Category: Triazoles

Electric Literature of 7411-23-6, 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. 7411-23-6, name is 3,5-Dibromo-1H-1,2,4-triazole, molecular formula is C2HBr2N3, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.

Step 1:To a suspension of NaH (60% in mineral oil, 194.0 mg, 4.8 mmol) in THF (20 mL) at 000 is added a solution of triazole A6a (1 .0 g, 4.4 mmol, Matrix) in THF (20 mL). The reaction mixture is allowed to warm to RT and is stirred for 30 mm. It is then cooled again to 0C and allyl bromide A9a (762.9 iL, 8.8 mmol, Aldrich) is added. The reaction mixture is stirred overnight at RT and diluted with EtOAc (50 mL). The organic layer is washed with water (25 mL) and brine (25 mL), dried over Mg504, and filtered. The filtrate is concentrated to give A9b which is used as is in subsequent steps.

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

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; FADER, Lee; BILODEAU, Francois; POIRIER, Maude; PARISIEN, Mathieu; KUHN, Cyrille; THIBEAULT, Carl; TRINH, Thao; WO2014/70978; (2014); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Application of 118863-62-0, New discoveries in chemical research and development in 2021. We’ll be discussing some of the latest developments in chemical about CAS: 118863-62-0, name is 3-(4-Bromophenyl)-1H-[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.

To a mixture of ethyl 4-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2-yi)-7-[4- (trifluoromethyl)phenyl]-2-naphthoate (50 mg, 0.106 mmol) from Example 3, Step 1, PdCl2CdPPf)-CH2Cl2 adduct (8.68 mg, 10.63 mumol), 3-(4-bromophenyl)-lH-l,2,4-triazole (35.7 mg, 0.159 mmol) under vacuum, was added DMF (2 mL) and 2 M potassium carbonate (0.159 ml, 0.319 mmol). The mixture was stirred under a nitrogen atmosphere at 90 0C for 3 h. The reaction was worked up by the addition of water, extracted with ethyl acetate, dried over Na2SO4, and evaporated. The residue was purified by Combiflash chromatography (0- 100%EtOAc/hexane) to afford the desired intermediate ester. The ester was dissolved in 2 mL of THF and ImL of MeOH and treated with 1 mL of 2 N KOH at rt for 3 h. The reaction was worked up by the addition of aqueous citric acid, extracted with ethyl acetate, dried over Na2SO4, and evaporated. The residue was purified by Combiflash chromatography (0-30% solvent A/DCM with solvent A being a mixture of concentrated ammonia and MeOH (1 :4)) to afford the desired 4-[4-(4H”-[l,2,4]triazol-3-yl)-phenyl]-7-(4-trifluoromethylphenyl)-2-naphthoic acid as a solid. MS: M+H(+ESI)= 460.0 and M-H(-ESI)= 458.0.

Future efforts will undeniably focus on the diversification of the new catalytic transformations. These may comprise an expansion of the substrate scope from aromatic and heteroaromatic compounds to other hydrocarbons. Keep reading other articles of 118863-62-0.

Reference:
Patent; MERCK FROSST CANADA LTD.; WO2009/70873; (2009); 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. 67545-00-0, name is 4-Amino-1-methyl-1,2,3-triazole belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. Product Details of 67545-00-0

In a microwave vial (35 mL) was added S-129 (0.78 g, 1.82 mmol), amine 11 (0.18 g, 1.82 mmol), Cs2CO3(1.18 g, 3.64 mmol.) and Dioxane (25 mL). The Argon was purged through septum and the reaction mixture was degassed for about 5 min. To this mixture was added Xantphos (103 mg, 0.2 mmol) followed by Pd2(dba)3(162 mg, 0.2 mmol) and purged with Argon again for 5 min. Vial was sealed with the septum and irradiated at 140 C for 3 h. After filtration, the obtained crude was chromatographed (Biotage, 25 g, eluent: DMC-EtOAc: 10-50%) to afford S-6-1 (390 mg, 44%).1H NMR (400 MHz, DMSO-d6): delta 9.61 (bs, 1H), 7.99 (d, J = 7.8 Hz, 1H), 7.46- 7.10 (m, 10H), 6.87 (d, J = 3.9 Hz, 1H), 5.39 (m, 1H), 4.02 (s, 3H), 3.35- 3.23 (m, 2H), 2.32 (s, 3H), 2.23 (m, 2H). FABMS (M+H) calculated for was 489.1815 found 489.1813. LCMS 99%, tR= 7.37 minutes.

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 4-Amino-1-methyl-1,2,3-triazole, in my other articles.

Reference:
Patent; SOUTHERN RESEARCH INSTITUTE; AUGELLI-SZAFRAN, Corinne, E.; SUTO, Mark; GALEMMO, Robert; MOUKHA-CHAFIQ, Omar; GUPTA, Vandana; ANANTHAN, Subramaniam; (254 pag.)WO2017/106771; (2017); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 13423-60-4, 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, 13423-60-4, name is 1-Phenyl-1H-1,2,4-triazole, molecular formula is C8H7N3, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.

EXAMPLE 111 1-phenyl-4-(tetradec-1-yl)triazolium bromide 0.300 g (0.002 mol) 1-phenyltriazole 1 and 1.500 g (0.006 mol) 1-bromotetradecane 2 were dissolved in a pressure tube in 7 ml THF. The reaction mixture was stirred 4 d at 110 C. THF was removed because of the parallel positive experiences of solvent-free synthesis and the mixture stirred for 4 h at 110 C. To the obtained solid 10 ml petroleum ether was added. The product is filtered off, washed with petroleum ether, and dried in high vacuum. M 422.53 C22H36N3Br Yield: 0.4632 g (59%) 1H-NMR DM-108 (300 MHz/DMSO): (ppm)=0.86 (t, 3H, 20-H); 1.25 (m, 24H, 9-19-H); 1.94 (q, 2H, 8-H); 4.32 (t, 2H, 7-H); 7.70 (m, 3H, 5/5’/6H); 7.96 (d, 2H, 4/4′-H); 9.50 (s, 1H, 1-H); 10.97 (s, 1H, 2-H) 13C-NMR DM-108 (75.475 MHz/DMSO):

Future efforts will undeniably focus on the diversification of the new catalytic transformations. These may comprise an expansion of the substrate scope from aromatic and heteroaromatic compounds to other hydrocarbons. Keep reading other articles of 13423-60-4.

Reference:
Patent; TECHNISCHE UNIVERSITAET DRESDEN; US2011/105761; (2011); 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. 27808-16-8, name is 4-Methyl-1H-1,2,3-triazole belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. 27808-16-8

N-Bromosuccinimide (5.89 g, 33.1 mmol) was added to a solution of 4-methyl-1H-1,2,3-triazole (2.50 g, 30.1 mmol) in chloroform (30 mL), and the reaction mixture was stirred for 16 hours at room temperature (15 C.). It was then diluted with dichloromethane (100 mL), washed with water (2×100 mL), dried over sodium sulfate, filtered, and concentrated in vacuo to provide the product as a white solid (4.9 g), which was used directly in the next step.

If you are hungry for even more, make sure to check my other article about 27808-16-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Pfizer Inc.; Galatsis, Paul; Henderson, Jaclyn Louise; Kormos, Bethany Lyn; Kurumbail, Ravi G.; Reese, Matthew Richard; Stepan, Antonia Friederike; Verhoest, Patrick Robert; Wager, Travis T.; Pettersson, Martin Youngjin; Garnsey, Michelle Renee; (150 pag.)US2017/73343; (2017); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

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.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. Computed Properties of C3H5N3

A mixture of 3-methyl-lH-l,2,4-triazole (15.0 g, 181 mmol), l,2-difluoro-4-nitrobenzene (28.7 g, 181 mmol), and sodium bicarbonate (15.2 g, 181 mmol) in DMSO (100 mL) was heated at 80 C for 48 h. The reaction mixture was allowed to cool to rt and was poured into water (800 mL). The aqueous mixture was extracted with EtOAc (3 x 200 mL). The combined organic extracts were sequentially washed with water (500 mL) and brine solution (100 mL). The organic layer was dried over sodium sulfate, filtered, and concentrated in vacuo. The crude reaction mixture was purified using silica gel chromatography (30-80% EtOAc/hexane, linear gradient) to afford two regioisomeric products. Pure fractions of the less polar regioisomer were combined and concentrated to afford l-(2-fluoro-4-nitrophenyl)-3-methyl-lH-l,2,4-triazole (7.2 g, 30.8 mmol, 17 % yield) as an off-white solid. Data for l-(2-fluoro-4-nitrophenyl)-3-methyl-lH-l,2,4- triazole [Bl]: LC-MS (M+H)+ = 223.1. XH NMR (500 MHz, CDC13) delta ppm 8.73 (d, J=2.7 Hz,l H), 8.15 – 8.26 (m, 3 H), 2.53 (s, 3 H). Pure fractions of the more polar regioisomer were combined and concentrated to afford l-(2-fluoro-4-nitrophenyl)-5- methyl-lH-l,2,4-triazole (6.23 g, 15 % yield) as an off-white solid. Data for l-(2-fluoro- 4-nitrophenyl)-5-methyl-lH-l,2,4-triazole [CI]: LC-MS (M+H)+ = 223.1. ‘H NMR (500 MHz, CDC13) delta ppm 8.18 – 8.24 (m, 2 H), 8.04 (s, 1 H), 7.69 – 7.78 (m, 1 H), 2.47- 2.53 (m, 3 H).

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

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; BOY, Kenneth M.; GUERNON, Jason M.; MACOR, John E.; THOMPSON III, Lorin A.; WU, Yong-Jin; ZHANG, Yunhui; WO2012/9309; (2012); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 23579-79-5, 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. 23579-79-5, name is 3,5-Dibromo-1-methyl-1H-1,2,4-triazole, molecular formula is C3H3Br2N3, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.

To a stirred solution of 4-chloro-1-tetrahydropyran-2-yl-indazol-5-amine (14.47 g, 57.50 mmol) and 3,5-dibromo-1-methyl-1H-1,2,4-triazole (13.85 g, 57.50 mmol) in dry THF (150 mL) at -20 C under N2 was added sodium bis(trimethylsilyl)amide solution (1.0 M in THF) (57.50 mL, 57.50 mmol) and the mixture stirred at 0 C for 20 min. Further sodium bis(trimethylsilyl)amide solution (1.0M in THF, 28.75 mL) was added and the reaction was stirred for 20 min. The mixture was quenched with sat. aq. NH4Cl (150 mL) and extracted with EtOAc (250 mL). The layers were separated, and the aqueous layer extracted with further EtOAc (2 x 100 mL). The combined organics were dried over MgSO4. and concentrated in vacuo. The solid residue was triturated with diethyl ether and filtered, washed with further diethyl ether to give N-(5-bromo-2-methyl-1,2,4-triazol-3-yl)-4-chloro-1-tetrahydropyran-2-yl-indazol-5-amine (19.75 g, 47.97 mmol, 83% yield) as a white solid. UPLC-MS (ES+, Method A): 2.79 min, m/z 413.0 [M+H]+.1H NMR (400 MHz, DMSO-d6) delta 8.86 (s, 1H), 8.15 (d, J = 0.8 Hz, 1H), 7.74 (dd, J = 8.9, 0.9 Hz, 1H), 7.51 (d, J = 8.9 Hz, 1H), 5.88 (dd, J = 9.5, 2.4 Hz, 1H), 3.94-3.86 (m, 1H), 3.79-3.73 (m, 1H), 3.71 (s, 3H), 2.46-2.33 (m, 1H), 2.11-1.95 (m, 2H), 1.83-1.54 (m, 3H).

This is the end of this tutorial post, and I hope it has helped your research about 23579-79-5!

Reference:
Patent; REDX PHARMA PLC; JONES, Clifford, D.; BUNYARD, Peter; PITT, Gary; BYRNE, Liam; PESNOT, Thomas; GUISOT, Nicolas, E.S.; (318 pag.)WO2019/145729; (2019); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 7411-23-6, 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. 7411-23-6, name is 3,5-Dibromo-1H-1,2,4-triazole, molecular formula is C2HBr2N3, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.

Step 1:A solution of triazole A6a (5.0 g, 22.0 mmol, Matrix) in DMF (100 mL) at RT is treated with potassium carbonate (7.6 g, 55.1 mmol) and potassium iodide (365.9 mg, 2.2 mmol) before the addition of benzyl 3-bromopropyl ether A8a (4.3 mL, 24.2 mmol, Aldrich). The resulting mixture is heated to 75C overnight, allowed to cool to RT, and then EtOAc (400 ml) is added. The organic layer is washed with brine, water then again with brine and dried over Mg504. Solvent evaporation affords the crude product that is purified using the CombiFlash (20% EtOAc/hexanes) to afford A8b.

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

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; FADER, Lee; BILODEAU, Francois; POIRIER, Maude; PARISIEN, Mathieu; KUHN, Cyrille; THIBEAULT, Carl; TRINH, Thao; WO2014/70978; (2014); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 13423-60-4, 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, 13423-60-4, name is 1-Phenyl-1H-1,2,4-triazole, molecular formula is C8H7N3, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.

EXAMPLE 114 1-phenyl-4-(pent-1-yl)triazolium bromide 0.150 g (0.001 mol) 1-phenyltriazole 1 (actually, 0.3 g, there were still 2 eq. DMF contained in the educt) and 0.74 ml (0.906 g, 0.006 mol) 1-bromoheptane 2 are combined in a pressure tube. The reaction mixture is stirred 12 h at 110 C. The reaction mixture is cooled down and the same volume petroleum ether is added. The precipitated solid is filtered off, washed with petroleum ether, and dried in HV. M 296.21 C13H18N3Br Yield: 0.236 g (80%) 1H-NMR DM-170 (300 MHz/DMSO):

Future efforts will undeniably focus on the diversification of the new catalytic transformations. These may comprise an expansion of the substrate scope from aromatic and heteroaromatic compounds to other hydrocarbons. Keep reading other articles of 13423-60-4.

Reference:
Patent; TECHNISCHE UNIVERSITAET DRESDEN; US2011/105761; (2011); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference of 27996-86-7, 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, 27996-86-7, name is 4-[1,2,4]Triazol-1-yl-benzaldehyde, molecular formula is C9H7N3O, 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 azolyl ketone (1a/1b) (1 mmol) and aryloxy benzaldehyde (2a-f) (1 mmol) were dissolved in 10% NaOH-EtOH (5 mL), it was stirred at room temperature for 9-10 h. After completion, 5 mL water was added to the reaction mixture. The separated solid compound was filtered and washed with water. It was purified by crystallization with methanol/chloroform or basic alumina column chromatography to give the desired compounds (3-13).The compounds (16-31) were prepared by the reaction of their corresponding aldehyde and ketone partners.

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 4-[1,2,4]Triazol-1-yl-benzaldehyde.

Reference:
Article; Marrapu, Vijay K.; Chaturvedi, Vinita; Singh, Shubhra; Singh, Shyam; Sinha, Sudhir; Bhandari, Kalpana; European Journal of Medicinal Chemistry; vol. 46; 9; (2011); p. 4302 – 4310;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics