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.3641-08-5, name is 2H-1,2,4-Triazole-3-carboxamide belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. HPLC of Formula: C3H4N4O

To a solution of 1,2,4-triazole-3-carboxamide 15 (224.5mg, 2.0mmol, 1.0equiv.) in dry DMF (6mL) was added Cs2CO3 (716.8mg, 2.2mmol, 1.1equiv.) and crotyl bromide (270.0mg, 2.2mmol, 1.1equiv.) and the reaction solution was stirred at room temperature under an argon atmosphere for 2h and then warmed at 70C for 12h. After concentration to dryness in vacuo, the residue was subjected to silica gel chromatography with CH2Cl2-MeOH (5:1) and employed in the next step without further purification. The residue (330mg) was suspended in THF (10mL), DMAP (44mg, 0.2mmol, 0.1equiv.) and Boc2O (1.31g, 6.0mmol, 3.0equiv.) were added under an argon atmosphere. The solution was stirred for 20h at room temperature and then the mixture was diluted with EtOAc and then extracted with EtOAc. The combined organic layer was washed with brine, dried over MgSO4, and concentrated in vacuo. The residue was purified by silica gel column chromatography eluting with petroleum ether-EtOAc (4:1) to give a mixture of Z (minor)/E (major) N1-crotyl-1,2,4-triazole-3-bis-Boc-carboxamide 19 (248.0mg, 34%) as a colorless oil. 1H NMR (400MHz, CDCl3) delta 8.09 (s, 1H), 5.88-5.74 (m, 1H), 5.72-5.63 (m, 1H), 4.82 (d, J=7.1Hz, 2H, CH2minor), 4.71 (d, J=6.6Hz, 2H, CH2major), 1.71 (dd, J=6.5, 1.3Hz, 3H, CH3minor), 1.67 (dd, J=6.5, 1.3Hz, 3H, CH3major), 1.36 (s, 18H). 13C NMR (100MHz, CDCl3) delta 160.6, 157.1, 149.7, 144.0, 133.4, 131.8, 123.3, 122.0, 84.5, 52.6, 47.1, 27.7, 17.8, 13.2. HRMS (ESI): m/z [M+H]+ calcd for C17H27N4O5: 367.19775, found: 367.19759.

We’ll also look at important developments in the pharmaceutical industry because understanding organic chemistry is important in understanding health, medicine, the role of 2H-1,2,4-Triazole-3-carboxamide ,and how the biochemistry of the body works.

Reference:
Article; Hamada, Manabu; Roy, Vincent; McBrayer, Tamara R.; Whitaker, Tony; Urbina-Blanco, Cesar; Nolan, Steven P.; Balzarini, Jan; Snoeck, Robert; Andrei, Graciela; Schinazi, Raymond F.; Agrofoglio, Luigi A.; European Journal of Medicinal Chemistry; vol. 67; (2013); p. 398 – 408;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 1455-77-2, New discoveries in chemical research and development in 2021. We’ll be discussing some of the latest developments in chemical about CAS: 1455-77-2, name is 3,5-Diamino-1,2,4-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: Picric acid (0.22 g, 1.0 mmol) and 1H-1,2,4-triazole-3,5-diamine (0.09 g, 1.0 mmol) were mixed in a water-methanol mixture (v/vpercent, 1:4, 10 ml). The resulting solution was refluxed for 2 h and filt ered through celite. The filtrate was evaporated to dryness under vacuum and the yellow solid obtained was redissolved in methanol. salt 3 were obtained by slow evaporation 77.8percent (0.25 g) yield. Anal. Calcd. (percent) for C8H8N8O7 (328.22): C, 29.37; H, 2.15; N, 34.25. Found: C, 29.23; H, 2.05; N, 34.11. IR (KBr, cm-1): 3460, 3418, 3354, 3168, 1839, 1689, 1627, 1548, 1430, 1329, 1272, 1163, 1076, 999, 912, 788, 711, 656. 1H NMR (DMSO-d6, ppm) delta: 8.77 (s, 2H, picrate), 12.55 (s, br, 2H, NH), 6.43 (s, br, 4H, -NH2). 13C NMR (DMSO-d6, ppm) delta: 159.58, 156.02, 152.15, 140.92, 126.54, 125.21.

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; Goel, Nidhi; Singh, Udai P.; Singh, Gurdip; Srivastava, Pratibha; Journal of Molecular Structure; vol. 1036; (2013); p. 427 – 438;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 956317-36-5, 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, 956317-36-5, name is 5-Methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid, molecular formula is C10H9N3O2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.

TEA (1.20 mL, 8.63 mmol) was added to a solution of N-ethyl-2[3-(5-fluoro-pyridin-2-yl)-1H-pyrazol-l-yl] ethanamine dihydrochloride(0.50 g, 1.63 mmol) in CHC13 (5 mL) at room temperature.5-methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid (0.36 g, 1.79 mmol)and propylphosphonic acid anhydride (cyclic trimer) (50% solutionin DMF [approximately 1.6 mol/L], 1.32 mL, 2.12 mmol) wereadded to the reaction solution under cooling in ice water. Theresultant mixture was stirred at 50 C for 5 h. After standing untilcooled to room temperature, water was added thereto, followedby extraction with CHCl3. The organic layer was washed with brine.Then, the organic layer was dried over MgSO4 and the desiccantwas filtered off. Then, the solvent was distilled off under reducedpressure. The obtained residue was purified by column chromatography(20-80% EtOAc in hexanes) and washed with Et2O to yieldthe title compound 4a as a colorless powder (0.51 g, 75%).

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 5-Methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid, hurry up and to see.

Reference:
Article; Suzuki, Ryo; Nozawa, Dai; Futamura, Aya; Nishikawa-Shimono, Rie; Abe, Masahito; Hattori, Nobutaka; Ohta, Hiroshi; Araki, Yuko; Kambe, Daiji; Ohmichi, Mari; Tokura, Seiken; Aoki, Takeshi; Ohtake, Norikazu; Kawamoto, Hiroshi; Bioorganic and Medicinal Chemistry; vol. 23; 6; (2015); p. 1260 – 1275;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 956317-36-5, 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, 956317-36-5, name is 5-Methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid, molecular formula is C10H9N3O2, 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 11 (1.27 g,6.26 mmol) and 12 (1.5 g, 5.69 mmol) in DCM (30 mL) was added DIPEA (2.2 g,17.07 mmol) and HATU (3.24 g, 8.54 mmol). Then the mixture was stirred at r.t. for 2h. The reaction mixture was diluted with water and extracted with DCM (100 mL x 5).The organics were washed with brine, dried over Na2SO4 and concentrated to give acrude product. The crude product was purified by column chromatography withPE/EtOAc = 1:5 to give 1 as cis-isomer (1.9 g, yield: 74.5%). 1H NMR (400MHz,CHLOROFORM-d) delta= 7.85(d, J=8.0 Hz, 1H), 7.71 (br, s, 2H), 7.32 – 7.21 (m, 3H),7.17 (d, J=8.0, 1H), 6.99(d, J=2.0, 1H), 3.95~3.93 (m, 2H), 3.92~3.90(m, 2H), 3.75 ~3.51 (m, 3H), 3.15 ~ 3.10 (m, 3H), 2.40 (s, 3H). MS (ESI): m/z 449.0 [M + H]+ .

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 5-Methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid, hurry up and to see.

Reference:
Article; Wu, Songliang; Sun, Yu; Hu, Yi; Zhang, Hongmei; Hou, Lijuan; Liu, Xing; Li, Yufeng; He, Haiying; Luo, Zhi; Chen, Yuan; Wang, Yuhe; Shi, Weihua; Shen, Liang; Cao, Changqing; Liang, Wei; Xu, Qing; Lv, Qiang; Lan, Jiong; Li, Jian; Chen, Shuhui; Bioorganic and Medicinal Chemistry Letters; vol. 27; 6; (2017); p. 1458 – 1462;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 288-36-8, 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. 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.

A solution of lH-l ,2,3-triazole (1.0 g, 14.5 mmol), methyl iodide (3.1 g, 21.7 mmol) and K2C03 (4.0 g, 28.9 mmol) in THF (15 mL) was stirred at room temperature for 3 hours. EtOAc (20 mL) and H20 (10 mL) were added, separated. The solvent was concentrated under vacuum. The crude residue was purified by silica gel chromatography eluting with 10% MeOH/DCM to afford 1 -methyl- lH-l ,2,3-triazole (860 mg, 10.4 mmol, 71 % yield) as yellow oil.

In the meantime we’ve collected together some recent articles in this area about 1H-1,2,3-Triazole to whet your appetite. Happy reading!

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; CHEN, Jinhua; DING, Charles Z.; DRAGOVICH, Peter; FAUBER, Benjamin; GAO, Zhenting; LABADIE, Sharada; LAI, Kwong Wah; PURKEY, Hans Edward; ROBARGE, Kirk; WEI, Binqing; ZHOU, Aihe; WO2015/140133; (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. 107534-96-3, name is 3-((1H-1,2,4-Triazol-1-yl)methyl)-1-(4-chlorophenyl)-4,4-dimethylpentan-3-ol belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. 107534-96-3

Photocatalytic experiments were performed in a photochemical reactor Suntest XLS+ solar simulator (Atlas, Germany) equippedwith a vapor xenon lamp (2.2 kW). The light source was jackedwith special glass filters restricting the transmission of wave-lengths below 290 nm. A Pyrex reactor with a total volume of250 mL was used to study the photocatalytic degradation of TEB.Suspensions of TEB solutions containing different amounts of theTiO2photocatalyst were stirred in the dark for 30 min to achieveadsorption-desorption equilibrium. After this period, the light wasturned on for the photocatalytic degradation experiments.As the reaction progressed, aliquots were withdrawn fromthe reactor at specific time intervals and filtered through HVLP(0.45 m) filters supplied by Millipore to remove TiO2 particlesbefore further analysis. Adsorption and photolytic experiments were also conducted. TEB solutions were prepared in ultrapurewater and wastewaters and the experiments were performed at room temperature

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-((1H-1,2,4-Triazol-1-yl)methyl)-1-(4-chlorophenyl)-4,4-dimethylpentan-3-ol help many people in the next few years.

Reference:
Article; Stamatis; Antonopoulou; Konstantinou; Catalysis Today; vol. 252; (2015); p. 93 – 99;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 16681-70-2, 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. 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.

1,2,3-Triazole-4-carboxylic acid (0.0274 g, 0.242 mmol), DIPEA (169 muL, 969 mumol) and HATU (92 mg, 242 mumol) were combined in DMF (0.2 mL) and stirred for 5 minutes at room temperature. This was then combined with (2S,4R)-4-amino-5-biphenyl-4-yl-2-hydroxymethyl-2-methyl-pentanoic acid oxetan-3-yl ester (89.5 mg, 242 mumol), predissolved in DMF (0.2 mL) and DIPEA (0.5 eq.). The resulting mixture was stirred for 15 minutes and the reaction was quenched with AcOH. The product was purified by preparative HPLC and lyophilized to yield the title compound (17 mg; purity 95%). MS m/z [M+H]+ calc’d for C25H28N4O5, 465.21. found 465.4.

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

Reference:
Patent; THERAVANCE, INC.; US2012/213806; (2012); 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. 15988-11-1, name is 4-Phenyl-1,2,4-triazolidine-3,5-dione belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. Safety of 4-Phenyl-1,2,4-triazolidine-3,5-dione

General procedure: A mixture of dimedone (1 mmol), aldehyde or isatin (1 mmol) and 4-phenylurazole (1 mmol), and catalyst (0.01 g, 5 mol%) in water (5 mL) was refluxed. After completion of the reaction that was monitored by TLC (EtOAc:n-hexane, 1:3), the reaction mixture was cooled to room temperature. Then, the precipitated product was filtered and washed with water and cooled with ethanol to afford the pure product.

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 15988-11-1

Reference:
Article; Seyyedhamzeh, Mozhdeh; Shaabani, Shabnam; Hamidzad Sangachin, Mona; Shaabani, Ahmad; Research on Chemical Intermediates; vol. 42; 4; (2016); p. 2845 – 2855;,
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. 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. category: Triazoles

Example 23a 5-(3-Methyl-1H-1,2,4-triazol-1-yl)pyridin-2-amine CuI (285 mg, 20 mol %), L-proline (345 mg, 40 mol %) and potassium carbonate3 (2.07 g, 15.00 mmol) were added to a solution of 5-bromo-pyridin-2-ylamine (CAS 1072-97-5, 1.30 g, 7.50 mmol) and 3-methyl-1H-[1,2,4]triazole (CAS 7170-01-6, 935 mg, 11.3 mmol) in anhydrous DMSO (5 mL). The reaction mixture was heated at 120 C. for 5 days, cooled to r.t., diluted with DCM and filtered through a pad of Celite. The filtrate was concentrated under reduced pressure and the residue was purified by a reversed phase purification (C18-column) using stepped gradients of 20 to 50% MeOH in water (containing 1% NH4OH) to give the title product (153 mg, 12%). 1H NMR (400 MHz, MeOD) delta ppm 2.41 (s, 3H) 6.67 (d, 1H) 7.75 (dd, 1H) 8.24 (d, 1H) 8.72 (s, 1H). MS (ES) m/z 176.2 [M+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 7170-01-6

Reference:
Patent; ASTRAZENECA AB; US2012/122843; (2012); 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. 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. 288-36-8

1,2,3-triazole (3.45 g, 50 mmol), 2-iodo-5-methylbenzoic acid (5.24 g, 20 mmol), cesium carbonate (0.57 g, 3.6 mmol), cuprous iodide (0.38 g, 2 mmol), trans-N, N’-dimethyl-1,2-cyclohexanediamine (0.51 g, 3.6 mmol), N, N-dimethylformamide (30 mL)was added sequentially to a 100 mL single-necked round bottom flask and gradually heated under nitrogen to 100 C for 4 hours. The reaction was quenched, cooled, diluted with tap water and washed with ethyl acetate (200 mL x 2). The aqueous layer was acidified with concentrated hydrochloric acid (pH = 1~2) and extracted with ethyl acetate (200 mL x 2). The organic layers were combined and dried over anhydrous sodium sulfate. The filtrate was evaporated under reduced pressure and purified by column chromatography (dichloromethane / methanol (v/v) = 50/1) to give the title compound (yellow solid, 2.76 g, 68%).

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; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Dongguan Dongyangguang Pharmaceutical Research And Development Co., Ltd.; Jin Chuanfei; Du Changfeng; Zhang Yingjun; Liu Yanping; Kou Yuhui; (38 pag.)CN106986859; (2017); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics