Category: Triazoles

Research speed reading in 2021. The prevalence of solvent effects in heterogeneous catalysis in condensed media has motivated developing quantitative kinetic. 1338226-21-3, name is 3-(Chloromethyl)-4-methyl-1H-1,2,4-triazol-5(4H)-one belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. name: 3-(Chloromethyl)-4-methyl-1H-1,2,4-triazol-5(4H)-one

To 5-tert-butyl-2-chloro-4-hydroxy-benzonitrile (2.29 g, 10.9 mmol) in N-methyl-pyrrolidinone(55 mL) was added NaH (568 mg, 14.2 mmol). The mixture was stirred at room temperature for30 mi 3-(Chloromethyl)-4-methyl-1H-1,2,4-triazol-5(4H)-one (1.93 g, 13.11 mmol) wasdissolved in N-methyl-pyrrolidinone (20 mL) and added dropwise via addition funnel over 30 mm. Upon complete addition, water (160 mL) was slowly added to the reaction. After stirring until cooled to room temperature, the reaction was filtered and solids dried to give 3.15 g of the title compound as a white solid (90% yield). MS (mlz): 321.5 [M+H].

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 1338226-21-3.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; HERT, Jerome; HUNZIKER, Daniel; KUEHNE, Holger; LUEBBERS, Thomas; MARTIN, Rainer E.; MATTEI, Patrizio; NEIDHART, Werner; RICHTER, Hans; RUDOLPH, Markus; PINARD, Emmanuel; (450 pag.)WO2017/37146; (2017); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 7411-23-6, New Advances in Chemical Research in 2021. Redox catalysis has been broadly utilized in electrochemical synthesis due to its kinetic advantages over direct electrolysis. 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.

EXAMPLE 1Preparation of 2-(3,5-dibromo-1H-1,2,4-triazol-1-yl)-1-(2,4-difluorophenyl)ethan-1-oneFirst, 43.7 g of 3,5-dibromo-1H-1,2,4-triazole is introduced into 200 mL of tetrahydrofuran (THF), the resultant mixture is agitated, and 40.4 g of 2-chloro-2,4-difluoroacetophenone is further introduced thereto. Next, 36.3 g of potassium carbonate is introduced to the reaction mixture and the resultant mixture is agitated for 7 hours at room temperature. After the completion of the reaction, the reaction mixture is filtered, washed with 100 mL of tetrahydrofuran (THF), and concentrated at room temperature. Then, 437 mL of purified water is introduced so that the crystals are slurried, followed by filtering. The filtered crystals are reslurried in 175 mL of isopropanol and filtered again. The crystals are washed with 44 mL of isopropanol and dried with hot air at 50 C. to obtain 63.8 g of the title compound as a white solid (yield 87%, purity 99.2%, HPLC, detected at a wavelength of 256 nm, 18C 4.6×250 mm, mobile phase 60% ACN, flow rate 1 mL/min).1H-NMR (200 MHz, CDCl3) delta (ppm): 8.118.03(1H), 7.11-6.96(2H), 5.51(2H).

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-1H-1,2,4-triazole.

Reference:
Patent; Dongkook Pharmaceutical Co., Ltd.; US2013/5973; (2013); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Application of 4928-87-4, 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. 4928-87-4, name is 1,2,4-Triazole-3-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.

Compound 1 was prepared using the branched tube method [11]: 1H-1,2,4-triazole-3-carboxylic acid (0.117 g, 1 mmol), potassium iodide (0.166 g, 1 mmol) and lead(II) nitrate (0.331 g, 1 mmol) were placed in the arm to be heated. Water was carefully added to fill both arms, and then the arm to be heated was placed in a bath at 60 C. After 10 days, yellow crystals were deposited in the cooler arm which were filtered off, washed with water and air dried. (0.28 g, yield 63%), m.p. > 300 C. Anal. Calc. for C3H2IN3O2Pb: C, 8.07; H, 0.45; N, 9.41. Found: C, 8.15; H, 0.43; N, 9.63%. IR (cm-1) selected bands: 810(m), 981(m), 1280(m), 1453(vs), 1622(vs), 3102(br) and 3444(br).

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

Reference:
Article; Safarifard, Vahid; Morsali, Ali; Inorganica Chimica Acta; vol. 398; (2013); p. 151 – 157;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 6523-49-5, New discoveries in chemical research and development in 2021. We’ll be discussing some of the latest developments in chemical about CAS: 6523-49-5, name is 4-(1,2,4-Triazol-1-yl)aniline, 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.

4-Chloro-6-iodoquinazoline (WO9609294 Al , 150 mg) was treated with 4- triazolyl aniline (28 mg, 1 eq) in MeCN and refluxed for 6 h. Cooled overnight and filtered to give the title compound (70 mg).1R NMR delta 11.75 (IH, br s), 9.4 (2H, s), 9.04 (IH, s), 8.43 (IH, d, J 8.85Hz),8.34 (IH, s), 8.0(4H, m), 7.82 (IH, d, J 8.85Hz); LC-MS rt 2.32 m/z 415 ES+.

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)aniline is helpful to your research.

Reference:
Patent; ARROW THERAPEUTICS LIMITED; WO2007/80401; (2007); 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. 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. Formula: C3H6N4

A solution of (2S,3S)-2-(fluoromethyl)-7-(methylcarbamoyl)-3-phenyl-2,3-d ihydrobenzofuran5-carboxylic acid (80 mg, 0.24 minol) and HATU (111 mg, 0.292 minol) in DMSO (0.85 mL) was treated at rt with DIPEA (0.127 mL, 0.729 minol) and the reaction minxture was stirred at this temperature for 5 min then was treated with 1-methyl-1H-1,2,3-triazol-4-amine (23.8 mg, 0.243minol). The resulting minxture was stirred for 1 h at rt. Further HATU (111 mg, 0.292 minol) and DIPEA (0.127 mL, 0.729 minol) were then added and the reaction minxture left to stir at rt for 5 min before being treated with 1-methyl-1H-1,2,3-triazol-4-amine (23.8 mg, 0.243 minol). The reaction minxture was then stirred for 1 h at rt then was left to stand over the weekend. It was then purified by MDAP (method high pH) to give (2S,3S)-2-(fluoromethyl)-N7-methyl-N5-(1-methyl- 1H- 1,2,3-triazol-4-yl)-3-phenyl-2,3-dihydrobenzofuran-5,7-dicarboxaminde (69.5 mg, 70%) as a yellow solid. LCMS (method forminc): Retention time 0.89 min [M+H] = 410

If you are hungry for even more, make sure to check my other article about 67545-00-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; ATKINSON, Stephen, John; DEMONT, Emmanuel, Hubert; HARRISON, Lee, Andrew; PRESTON, Alexander, G.; SEAL, Jonathan, Thomas; WALL, Ian, David; WATSON, Robert, J.; WOOLVEN, James, Michael; (214 pag.)WO2017/174620; (2017); 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. 584-13-4, name is 4H-1,2,4-Triazol-4-amine belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. 584-13-4

The synthetic pathways for the preparation of target compounds 1-9 and 24-41 are depicted in FIG. 2. We synthesized compounds 1-9 using a straightforward strategy, which involved the Grignard reactions of 2,4-difluoro-alpha-(1H-1,2,4-triazolyl)acetophenone with different alkyl magnesium bromide in the presence of magnesium bromide ethyl etherate. Compounds 24-41 were prepared in three steps. 4-Amino-1,2,4-triazole was reacted with various 2-haloacetophenone in refluxing isopropanol to give 10-16 in excellent yields (88-96%). Compounds 10-16 were conveniently deaminated by NaNO2 in aqueous HCl at room temperature. The desired products 17-23 were precipitated after neutralization of the reaction with potassium carbonate. The precipitates were collected by filtration and washed with water to afford pure products. No further purification was required because the excess of reactants was soluble in water and removed by filtration.

Balanced chemical reaction does not necessarily reveal either the individual elementary reactions by which a reaction occurs or its rate law. In my other articles, you can also check out more blogs about 584-13-4, and we look forward to future research findings.

Reference:
Patent; University of Kentucky Research Foundation; Garneau-Tsodikova, Sylvie; Shrestha, Sanjib K.; Garzan, Atefeh; Chandrika, Nishad Thamban; (54 pag.)US2018/194742; (2018); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Application of 41253-21-8, New Advances in Chemical Research in 2021. Redox catalysis has been broadly utilized in electrochemical synthesis due to its kinetic advantages over direct electrolysis. 41253-21-8, name is Sodium 1,2,4-triazol-1-ide, molecular formula is C2H2N3Na, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.

At room temperature, 113g of acetonitrile was added to the four-necked flask.1,2,4-triazole sodium salt (18.20 g, 0.2 mol),2,4′-Dichloroacetophenone (37.80 g, 0.2 mol), heated to 80-85 C,The reaction was 1-2 h, the reaction was completed, the solvent was evaporated to dryness under reduced pressure, 50 g of water was added, and extracted with 150 g of dichloromethane, and washed with water.The solvent was dried to give a white solid with a qualitative content of 98%.The weight yield was 96%.

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 Sodium 1,2,4-triazol-1-ide, hurry up and to see.

Reference:
Patent; Huai’an Guorui Chemical Co., Ltd.; Wu Yaojun; Zhang Pu; Zhao Wei; Jin Yucun; Wang Fengyun; Chen Mingguang; Mao Gengsheng; (11 pag.)CN109553583; (2019); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 4928-87-4, 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, 4928-87-4, name is 1,2,4-Triazole-3-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.

Under ice-water bath, 39.4 mg (0.349 mmol)1,2,4-triazole-3-carboxylic acid and 16.28 mg (0.426 mmol)2- (7-azobenzotriazole) -Nu, Nu, N, N-tetramethyluronium hexafluorophosphate was dissolved in 5 mL of dichloromethane(0.96 mmol) of triethylamine was added, and after stirring at 0 C for 30 minutes, 100 mg (0.194 mmol) of intermediate 130 was added,Stir the temperature overnight. TLC, after the completion of the reaction, 10 mL of saturated aqueous sodium bicarbonate solution was added, stirred for 20 minutes, separated, the aqueous phaseExtraction with methylene chloride, combined organic phase, dry, spin dry to obtain crude. The crude product was purified by preparative silica gel plate (dichloromethane / AAlcohol = 10/1, V / V) to give 10 of the title compound as a white solid in a yield of 8.4%

In the meantime we’ve collected together some recent articles in this area about 4928-87-4 to whet your appetite. Happy reading!

Reference:
Patent; Beijing Foreland Pharma Co., Ltd; Zhang, Xingmin; Wang, Ensi; Niu, Shengxiu; Guo, Jing; Dai, Zhuolin; Zheng, Nan; Ji, Qi; Li, Qinyan; Liang, Tie; (109 pag.)CN104411706; (2016); B;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Application of 60166-43-0, 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. 60166-43-0, name is 1,4-Dimethyl-1H-1,2,3-triazole, molecular formula is C4H7N3, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.

(R)-l-(7-Chloro-5-(phenyl(tetrahydro-2H-pyran-4-yl)methyl)-5H-pyrrolo[2,3- b:4,5-b’]dipyridin-3-yl)ethanone (30.0 mg, 0.071 mmol), l,4-dimethyl-lH-l,2,3-triazole (10.4 mg, 0.107 mmol), tetramethylammonium acetate (11.4 mg, 0.086 mmol), and PdCl2(PPh3)2 (5.0 mg, 7.1 muetaiotaomicron) were weighed into a 20 mL scintillation vial. DMF (2 mL) was added and the air replaced with nitrogen. The reaction mixture was stirred at 100 C ovemight. The reaction was cooled to room temperature, diluted with EtOAc, and washed twice with brine. The organic layer was dried over MgSC>4 and concentrated. The crude material was purified via preparative LC/MS with the following conditions: Column: XBridge C18, 19 x 200 mm, 5-mupiiota particles; Mobile Phase A: 5:95 methanol: water with 10-mM ammonium acetate; Mobile Phase B: 95:5 methanol: water with 10- mM ammonium acetate; Gradient: 50-90% B over 20 min, then a 5-min hold at 100% B; Flow: 20 mL/min. Fractions containing the desired product were combined and dried via centrifugal evaporation. The yield of the product was 84%. LC/MS [M+H]+ = 481 NMR (500MHz, DMSO-de) delta 9.13 (s, 1H), 8.84 (d, J=8.1 Hz, 2H), 7.72 (d, J=8.1 Hz, 3H), 7.33 – 7.28 (m, 2H), 7.25 – 7.21 (m, 1H), 6.04 (br. s., 1H), 4.34 (s, 3H), 3.89 (d, J=10.3 Hz, 1H), 3.72 (d, J=9.2 Hz, 1H), 3.58 (br. s., 1H), 3.51 (s, 3H), 3.46 – 3.39 (m, 1H), 3.25 – 3.15 (m, 1H), 2.78 (s, 3H), 1.59 (br. s., 1H), 1.51 (d, J=8.8 Hz, 1H), 1.31 (d, J=10.3 Hz, 1H), 1.07 (d, J=14.3 Hz, 1H).

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 1,4-Dimethyl-1H-1,2,3-triazole.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; NORRIS, Derek J.; VACCARO, Wayne; DEBENEDETTO, Mikkel V.; DEGNAN, Andrew P.; DELUCCA, George V.; DESKUS, Jeffrey A.; HAN, Wen-Ching; KUMI, Godwin Kwame; SCHMITZ, William D.; STARRETT, John E., JR.; HILL, Matthew D.; HUANG, Hong; (563 pag.)WO2016/183118; (2016); 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: 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. SDS of cas: 7411-23-6

Intermediate 2 -l-methyl-lH-l,2,4-triazole To 3,5-dibromo-lH-l,2,4-triazole (1.0 g, 4.41 mmol) in DMF (9 mL) was added sodium tert- pentoxide (0.485 g, 4.41 mmol). The mixture was stirred for 10 min at rt under nitrogen atmosphere, lodomethane (0.29 mL, 4.63 mmol) was added and the mixture was stirred at 40C for 2 hours. The mixture was poured onto water and extracted with diisopropylether (2x). The organic phase was washed with water (2x), brine and dried over sodium sulfate. The solvents were evaporated to give the title compound as a solid (0.83 g, 78%). MS (CI) m/z 242 [M+]. XH NMR (500 MHz, CDCI3) delta ppm 3.89 (s, 3 H).

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 7411-23-6.

Reference:
Patent; ACTURUM LIFE SCIENCE AB; BESIDSKI, Yevgeni; YNGVE, Ulrika; PAULSEN, Kim; LINDE, Christian; MALMBORG, Jonas; WO2014/195322; (2014); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics