Triazoles

Application of 16681-65-5, 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, 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 84 (4-chloro-2-methoxy-3-(4-(trifluoromethyl)benzyl)quinolin-6-yl)(2,6-dimethylpyridin-3-yl)(1-methyl-1H-1,2,3-triazol-5-yl)methanol To a flask containing 1 -methyl- lH-l ,2,3-triazole (275 mg, 3.31 mmol, prepared according to PCX Int. Appl., 2008098104) was added THF (35 mL) and the colorless solution was cooled to – 50 C. Then, kappa-butyllithium (2.5 M in hexanes, 1 ,2 mL, 3.0 mmol) was added dropwise which afforded a dark reddish-brown viscous solution. The mixture was stirred between -20 to -10 C for 30 minutes, then a homogeneous THF solution of (4-chloro-2-methoxy-3-(4- (irifluQromethyl)benzy)quinoh (700 nig, 1.44 mmol in 4 mL THF, Intermediate 12: step f) was introduced at 0 C. The reaction mixture became a dark brown color and was allowed to warm gradually to room temperature. The mixture was stirred for 60 minutes at, room, temperature then quenched with aqueous NH4CI solution. The aqueous portion was extracted with EtOAc, 3 x 50 mL. The combined organics were washed with brine, dried over MgS04, filtered and concentrated to provide a brown oil. Chromatography on silica gel (1% MeOH-DCM increasing to 5% MeOH-DCM) provided the title compound as a light brown solid. Racemic (4~chloro-2-methoxy-3-(4~(trifluorometliyl)benzyl)quinohyl)rnethanol was separated into its individual enantiomers using the following conditions: Chiralcel OD, 20 uM (Diacel) using ethanol with 242 nM detection to give the first eluting enantiomer as Intermediate 84b and the second eluting enantiomer as Intermediate 84c.

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 1-Methyl-1H-1,2,3-triazole is helpful to your research.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; LEONARD, Kristi A.; 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.; JONES, William Moore; GOLDBERG, Steven; WO2015/57205; (2015); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 151899-62-6, 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. 151899-62-6, name is 3-Iodo-1-trityl-1H-1,2,4-triazole, molecular formula is C21H16IN3, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.

3-iodo-1-trityl -1H-1,2,4- triazole (300 mg),3-cyanophenyl boronic acid (101 mg), tetrakis triphenylphosphine palladium (79 mg), ethanol 2M aqueous sodium carbonate (1.5 mL) (1.0 mL) – toluene (1.5 mL) mixed solution of the mixture was stirred for 4 hours at 100 C. After cooling to room temperature, and separated the two layers.The aqueous layer was extracted with ethyl acetate, it was concentrated under reduced pressure and the organic layers were washed with. The residue was purified by column chromatography (silica gel cartridge, hexane: ethyl acetate = 88: 12-50: 50) to give the title compound (227 mg) as a colorless solid.

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 3-Iodo-1-trityl-1H-1,2,4-triazole, hurry up and to see.

Reference:
Patent; TAISHO PHARMACEUTICAL COMPANY LIMITED; KONISHI, KAZUHIDE; KANUMA, KOSUKE; NAKAMURA, TOSHIO; AMADA, HIDEAKI; YAMAMOTO, SHUJI; KASHIWA, SHUHEI; MASUDA, SEIJI; OKADA, KUMIKO; KAWAMOTO, HIROSHI; (74 pag.)JP2015/78127; (2015); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 1455-77-2, New Advances in Chemical Research 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. 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.

General procedure: An equimolar solution of 3,5-diamino-1,2,4-triazole (0.99 g, 0.01 mol) and 2-hydroxynaphthaldehyde (1.72 g, 0.01 mol) in dry methanol (50 mL) was refluxed for 3 h, a precipitated product was formed during refluxing. It was then cooled to room temperature, filtered, washed with methanol (35 mL), then with diethyl ether (2 × 5 mL) and dried under vacuum. Recrystallization in a mixture of methanol:dioxane (1:4) gave TLC pure product (L1) in 83percent yield. The same method was applied for the preparation of all other ligands (L2)?(L5).

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 3,5-Diamino-1,2,4-triazole.

Reference:
Article; Sumrra, Sajjad H.; Chohan, Zahid H.; Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy; vol. 98; (2012); p. 53 – 61;,
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. 930-33-6, name is 1H-1,2,4-Triazol-3(2H)-one belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. 930-33-6

509 g (28.28 mol) of water are added to a solution of the obtained OTA (in 98% sulfuric acid) with stirring and then 213 g (3.38 mol) of concentrated nitric acid (98% by weight commercial nitric acid) are added.After the introduction of nitric acid, the medium was brought to 65 DEG C and stirred at this temperature for 2 hoursSamples are taken to monitor the progress of the nitration (when the temperature of the reaction medium reaches 65 ). The sample is analyzed after external calibration (using commercial ONTA). The results are shown in Fig. Can be obtained at a very high yield.The following procedure was carried out for the recovery of the prepared ONTA.The reaction medium is cooled to 10 C (at the expiry of 2 hours). Subsequently, an amount of 293 g (16.28 mol) of water is added while maintaining the temperature at 10 . The crystallized ONTA is then filtered off and then pull-dried on a Buchner filter.The weight of the recovered wetted ONTA is 403 g.HPLC analysis (of the recovered ONTA) shows that after external calibration (by commercial ONTA), a yield of 96% of the wet product (for the starting ATA) can be achieved.

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-1,2,4-Triazol-3(2H)-one ,and how the biochemistry of the body works.

Reference:
Patent; Hercules; Yurenko; Herve, Gregoire; Jacob, Gi; Kanyong, Gi; Busay, Jang Marque; (13 pag.)KR2016/28405; (2016); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 27996-86-7, 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. 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: To a glass vessel suitable for sealing with Teflon cap (for microwave vials) were added 1-(chloromethyl)-4,5-dimethoxy-2-nitrobenzene (1 equiv.) [34] and benzaldehyde derivative (3 equiv.) The vessel was capped and then evacuated and backfilled with N2 (thrice-repeated process). Anhydrous DMF (3.5mL/mmol) was introduced and the solution was vigorously stirred for 20minat-20C. TDAE (1.06 equiv.) was added slowly and the mixture was stirred for one hour. Then, the reaction was stirred at room temperature overnight. After LC-MS analysis clearly showed that the chloride had been totally consumed, the reaction was hydrolyzed with water. The mixture was then extracted with ethyl acetate. The combined organic layers were washed with water and brine, dried over Na2SO4, filtered off, and concentrated under reduced pressure to afford the corresponding crude product.

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-[1,2,4]Triazol-1-yl-benzaldehyde is helpful to your research.

Reference:
Article; Da Costa, Laurene; Scheers, Els; Coluccia, Antonio; Rosetti, Alessia; Roche, Manon; Neyts, Johan; Terme, Thierry; Cirilli, Roberto; Mirabelli, Carmen; Silvestri, Romano; Vanelle, Patrice; European Journal of Medicinal Chemistry; vol. 140; (2017); p. 528 – 541;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 16681-70-2, 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. 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.

To a mixture of (E)-3-(4-chloro-2-((5-methyl-2 H-tetrazol-2-yl)methyl)phenyl)- 1 -(4-(pi peridi n-4- yl)piperazin-i-yl)prop-2-en-i-one, dihydrochloride salt (Example 149, step 2)(130 mg, 0.259 mmol), DIPEA (0.316 ml, 1.810 mmol) and 1H-i ,2,3-triazole-4-carboxylic acid (38.0 mg, 0.336 mmol) in DMF (1.5 ml) was added T3P, 50% solution in EtOAc (0.302 ml, 0.517mmol). The resultant mixture was stirred at room temperature over the weekend. Water (0.5 ml) was added and the solvent removed in vacuo. The residue was purified by reverse phase preparative HPLC to afford the title compound as the trifluoroacetate salt;LC-MS: Rt 0.87 mins; MS mlz 525.3 (M+H)+; Method 2minLowpHvo2

In the meantime we’ve collected together some recent articles in this area about 1H-[1,2,3]Triazole-4-carboxylic acid to whet your appetite. Happy reading!

Reference:
Patent; NOVARTIS AG; BEATTIE, David; BAETTIG, Urs; LEGRAND, Darren Mark; LISTER, Andrew Stuart; MCKENNA, Jeffrey; PEARCE, David William; SANDHAM, David Andrew; STEWARD, Oliver Ross; THOMSON, Christopher; WO2015/8230; (2015); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Application of 288-36-8, New discoveries in chemical research and development in 2021. We’ll be discussing some of the latest developments in chemical about CAS: 288-36-8, name is 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.

EXAMPLE 1-C; 2-C2H-1.2.3-triazol-2-ylV5-methylbenzoic acid (1-5); A solution of 2-iodo-5-methylbenzoic acid (1-13, 4.0 g, 15.3 mmol) in DMF (10 mL) was treated with 1,2,3-triazole (2.1 g, 30.5 mmol), CsCO3 (9.95 g, 30.5 mmol), CuI (0.145 g, 0.76 mmol) and trans-N,N’-dimethylcyclohexane-l,2-diamine (0.43 g, 3.05 mmol). The mixture was heated at 120 0C for 10 min in a microwave reactor. The reaction was cooled to room temperature, diluted with water, and washed with EtOAc. The aqueous phase was acidified with IN HCl and extracted with EtOAc. The organic layer was dried over Na2SO4, filtered and concentrated. The residue was purified by gradient elution on SiO2 (0 to 10% MeOH in water with 0.1% AcOH) to give the faster eluting 2-(2H-l,2,3-triazol-2-yl)-5-methylbenzoic acid U5_, followed by the undesired regioisomer isomer, l-(2H-l,2,3-triazol-2-yl)-5-methylbenzoic acid (IzIA)- Data for M: 1HNMR (500 MHz, DMSO-d6) d 12.98 (br s , IH), 8.04 (s, 2H), 7.72-7.45 (m, 3H), 2.41 (s, 3H) ppm.

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 & CO., INC.; WO2009/58238; (2009); 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. 7411-23-6, name is 3,5-Dibromo-1H-1,2,4-triazole belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. 7411-23-6

1-(2-chloroethyl)piperidine hydrochloride (243 mg, 1.32 mmol), 3,5-dibromo-1H-1,2,4-triazole (250 mg, 1.1 mmol) and potassium carbonate (640 mg, 4.6 mmol) were added to DMF (5 mL) in a 25 mL round bottom flask. The reaction was then stirred for 18 h at 50 C under nitrogen. The solvent was removed in vacuo, water was added, and the product extracted with DCM (3 times). The organic phase was dried over a phase separator and the solvent removed in vacuo. The product was purified by silica column chromatography eluting with 0-10% MeOH in DCM to give [1-[2-(3,5-dibromo-1,2,4-triazol-1-yl)ethyl]piperidine (224 mg, 0.66 mmol, 60% yield)] as a yellow oil. UPLC-MS (ES+, Method A), 0.87 min, m/z 339.0 [M+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 3,5-Dibromo-1H-1,2,4-triazole ,and how the biochemistry of the body works.

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

Electric Literature of 4928-88-5, 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. 4928-88-5, name is Methyl 1H-1,2,4-triazole-3-carboxylate, molecular formula is C4H5N3O2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.

EXAMPLE 2 Preparation of methyl 1-(2,3,5-tri-O-Acetyl-beta-L-ribofuranosyl)-1,2,4-triazole-3-carboxylate Using a Mixture of beta/alpha-1,2,3,5-Tetra-O-acetyl-L-ribofuranose A 2 L flask was charged with 80.5 g of triazolemethylester, the above dichloromethane solution of beta/alpha-1,2,3,5-Tetra-O-acetyl-L-ribofuranose, and 37 g of acetic anhydride at ambient temperature.The mixture was distilled at atmospheric pressure (bath temperature, 90° C.).When the pot temperature reached 85° C. and the distillation became very slow, vacuum was applied (up to 30 mbar) and the distillation was continued for 40 minutes at 90° C. (bath temperature) and then for another 40 minutes at 120° C. (bath temperature, the pot temperature reached 117° C.).The vacuum was released and 843 mg of triflic acid was slowly added.After the addition the vacuum was restored and the mixture was stirred at 115+-5° C. (pot temperature) for 4 h.Upon the completion of the reaction the mixture was cooled to 70° C. and to it was added 750 ML of 2B alcohol (ethyl alcohol).When a homogeneous solution was formed the mixture was cooled to 50° C. and held until heavy precipitation formed (seeding might be necessary).The mixture was then slowly cooled to -5° C. (bath temperature) in 2 h and held for at least 2 h.The solid was filtered, washed with 100 ML of cold 2B Alcohol (ethyl alcohol), and dried under vacuum at 50° C. for 17 h to give 192.7 g (75.1percent yield from L-ribose) of methyl 1-(2,3,5-tri-O-acetyl-beta-L-ribofuranosyl)-1,2,4-triazole-3-carboxylate as an off-white solid.

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

Reference:
Patent; Dong, Zhiming; Zhang, Pingsheng; US2004/34213; (2004); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Application of 23579-79-5, 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. 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.

In a 50 mL pressure vial, 3,5-dibromo-1-methyl-1H-1,2,4-triazole (Int-41, 1.42 g, 5.89 mmol) was dissolved in DMF (12 mL) and potassium carbonate (1.36 mg, 9.82 mmol), followed by 3- chloro-5-methylphenol (700 mg, 4.91 mmol) were added. The vial was sealed, the reaction mixture was stirred for 15 h at 100 C. After cooling, it was concentrated in vacuo, the residue was purified by column chromatography (silica gel, 70 g, eluting with ethyl acetate / n-heptane, gradient 0: 100 to 25:75 v/v) to yield the title compound as white solid (1.37 g, 92%). 1H NMR (CDC13, 300 MHz): delta 2.37 (s, 3 H), 3.77 (s, 3 H), 6.99-7.02 (m, 1 H), 7.06-7.08 (m, 1 H), 7.11- 7.14 (m, 1 H). MS (ES+) m/z 302.0, 304.0, 306.0 [M+H, Br & CI isotopes] .

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 3,5-Dibromo-1-methyl-1H-1,2,4-triazole.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; BARTELS, Bjoern; BERCHTOLD, Stefan; GALLEY, Guido; GOERGLER, Annick; JAKOB-ROETNE, Roland; KRUMMENACHER, Daniela; LIMBERG, Anja; NEIDHART, Werner; RATNI, Hasane; REUTLINGER, Michael; RODRIGUEZ SARMIENTO, Rosa Maria; SCHNIDER, Christian; (309 pag.)WO2018/87018; (2018); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics