Category: Triazoles

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. 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. category: Triazoles

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.

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 61-82-5

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

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. 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. Computed Properties of C2H3N3

Potassium carbonate (14.0 g, 101 .35 mmol) was added to solution of 2,3-dichloro-5- nitropyridine (10.0 g, 51 .82 mmol) in THF (60 mL) followed by addition of 2H-1 ,2,3-triazole (3.4 mL, 58.7 mmol). The resulting mixture was stirred at rt until reaction was deemed completed as judged by TLC (-16 h), then diluted with water (300 mL). The aqueous layer was extracted with EtOAc (2 x 300 mL), the organic layer was dried over sodium sulphate, filtered and (0326) concentrated under reduced pressure. The crude product was purified by column (0327) chromatography on silica (100-200 mesh), eluted at 20% EtOAc in p.ether which gave the title compound (7.0 g, 60%) as a solid with 99.42% LCMS purity. MS (ES+) 226.03 [M+H]+.

If you are hungry for even more, make sure to check my other article about 288-36-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MEDIVIR AB; ALBERTELLA, Mark; OeBERG, Fredrik; (96 pag.)WO2018/141749; (2018); 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. 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 solution of 5-fluoro-2-iodo- benzoic acid (3.86 g, 14.65 mmol), 2H-[1 ,2,3]triazole (2.5 g, 36.2 mmol),Cs2CO3 (8.62 g, 24.5 mmol), trans-N, N’-dimethyl-cyclohexane-1 ,2-diamine (0.4 ml_), Cul (244 mg) and DMF (13 ml_) were added to a microwave ready vessel and heated to 100 C for 10 min. The mixture was cooled, diluted with water, and extracted with EtOAc. The aqueous layer was acidified and extracted with EtOAc. The organic layer was dried over Na2SO and concentrated. The residue was purified by FCC (SiO2, gradient DCM to 10% MeOH/1 %HOAc/DCM) gave the product as a white powder, (2.14 g, 71 %). 1H NMR (400 MHz, CD3OD): 7.91 (s, 2H), 7.76 (dd, J = 8.9, 4.8 Hz, 1 H), 7.59 (dd, J = 8.5, 2.9 Hz, 1 H), 7.49 – 7.42 (m, 1 H).; Intermediate 53: 2-[1 ,2,3]Triazol-1 -yl-benzoic acid.The title compound was isolated from the synthesis of Intermediate 13. 1H NMR (400 MHz, CD3OD): 6.70 (d, J = 0.9 Hz, 1 H), 6.50 (dd, J = 7.7, 1 .5 Hz, 1 H), 6.30 (d, J = 1 .0 Hz, 1 H), 6.24.6.18 (m, 1 H), 6.17 -6.1 1 (m, 1 H), 6.01 (dd, J = 7.8, 1 .0 Hz, 1 H).

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 288-36-8

Reference:
Patent; JANSSEN PHARMACEUTICA NV; BRANSTETTER, Bryan, James; LETAVIC, Michael, A.; LY, Kiev, S.; RUDOLPH, Dale, A.; SAVALL, Brad, M.; SHAH, Chandravadan, R.; SHIREMAN, Brock, T.; WO2011/50200; (2011); 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. 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. HPLC of Formula: C3H3N3O2

[0856] 3H-1,2,3-triazole-4-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. Compound2 (lOmg, 30 f.tmol) inDMF (0.5 mL)wascombined with DIPEA (5.2 f.LL, 30 f.tmol), then added to theactivated acid solution. The resulting solution was stirred atroom temperature for 30 minutes; LC/MS showed the mass ofthe desired product. The solvent was removed in vacuo andthe crude residue was purified by reverse phase chromatographyto yield Compound a (8.5 mg) as a TFA salt. MS rn/z[M+Ht calc’d for C27H31ClFN50 4 , 544.21; found 545.2.

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-[1,2,3]Triazole-4-carboxylic acid ,and how the biochemistry of the body works.

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

Synthetic Route of 41253-21-8, New Advances in Chemical Research 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, molecular formula is C2H2N3Na, 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 phenol 11a (200 mg, 0.441 mmol) and cesium carbonate (158 mg, 0.485 mmol) in DMF (10 mL) was added 1,2-dibromoethane (96 muL, 1.11 mmol). The resulting mixture was stirred at room temperature for 60 h. After dilution with water, the mixture was extracted with EtOAc. The organic layer was dried over anhydrous MgSO4, filtered and concentrated in vacuo. The residue was carried on to the next step without further purification.To a solution of the crude bromide in DMF (10 mL) was added 1,2,4-triazole sodium derivative (122 mg, 1.34 mmol). The mixture was stirred at room temperature for 15 h. After dilution with water, the mixture was extracted with EtOAc. The organic layer was dried over anhydrous MgSO4, filtered and concentrated in vacuo. The residue was purified using RP preparative HPLC to provide the titled compound 11g (78 mg, 33%, 2 steps). 1H NMR (400 MHz, DMSO-d6) delta 8.59 (s, 1H), 8.02 (s, 1H), 7.95 (s, 1H), 7.77-7.71 (m, 1H), 7.47 (s, 1H), 7.13 (s, 1H), 6.78 (d, J = 3.2 Hz, 1H), 6.62-6.58 (m, 1H), 5.02-4.92 (m, 2H), 4.71-4.35 (m, 8H), 3.71-3.61 (m, 1H), 3.49-3.41 (m, 1H), 3.38-3.15 (m, 5H); MH+ 549.

I am very proud of our efforts over the past few months and hope to Sodium 1,2,4-triazol-1-ide help many people in the next few years.

Reference:
Article; Lee, Suk Ho; Kim, Min Ju; Lee, Sung-Han; Kim, Jeongmin; Park, Hyun-Ju; Lee, Jinhwa; European Journal of Medicinal Chemistry; vol. 46; 7; (2011); p. 2662 – 2675;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Application of 6523-49-5, 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. 6523-49-5, name is 4-(1,2,4-Triazol-1-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 forniamidine from Step 1 (200 mg) and 4-triazolyl-aniline(112 mg, 1 eq) in AcOH (2 ml) was heated to 80 for 16 h. Cooled, concentrated and cautiously treated with sodium bicarbonate (aq). The resulting solid was isolated by filtration, washed with water then DCM:EtOH:NH3 (20:8:1) added and refiltered. The filtrate was concentrated until a precipitate formed which was filtered, washed with ether and dried to give the title compound (129mg, 47%).1H NMR delta 10.06 (IH, s), 9.29 (IH, s), 8.81 (IH, s), 8.63 (IH, s), 8.23 (2H, m),8.07 (2H, d, J 10.0Hz), 7.93 (IH, s), 7.88 (2H, m), 7.83 (IH, m), 7.73 (IH, d, J7.50Hz), 7.35 (IH, t, J 8.75Hz), 3.92 (3H, s); LC-MS rt 2.42 m/z 413 ES+.

In the meantime we’ve collected together some recent articles in this area about 6523-49-5 to whet your appetite. Happy reading!

Reference:
Patent; ARROW THERAPEUTICS LIMITED; WO2007/80401; (2007); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 4928-87-4, 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. 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.

Step 14 Synthesis of 1 -(5-((1 R, 3s, 5S)-8-(4H-1 ,2, 4-triazole-3-carbonyl)-8- azabicyclo[3.2.1 ]octan-3-yl)-7-amino-3-(6-phenylpyridin-3-yl)pyrazolo[1,5- a]pyrimidin-6-yl)ethanoneA mixture of 1 H-1 ,2,4-triazole-3-carboxylic acid (29.4 mg, 0.26 mmol), EDCI (76.7 mg, 0.4mmol), and 1-hydroxybenzotriazole (27 mg, 0.2 mmol) in DMF (2 ml) was stirred at room temperature for 10min. Compound 1-(7-amino-5-((1 R,3s,5S)-8- azabicyclo[3.2.1]octan-3-yl)-3-(6-phenylpyridin-3-yl)pyrazolo[1 ,5-a]pyrimidin-6- yl)ethanone hydrochloride (0.2 mmol) was added followed by N,N- diisopropylethylamine (0.17 ml, 1 mmol). It was stirred further for 20min at room temperature at which time LC/MS analysis confirmed full consumption of starting material. This crude compound was submitted to the analytical group for purification to afford the desired product. LC/MS RT = 2.42 min. Mass calculated for M+H 534.2, observed 534.2.

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 1,2,4-Triazole-3-carboxylic acid.

Reference:
Patent; MERCK SHARP & DOHME CORP.; SCHERING CORPORATION; SIDDIQUI, M. Arshad; NAN, Yang; PATEL, Mehul, F.; REDDY, Panduranga Adulla P.; MANSOOR, Umar Faruk; MENG, Zhaoyang; VITHARANA, Lalanthi Dilrukshi; ZHAO, Lianyun; MANDAL, Amit, K.; LIU, Duan; TANG, Shuyi; MCRINER, Andrew; BELANGER, David, B.; CURRAN, Patrick, J.; DAI, Chaoyang; ANGELES, Angie, R.; YANG, Liping; DANIELS, Matthew Hersh; WO2011/90935; (2011); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 1533519-85-5, 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. 1533519-85-5, name is Methyl 2-((4-(4-cyclopropylnaphthalen-1-yl)-4H-1,2,4-triazol-3-yl)thio)acetate, molecular formula is C18H17N3O2S, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.

The compound a1 (50 g, 147.3 mmol, 1.0 eq.) Was dissolved in 500 mL of acetone, stirred at 20 to 30 C, methyl bromoacetate (1473 mmol, 10 eq.) Was added and reacted for 12 hours. The reaction solution was concentrated to dryness , And the concentrate was recrystallized from ethyl acetate to obtain 56.4 g of the catalyst b1 in a yield of 77.8%.

We very much hope you enjoy reading the articles and that you will join us to present your own research about 1533519-85-5, Happy reading!

Reference:
Patent; Beijing Xin To Lead Pharmaceutical Co., Ltd.; Wang Hui; Zhen Zhibin; Zhang Xiang; (10 pag.)CN106916115; (2017); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Application of 15294-81-2, New discoveries in chemical research and development in 2021. We’ll be discussing some of the latest developments in chemical about CAS: 15294-81-2, name is 4,5-Dibromo-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.

General procedure: The reaction was performed according to the preparation of compound 2 by using deuterium oxide instead of water to give the desired product as a white solid (95 mg, 64percent yield). FontWeight=”Bold” FontSize=”10″ 1H NMR (400 MHz, DMSO-d6) No notable peak was observed. 13C NMR (100 MHz, DMSO-d6) delta 130.5, 120.4 ppm. HRMS calculated for [C2HDBrN3+H]+ 148.9568, found: 148.9566.

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 4,5-Dibromo-1H-1,2,3-triazole is helpful to your research.

Reference:
Article; Sakurada, Isao; Tetrahedron Letters; vol. 58; 32; (2017); p. 3188 – 3190;,
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. 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. 7170-01-6

A mixture of compound 5z (220 mg, 0.5 mmol), 3-methyl-1,2,4-triazole (830 mg, 10 mmol; 20 eq.; prepared by the method described in Coll. Czech. Chem. Comm. 1985, 49, 2492), copper powder (63.5 mg, 1 mmol; 2 eq.), potassium carbonate (138 mg, 1 mmol; 2 eq.) was flushed with anhydrous nitrogen and heated in a sealed tube at 160 C. for 11 h. Upon cooling, to the mixture was added MeOH, and the insoluble material was filtered. The filtrate was concentrated in vacuo and purified by C-18 reverse phase column (Prep. System eluting with gradient 0-70% MeOH-water containing 0.1% TFA) to obtain 24 mg (0.049 mmol, Y. 9.8%) of the title compound Example 317 as amorphous powder (TFA salt): MS m/e 488 (MH); 1H NMR (CD3OD) delta ppm 1.30, 1.35 (3H, 2d, J=7 Hz), 2.54 (3H, s, CH3), 3-4.5 (8H, m, CH2N), 4.04, 4.05 (3H, 2s, CH3O), 7.46, 7.47 (5H, 2s, Ar-Hs), 7.85, 7.86 (1H, 2s), 8.28, 8.31 (1H, 2s), 9.22 (1H, s).

If you are hungry for even more, make sure to check my other article about 7170-01-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Wang, Tao; Zhang, Zhongxing; Meanwell, Nicholas A.; Kadow, John F.; Yin, Zhiwei; Xue, Qiufen May; Regueiro-Ren, Alicia; Matiskella, John D.; Ueda, Yasutsugu; US2004/110785; (2004); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics