1.57 g, 9.4 mmol, 1.0 equiv). After addition of EDC hydrochloride (1.79 g, 9.4 mmol, 1.0 equiv) and DMAP (0.23 g, 1.87 mmol, 0.2 equiv), the reaction mixture was stirred at ambient temperature for 1 h. The solvent was evaporated underreduced pressure followed by purification of the crude product by column chromatography (Si02, cyclohexane /ethyl acetate 50:1). 1,1,1,3,3,3 -hexafluoropropan-2-yl 5 -methyl-2-(2H-1 ,2,3-triazole-2-yl)benzoate (2.5 g, 75%) was obtained as a yellowish oil, which solidifies at 2 C to 4 C.?H NMR (500 MHz, d6-DMSO) oe = 8.08 (s, 2H), 7.81 (d, J = 8.25 Hz, 1H), 7.70 – 7.65 (m, 1H), 7.64 – 7.61 (m, 1H), 6.99 (sept, J = 6.28 Hz, 1H), 2.46 (s, 3H)?3C NMR (125 MHz, CDC13) oe = 163.8, 139.8, 137.2, 135.8, 134.8, 130.5, 134.6, 123.3,120.9 (q, J = 238.3 Hz, (CF3)2), 67.1 (sept, J = 33.5 Hz, OCH(CF3)2), 20.8

We’ll also look at important developments in the pharmaceutical industry because understanding organic chemistry is important in understanding health, medicine, the role of 5-Methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid ,and how the biochemistry of the body works.

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

Application of 3179-31-5, 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. 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 B–Cyclobutylmethyl 1,2,4-Triazol-3-yl Sulfide To a solution of 1,2,4-triazole-3-thiol (20.2 g; 0.20 mol) and sodium methoxide (11.8 g; 0.22 mol) in methanol (250 ml) is added cyclobutylmethyl methanesulfonate (36.4 g; 0.22 mol). The mixture was refluxed for 27 h under dry nitrogen, allowed to cool to 25 C. and filtered. The solid was washed with ethyl acetate and the organic solutions combined and evaporated. The residue was dissolved in water (250 ml) and extracted into ethyl acetate (250 ml) and dichloromethane (100 ml). The extracts were combined, dried (Na2 SO4), filtered and evaporated to afford crude cyclobutylmethyl 1,2,4-triazol-3-yl sulfide (21.8 g; 65%) as a white, sticky solid. NMR -d(CDCl3; 60 MHz) 1.5-2.8 (m), 3.2 (2H, d, J=7 Hz), 8.0 (1H, s) and 12.4 (1H, br s).

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 1H-1,2,4-Triazole-3-thiol.

Reference:
Patent; Rohm and Haas Company; US5308830; (1994); A;,
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.

[00112] 1 -Methyl-1 H-1 ,2,3-triazole (41 mg, 0.495 mmol) was dissolved in THF (4.9 mL) and cooled to -78 C. n-Butyllithium solution in hexanes (240 muIota_, 0.594 mmol) was added dropwise and the solution was stirred for further 5 min before zinc(ll) chloride (3.0 mL, 1 .485 mmol) was added. After 30 min at -78 C, the reaction mixture was diluted with DMF (2.0 mL), tetrakis(triphenylphosphine)palladium(0) (29 mg, 0.025 mmol) and a solution of 4-bromo-2-methoxy-1 -nitrobenzene (1 15 mg, 0.495 mmol) in DMF (500 mu) were added. The solution was stirred at 80 C for 2.5 h. After the mixture was cooled to room temperature, water and EtOAc were added and the phases were separated. The organic phase was washed with water, brine, dried (Na2S04) and the solvent was removed in vacuo. The residue was purified by Biotage silica gel column chromatography eluting with DCM/EtOAc (99/1 to 90/10, 10 g column) to afford the title product as a pale yellow solid (82 mg, 70.7 %). 1 H NMR (500 MHz, CDCI3): <5 4.04 (s, 3H), 4.14 (s, 3H), 7.10-7.13 (m, 2H), 7.82 (s, 1 H), 7.98-8.01 (m, 1 H); LC (Method B)-MS (ESI, m/z) fR 1 .97 min, 235 [(M+H+), 100%]. 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 1-Methyl-1H-1,2,3-triazole. Reference:
Patent; CANCER RESEARCH TECHNOLOGY LIMITED; NAUD, Sebastien Gaston Andre; BLAGG, Julian; (38 pag.)WO2017/109476; (2017); 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. 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. HPLC of Formula: C2H2ClN3

2- [6-Chloro-3- (ethanesulfonyl) pyridin-2-yl] -3-methyl-6- (trifluoromethyl)-3H-imidazo [4,5-b] pyridine 500 mg, 60% sodium hydride (oil) 60 mg, and mixtures DMF2.5mL, was added under ice-cooling 3-chloro-1H-1,2,4-triazole 141 mg. After stirring under ice-cooling for 2.5 hours, then poured a saturated layer solution to the reaction mixture, followed by extraction with ethyl acetate. The organic layer was washed with water, and saturated brine, and dried with anhydrous sodium sulfate. The resulting organic layer was dried under reduced pressure. The resulting residue was subjected to silica gel chromatography to obtain 435mg of the compound of the present invention beta2 referred to below.

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 6818-99-1

Reference:
Patent; SUMITOMO CHEMICAL COMPANY LIMITED; NAKAJIMA, YUJI; OKAWARA, YUICHI; (263 pag.)JP2016/102104; (2016); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Application of 1455-77-2, 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. 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.

It has been reported that the salts of 1,2,4-triazole and 3-amino-1,2,4-triazole could be obtained via an acid-base neutralization [29, 30]. Likewise, the LiDAtz with two amino groups on the triazole ring was prepared by the neutralization from equimolar 3,5-diamino-1H-1,2,4-triazole (DAtzH) and LiOH. Briefly, equimolar DAtzH and LiOH were added into deionized water separately, mixed and kept reacting and stirring at room temperature for 24 h, and the synthetic process is listed in Scheme 1. The product, a yellow powder, was obtained with 96.8% yield after evaporation of water and then drying at 120 C under vacuum for 24 h. 13C Nuclear magnetic resonance (NMR, 400 MHz, D2O): 161.73 ppm. Fourier transform infrared (FT-IR, KBr, cm-1) spectra: 3374, 3417 (w, nuNH2), 3335 (m, nuH2O), 1608 (m, deltaNH2), 1558 (m, nuC-N), 1475 (s, nuC-N), 1382 (m, nuC-N-C), 1070 (m, nuC-N), 688, 773 (w, deltaN-C-N). Elemental analyses (EA; C2H4N5Li, 105.06): found: C 13.22, H 2.20, N 78.42%; calculated: C 13.20, H 2.22, N 76.96%. High-resolution mass spectra [HRMS-electrospray ionization (ESI)]: m/z: [M+H+] calcd. for C2H5LiN5: 106.0700, found: 106.0700.

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 3,5-Diamino-1,2,4-triazole, hurry up and to see.

Reference:
Article; Fei, Yuqing; Liu, Shimin; Lu, Liujin; He, Yude; Deng, Youquan; Research on Chemical Intermediates; vol. 44; 12; (2018); p. 7187 – 7204;,
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. 4923-01-7, name is 5-Methyl-4H-1,2,4-triazol-3-amine belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. Application In Synthesis of 5-Methyl-4H-1,2,4-triazol-3-amine

2-(2,3-Dihydrobenzofuran-5-yl)-N-(3-methyl-1H-1,2,4-triazol-5-yl)thiazole-4- To a mixture of 2-(2,3-dihydro-l-benzoruran-5~yl)-l,3-thiazole-4-carboxylic acid (126 mg, 0.51 mmol), lH-l ,2,4-triazol-5-amine (50 mg, 0.51 mmol) and 2-(lH-benzotriazole-l-yl)- 1 ,1 ,3,3-tetramethyluroniurn hexafluorophosphate (HBTU) (120 mg, 0.32 mmol) under stirring and heating at 1 10 C 2 ml of dry pyridine were added. The mixture was heated at 110 C for 5 h, pyridine was evaporated, and the residue was diluted with an aqueous Na2C03 solution. The resulting precipitate was filtered off, dissolved in hot NN-dimethylformamide, settled by addition of EtOAc and hexane, filtered off and dried. The product was obtained as a light yellow solid (82 mg, 0.25 mmol, 49 % yield). NMR (400 MHz, OMSO-d6, CC14) delta ppm 2.29 (3 H, bs, CH3), 3.30 (2 H, t, CH2CH20), 4.64 (2 H, t, OCH2), 6.80 (1 H, d, CH-arom.), 7.82 (1 H, d, CH-arom.), 8.00 (1 H, s, CH-arom.), 8.31 (1 H, bs, CH-thiazol), 1 1.20 (1 H, bs, NH), 12.95 (1 H, bs, NH). LC/MS [M+H]+: 328.0

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 4923-01-7

Reference:
Patent; 4SC DISCOVERY GMBH; LEBAN, Johann; ZAJA, Mirko; WO2014/202638; (2014); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Application of 1533519-84-4, 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. 1533519-84-4, name is 4-(4-Cyclopropylnaphthalen-1-yl)-1H-1,2,4-triazole-5(4H)-thione, molecular formula is C15H13N3S, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.

In a 100 ml three-necked flask equipped with a stirrer and a thermometer, 25 ml of DMF was added, the intermediate (III)2.67 g, stirred at room temperature, 1.45 g of potassium carbonate was added, and 1.61 g of methyl bromoacetate was added dropwise at 25 C,Stirring was continued for 3 hours; 50 ml of water was added and extracted with ethyl acetate 50 ml x3 to combine the organic phase,The ethyl acetate was concentrated and concentrated, and 50 ml of methanol was added thereto. The crystals were recrystallized, filtered and dried to give 3.22 g of product,Namely intermediate (IV), yield 99.5%.

In the meantime we’ve collected together some recent articles in this area about 1533519-84-4 to whet your appetite. Happy reading!

Reference:
Patent; Chengdu Baoyu Pharmaceutical Co., Ltd.; Lei, Lang; Li, Shanwei; Xiong, Bo; (10 pag.)CN105906576; (2016); A;,
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. 41253-21-8, name is Sodium 1,2,4-triazol-1-ide belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. HPLC of Formula: C2H2N3Na

EXAMPLE 3; Preparation of crude Anustrozole:Tupsilon the title compound of example 2 (50g) in dry DMF (250ml), anhydrous potassium carbonate (26g) and triazole sodium salt (232 g) are added and the mixture stirred at room 25 temperature for 45 min. Worked up the reaction mixture by adding water ( 1500 ml) and extraction with toluene (3 x 300ml). Combined toluene layer is washed with water (1 x300ml), washed toluene layer is dried over anhydous sodium sulphate, fitered and evaporated toluene to obtain crude anastrozole (4Og) having isomeric impurity 0.5%. EXAMPLE 4Preparation of crude Anastrozole:To the title compound of example 2 (500g) in dry DMF (250ml), anhydrous potassium carbonate (26Og) and triazole sodium salt (2320 g) are added and the mixture stirred at room iemperature for 45 min. Worked up the reaction mixture by adding water ( 15000 ml) and extraction with toluene (3 x 3000ml). Combined toluene layer is washed with water ( 1 3000ml), washed toluene layer is dried over anhydrous sodium sulphate, filtered and evaporated toluene to obtain crude anastrozole (45Og) having isomeric impurity 0.5%. EXAMPLE 5 Preparation of crude Anastrozole:To the title compound of example 2 (5Og) in dry DMF (250ml) anhydrous potassium carbonate (26g) and triazole sodium salt (232 g) are added and the mixture stirred at room temperature for 45 min. Worked up the reaction mixture by adding water (750 ml) and extracting with toluene (3 x 300ml). Combined toluene layer is washed with water ( 1 x300ml).The washed toluene layer is dried over anhydrous sodium sulphate, filtered and evaporated toluene to obtain crude anastrozole (42g) having isomeric impurity 4.52%.EXAMPLE 6Preparation of crude Anastrozole: To the title compound of example 2 (5Og) in dry DMF (250ml) anhydrous potassium carbonate (26g) and triazole sodium salt (232 g) are added and the mixture stirred at room temperature for 45 min. Worked up the reaction mixture by adding water (950 ml) and extracting with toluene (3 x 300ml). Combined toluene layer is washed with water ( 1 x30ml).The washed toluene layer is dried over anhydrous sodium sulphate, filtered and evaporated toluene to obtaincrude anastrozole (42g) having isomeric impurity 2.6%.EXAMPLE7Preparation of crude Anastrozole:To the title compound of example 2 (5Og) in dry DMF (250ml) anhydrous potassium carbonate (26g) and triazole sodium salt (232 g) are added and the mixture stirred at room temperature for 45 min. Worked up the reaction mixture by adding water (2500 ml) and extracting with toluene (3 x 300ml). Combined toluene layer is washed with water ( 1 .300ml).The washed toluene layer is dried over anhydrous sodium sulphate, filtered and evaporated toluene to obtain crude anastrozole (42g) having isomeric impurity 3.2%.

If you are hungry for even more, make sure to check my other article about 41253-21-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SHILPA MEDICARE LTD.; WO2007/105231; (2007); 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. 288-88-0, name is 1H-1,2,4-Triazole belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. name: 1H-1,2,4-Triazole

Intermediate 82: step a 4-(1H-1,2,4-triazol-1-yl)benzaldehyde 4- Fluorobenzaldehyde (12.0 mL, 1 12 mmol) was added dropwise by syringe to a stirring, heterogeneous mixture of 1,2,4-triazole (11.6 g, 168 mmol) and potassium carbonate (24.7 g, 179 mmol) in dimethyl formamide (220 mL) at 23 C. The mixture was heated to 105 C. After 3.5 hours, the mixture was allowed to cool to 23 C. The cooled solution was transferred to a 2 L Erlenmeyer flask and diluted with water (500 mL) and ethyl acetate ( 200 mL). The biphasic mixture was stirred until the layers cleanly separated. The layers were separated. The organic layer was washed with half-saturated aqueous sodium chloride solution (3 100 mL). The washed solution was dried with sodium sulfate, and the dried solution was filtered. The filtrate was concentrated to provide an off-white solid. The solid was suspended in a mixture of heptanes and isopropyl acetate (5: 1, 600 mL). The mixture was filtered and the filter cake was washed with heptanes-isopropyl acetate (5: 1). The solids were collected and dried under vacuum to afford the title compound as a white solid.

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 1H-1,2,4-Triazole, in my other articles.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; 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.; JONES, William Moore; GOLDBERG, Steven; WO2015/57205; (2015); 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. 61-82-5, name is 1H-1,2,4-Triazol-5-amine belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 1H-1,2,4-Triazol-5-amine

General procedure: 20 mg of gamma-Fe2O3Ph-PMO-NaHSO4 was added to a roundbottomflask containing an aromatic aldehyde (1 mmol), 3-amino-1,2,4-triazole 2 (1.0 mmol), b-diketones (dimedone 3, 1,3-cyclohexadione 4 or ethyl acetoacetate 5) (1.0 mmol) and stirredunder solvent-free conditions at 100 C in certain times. Meanwhile,the progress of the reactionwas indicated by TLC (n-hexane:ethyl acetate; 7:3). With completing the reaction, 3ml ethanol waspoured and the magnetic nanocomposite was separated in thepresence of a magnetic stirring bar; the reaction mixture becameclear. The crude product was recrystallized from ethanol to give thepure product. The pure products were characterized by conventionalspectroscopic methods. Physical and spectral data for theselected compounds are represented below.

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 1H-1,2,4-Triazol-5-amine, in my other articles.

Reference:
Article; Haghighat, Mahdieh; Shirini, Farhad; Golshekan, Mostafa; Journal of Molecular Structure; vol. 1171; (2018); p. 168 – 178;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics