Month: June 2021

Electric Literature of 7170-01-6, 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, 7170-01-6, name is 3-Methyl-1H-1,2,4-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.

EXAMPLE 8 In a sealed tube dicarbonyl intermediate 10 (50 mg, 0.13 mmol), 3-methyl-1,2,4-triazole (52 mg, 0.75 mmol) and copper powder (16 mg, 0.25 mmol) were combined and heated at 140 C. with microwaves for 1 h. The reaction was diluted with MeOH (3 mL), filtered through celite and the filtrate was purified by preparative HPLC to yield 16 (3 mg, 0.007 mmol, 5%) as a yellow solid. 1H NMR: (500 MHz, CD3OD) delta 8.97 (s, 1H), 8.61 (s, 1H), 8.28 (s, 1H), 8.27 (s, 1H), 7.52-7.40 (m, 5H), 4.02-3.44 (m, 8H); LC/MS: (ES+) m/z (M+H)+=431; HPLC Rt=0.82 min., column G, conditions B.

This is the end of this tutorial post, and I hope it has helped your research about 7170-01-6!

Reference:
Patent; Bender, John A.; Yang, Zhong; Kadow, John F.; Meanwell, Nicholas A.; US2005/124623; (2005); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 88671-89-0, 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. 88671-89-0, name is 2-((1H-1,2,4-Triazol-1-yl)methyl)-2-(4-chlorophenyl)hexanenitrile, molecular formula is C6H10N2O2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.

EXAMPLE B-2 (Procedure B) 2-(4-chlorophenyl)-2-[(1,2,4-triazol-1-yl)methyl]hexanamide To a 500 mL flask was charged 75.0 g (0.24 mole) of alpha-n-butyl-alpha(4-chlorophenyl)-1H-1,2,4-triazole-1-propanenitrile followed by 300 mL of 95% sulfuric acid. The mixture was stirred at 90 C. for 7 days after which the mixture was cooled to room temperature, diluted with ice and neutralized with ammonium hydroxide until basic (pH 8). The product was extracted with ethylene dichloride then washed with water and dried over magnesium sulfate. The solvent was concentrated and gave 45 g (56.5% yield) of a solid melting point 197-199 C.

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 2-((1H-1,2,4-Triazol-1-yl)methyl)-2-(4-chlorophenyl)hexanenitrile.

Reference:
Patent; Rohm and Haas Company; US5358939; (1994); A;,
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. 1001401-62-2, name is 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. Quality Control of 2-(2H-1,2,3-Triazol-2-yl)benzoic acid

To a solution of 2-(2H-1,2,3-triazol-2-yl)benzoic acid (500 mg, 2.65 mmol) in DMF (8 mL) was added HATU (1.51 g, 3.98 mmol) and DIEA (1.03 mg, 7.95 mmol). The resulting mixture was stirred at RT for 30 mins, and then tert-butyl hexahydropyrrolo[3,4-cjpyrrole- 2(1H)-carboxylate (562 mg, 2.65 mmol) was added. The resulting mixture was stirred at RT for2 h. The reaction mixture was filtered and the filtrate was concentrated in vacuo. The residue was purified by silica gel column chromatography (10% – 50% EtOAc in petroleum ether) to give the title compound as a oil. LRMS m/z (M+H) 384.2 found, 384.2 required.

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 2-(2H-1,2,3-Triazol-2-yl)benzoic acid help many people in the next few years.

Reference:
Patent; MERCK SHARP & DOHME CORP.; KUDUK, Scott, D.; LIVERTON, Nigel; REGER, Thomas, S.; SKUDLAREK, Jason, W.; (50 pag.)WO2016/100162; (2016); A2;,
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. 138624-97-2, name is 1-Benzyl-1H-1,2,4-triazole-3-carboxylic acid belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 1-Benzyl-1H-1,2,4-triazole-3-carboxylic acid

To a screw cap vial 6-amino-4-methyl-2-(trifluoromethyl)-7,8-dihydro-4H-pyrazolo[1,5-a][1,3]diazepin-5(6H)-one (74mg, 0.298 mmol), l-[bis(dimethylamino)methylene]-1H-1,2,3-triazolo[4,5-b]pyridinium 3-oxid hexafluorophosphate (158 mg, 0.417 mmol), 1-benzyl-1H-1,2,4-triazole-3-carboxylic acid (76mg, 0.358 mmol) was added and dissolved in N,N-dimethylformamide (5 mL). To the reaction mixture was added trimethyl amine (0.166 mL, 1.19 mmol), the vial was capped and stirred at RT for 16 h. The mixture was concentrated to dryness in vacuo and the residue was purified by RP-HPLC affording 1-benzyl-N-(4-methyl-5-oxo-2-(trifluoromethyl)-5,6,7,8-tetrahydro-4H-pyrazolo[1,5-a][1,3]diazepin-6-yl)-1H-1,2,4-triazole-3-carboxamide (77mg, 59% yield): 1H NMR (400 MHz, DMSO-d6) delta 8.82 (s, 1H), 8.63 (d, J = 7.6 Hz, 1H), 7.49 – 7.19 (m, 5H), 6.93 (s, 1H), 5.49 (s, 2H), 4.51 – 4.42 (m, 1H), 4.39 – 4.27 (m, 2H), 3.27 (s, 3H), 2.72 – 2.59 (m, 1H), 2.48 – 2.42 (m, 1H). LC-MS RT = 4.34 min, m/z = 434.1 (M+H) +. LCMS (2 to 98% acetonitrile in water + 0.1% formic acid over 10 mins) retention time 4.34 min, ESI+ found [M+H] = 434.1.

If you are hungry for even more, make sure to check my other article about 138624-97-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GENENTECH, INC.; F. HOFFMANN-LA ROCHE AG; PATEL, Snahel; HAMILTON, Gregory; STIVALA, Craig; CHEN, Huifen; ZHAO, Guiling; (1236 pag.)WO2017/4500; (2017); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Research speed reading in 2021. We’ll be discussing some of the latest developments in chemical about CAS: 423165-07-5, name is exo-3-(3-Isopropyl-5-methyl-4H-1,2,4-triazol-4-yl)-8-azabicyclo[3.2.1]octane belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. 423165-07-5

General procedure: To an aqueous solution of active hydrogen containing amide, few drops of aqueous ammonia solution (1 eq.) and secondary amine (1 eq.) were added in drops in an ice-cold solution under constant stirring for dissolution. Aromatic aldehydes dissolved in methanol, added dropwise to the above mixture and stirring was continued for 2 h. The formation of compounds were observed within 30 min. Reaction was monitored by TLC, after completion of reaction, the product was filtered and washed with distilled water and dried at 45-50 C.

In conclusion, we affirm that quantitative kinetic descriptions of catalytic behavior continue to serve as an indispensable tool to navigate research efforts intended to model. Read on for other articles about 423165-07-5.

Reference:
Article; Viveka, T. Lakshmi; Sharada, L. Nalanda; Asian Journal of Chemistry; vol. 30; 9; (2018); p. 2029 – 2034;,
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

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

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

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

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