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. 6523-49-5, name is 4-(1,2,4-Triazol-1-yl)aniline belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. 6523-49-5

Example 96 (3-Methyl-1H-pyrazolo[4,3-c]pyridin-4-yl)-(4-1,2,4-triazol-1-yl-phenyl)-amine hydrochloride salt. Intermediate 3 (50 mg, 0.3 mmol), 4-1,2,4-triazol-1-yl-phenylamine (95 mg, 0.60 mmol) and concentrated hydrochloric acid (27 mul, 0.39 mmol), were dissolved in n-butanol (1.1 ml). The reaction mixture was irradiated at 19O0C for 45 minutes in a Biotage I-60 microwave reactor. The mixture was evaporated, dissolved in DMSO (1 ml), filtered, washed with water and dried to give the desired product as a pale green solid (46 mg, 47%). 1H NMR (400 MHz, 6O0C, DMSO-d6) delta ppm 2.75 (s, 3 H), 7.14 (d, J=7.3 Hz, 1 H), 7.56 (d, J=6.9 Hz, 1 H), 7.73 (d, J=9.2 Hz, 2 H), 8.02 (d, J=9.2 Hz, 2 H), 8.25 (s, 1 H), 9.32 (s, 1 H), 9.99 (s, 1 H). m/z (ES+APCI)+: 292 [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 6523-49-5

Reference:
Patent; MEDICAL RESEARCH COUNCIL TECHNOLOGY; MCIVER, Edward, Giles; SMILJANIC, Ela; HARDING, Denise, Jamilla; HOUGH, Joanne; WO2010/106333; (2010); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 1455-77-2, 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. 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.

Included at room temperature3,5-diamino-1,2,4-triazole 15.0 g (0.151 mol)And dehydrated N,N-dimethylformamide 100mLAdd 28percent to the suspensionSodium methoxide methanol solution 29.2g (0.151mol)After making a uniform solution and stirring for 30 minutes,30.1 g (0.151 mol) of 3-chloropropyltrimethoxydecane was added.Stir at 77~80 ° C for 4 hours.After cooling the suspension reaction solution to 3 ° C,Filter out insoluble matter,And the solvent of the filtrate is distilled off under reduced pressure,Obtained 35.7 g (0.137 mol, brown viscous,Yield 90.5percent).

I am very proud of our efforts over the past few months and hope to 3,5-Diamino-1,2,4-triazole help many people in the next few years.

Reference:
Patent; SHIKOKU CHEMICALS CORPORATION; MURAI,, TAKAYUKI; TANIOKA, MIYA; IIDA, SHUSAKU; KATSUMURA, MASATO; YAMAJI, NORIAKI; IMAMINE, TAKAHITO; TSUJINO, MASAHIKO; HIRAO, HIROHIKO; (52 pag.)TW2018/41929; (2018); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference of 61-82-5, New discoveries in chemical research and development in 2021. We’ll be discussing some of the latest developments in chemical about CAS: 61-82-5, name is 1H-1,2,4-Triazol-5-amine, 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: To a mixture of dimedone (1 mmol), aldehyde (1 mmol), 2-aminobenzimidazole or 3-amino-1,2,4-triazole (1 mmol)and nano-SiO2 (15 mol %) in the acetonitrile (5 mL) was stirred for appropriate time (Table 2) at 25-30 C. After the completion of the reaction as indicated by TLC, dichloromethane (CH2Cl2) was added to the solidified mixture and the insoluble catalyst was separated by filtration. Evaporation of the solvent from the filtrate and recrystallization of the solid residue from hot ethanol afforded the pure products in high yields.

In the meantime we’ve collected together some recent articles in this area about 1H-1,2,4-Triazol-5-amine to whet your appetite. Happy reading!

Reference:
Article; Mousavi, Mir Rasul; Maghsoodlou, Malek Taher; Journal of the Iranian Chemical Society; vol. 12; 5; (2015); p. 743 – 749;,
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.

A mixture of Zn(NO3)2·6H2O (0.030 g, 0.1 mmol), H3btc (0.024 g, 0.1 mmol), Hdatrz (0.01 g, 0.10 mmol), NaHCO3 (0.025 g, 0.3 mmol) and H2O (10 mL) was placed in a 23 ml Teflon-lined stainless steel reactor under autogenous pressure at 160 °C for 60 h and then cooled to the room temperature slowly. Colorless prism crystals were obtained in 34percent yield based on Zn(NO3)26H2O. Anal. calcd. for C11H7N5O6Zn2 (436.00): C, 30.28; H, 1.61; N, 16.06percent. Found: C, 30.31; H, 1.58; N, 16.02percent. IR (KBr, cm?1) 3387(s), 3175(m), 1607(s), 1566(s), 1395(s), 1366(m), 1307(w), 1224(m), 1077(s), 853(w), 718(s), 688(m), 647(w).

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

Reference:
Article; Cui, Penglei; Li, Xiaohui; Journal of Molecular Structure; vol. 1081; (2015); p. 182 – 186;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products 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.

G. (2S,4S)-5-Biphenyl-4-yl-2-hydroxymethyl-4-[(3H-[1,2,3]triazole-4-carbonyl)-amino]-pentanoic acid 1-isopropoxycarbonyloxy-ethyl ester (R7=-CH(CH3)OCOO-CH(CH3)2) (2S,4S)-5-Biphenyl-4-yl-4-t-butoxycarbonylamino-2-hydroxymethyl-pentanoic acid (50 mg, 120 mumol, 1.0 eq.), DMA (1 mL), DIPEA (0.13 mL) and 1-chloroethyl isopropyl carbonate (83 mg, 0.5 mmol, 4.0 eq.) were combined. The reaction vessel was capped and microwaved at 80 C. for 2 hours. The mixture was dried under vacuum, dissolved in MeCN (2 mL), and combined with 4 M of HCl in dioxane (500 muL). The resulting mixture was stirred at room temperature for 30 minutes. The precipitate was filtered and discarded, and the filtrate containing the intermediate was concentrated down and submitted to the next step. 1,2,3-Triazole-4-carboxylic acid (14 mg, 120 mumol, 0.5 eq.) and HATU (48 mg, 120 mumol, 1.0 eq) were dissolved in DMF (1 mL) and the resulting solution was stirred for 5 minutes, followed by the addition of DIPEA (44 muL) and the intermediate from last step. The mixture was stirred for 5 minutes. The reaction was quenched with water and the product dried under vacuum. The product was then purified by preparative HPLC to yield the title compound (6 mg; purity 95%). MS m/z [M+H]+ calc’d for C27H32N4O7, 525.23. found 525.4.

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 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

Electric Literature 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.

Intermediate E: 2-(2H-l,2,3-triazol-2-yl)benzoic acid Int E Step 1 : 2-(2H-l,2,3-triazol-2-yl)benzoic acid (Int E) To a solution of 2-iodobenzoic acid (3.0 g, 12.1 mmol) in DMF was added 1,2,3-triazole (1.5 g, 21.7 mmol), Cs2C03 (7.1 g, 21.7 mmol), Cul (114 mg, 0.6 mmol), and trans-N,N’-dimethylcyclohexane- 1,2-diamine (310 mg, 2.2 mmol). After heating at 120 C for 10 min in a microwave reactor, the mixture was cooled to room temperature, diluted with EtOAc, and filtered through Celite. The filtrate was concentrated in vacuo and the crude residue was purified by silica gel chromatography (MeOH in DCM with 0.1% AcOH) to give Int E as the faster eluting isomer. 1H NMR (DMSO-d6, 500MHz) delta 13.05 (brs, 1 H), 8.12 (s, 2H), 7.81-7.52 (m, 4H).

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 1H-1,2,3-Triazole.

Reference:
Patent; MERCK SHARP & DOHME CORP.; KUDUK, Scott, D.; REGER, Thomas, S.; ROECKER, Anthony, J.; WO2015/95111; (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. 103755-58-4, name is (1-Phenyl-1H-1,2,3-triazol-4-yl)methanol belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. category: Triazoles

Step b: Preparation of l-phenyl-lH-l,2,3-triazole-4-carbaldehyde (9). To a solution of (1- phenyl-lH-l,2,3-triazol-4-yl)methanol, 7, (1.03 g, 5.87 mmol) in CH2Cl2 (50 mL) was added MnO2 (2.05g, 23.5 mmol). The reaction mixture was stirred for 3 days at room temperature. The reaction mixture was then filtered through Celite and the resulting filtrate was concentrated in vacuo. The crude material was purified by silica gel chromatography (0-5% methanol/dichloromethane) yielding 0.83g (82%) of 9: 1H NMR (400 MHz, CDCl3) delta 10.22 (s, IH), 8.51 (s, IH), 7.53, (d, J= 9.6 Hz, 2H), 7.58-7.49, (m, 3H).

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

Reference:
Patent; ALTIRIS THERAPEUTICS; WO2009/121063; (2009); A2;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference of 16681-65-5, 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. 16681-65-5, name is 1-Methyl-1H-1,2,3-triazole, molecular formula is C3H5N3, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.

intermediate 6: step a(1-methyl-1H-1,2,3-triazol-5-yl)(1-methyl-1H-imidazol-5-yl)methanolA solution of 1 -methyl- lH- l ,2,3-triazole (1 .47 g, 17.7 mmol, PCT Int. Appl. 2008098104) in 20 mL THF was cooled to -40 C in a dry-ice/acetonitrile bath. -Butyllithium (1.6 M in hexane, 10.2 mL, 16.3 mmol) was added dropwise via syringe and the mixture was stirred at -40 C for 30 minutes. A solution of 1 -methyl- 1 H-imidazole-5-carbaldehyde (1.50 g, 13.6 mmol) in 10 mL THF was then added and the mixture was stirred for 5 minutes, then was transferred to an ice/water bath. After 1 hour, the mixture was quenched by addition of saturated aqueous NPLCl, diluted with water, and extracted twice with EtOAc. The aqueous phase, which contained the title compound, was then concentrated. The residue wras purified by flash column chromatography (silica gel, gradient 3-10% MeOH-DCM) to afford the title compound as a light yellow foam.

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 1-Methyl-1H-1,2,3-triazole, hurry up and to see.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; 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.; LEONARD, Kristi, A.; WO2015/57203; (2015); 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. 288-88-0, name is 1H-1,2,4-Triazole belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 1H-1,2,4-Triazole

Intermediate 71; 1-Ethyl- IH-I, 2,4-triazole; A solution of DBU (220.2 g, 1.736 moles) in THF (200 ml) was added dropwise to a mechanically stirred suspension of 1, 2,4-triazole (100 g, 1.44 moles) and ethyl iodide (318 g, 2.026 moles) in dry THF (1 L) at 0 C, over a period of 3 hrs via addition funnel. The reaction mixture was allowed to warm to RT and stirred for overnight. The reaction mixture was filtered through celite and washed with THF (2x250ml). The combined filtrates were concentrated and the residue was distilled under reduced pressure to give the product as colorless liquid. (55gm) NMR (400 MHz, CDC13, delta): 1.51(t, 3H), 4.21 (q, 4H), 7.92 (s, IH), 8.05 (s, IH).

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 288-88-0

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; PEER MOHAMED, Shahul, Hameed; WATERSON, David; WO2010/67125; (2010); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference of 4922-98-9, New discoveries in chemical research and development in 2021. We’ll be discussing some of the latest developments in chemical about CAS: 4922-98-9, name is 5-Phenyl-1H-1,2,4-triazol-3-amine, 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.

(a) Ethyl 3-oxo-3-(pyridin-2-yl)propanoate (500 mg, 2.6 mmol) was taken in AcOH (50 mL) in a 250 mL round bottom flask under N2. To it was added 3-phenyl-1H-1,2,4-triazol-5-amine (497 mg, 3.1 mmol). The reaction mixture was heated at 115 °C for 12 h. The reaction mixture was then evaporated to dryness using toluene as an azeotropic solvent and triturated with diethyl ether. This was finally dried under high vacuum which afforded 66b as a deep brown solid (300 mg, 40percent). This was then used in the next step without any further purification. LCMS(ESI) m/z 288.02 [M-H+]; 57percent (purity).

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 5-Phenyl-1H-1,2,4-triazol-3-amine.

Reference:
Article; Zuniga, Edison S.; Korkegian, Aaron; Mullen, Steven; Hembre, Erik J.; Ornstein, Paul L.; Cortez, Guillermo; Biswas, Kallolmay; Kumar, Naresh; Cramer, Jeffrey; Masquelin, Thierry; Hipskind, Philip A.; Odingo, Joshua; Parish, Tanya; Bioorganic and Medicinal Chemistry; vol. 25; 15; (2017); p. 3922 – 3946;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics