Category: Triazoles

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.15988-11-1, name is 4-Phenyl-1,2,4-triazolidine-3,5-dione belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. Formula: C8H7N3O2

General procedure: A mixture of dimedone (1, 1 mmol), 4-phenylurazole (2, 1 mmol), aromatic aldehyde (3a-h, 1mmol) and S-LCCO nano perovskite (0.01 g) was mixed in a high-pressure Teflon reactor, which was equipped with a magnetic stirrer and an optical fiber, which was implemented to control the reaction’s temperature. The reaction mixture was irradiated by 400 W microwave at 80 oC, for the specified reaction times. TLC with n-hexan:ethylacetate eluent was used to monitor the progress of the reactions. After reaction completion and cooling, the reaction mixtures were filtered and washed with ethanol to separate the catalyst. First, 10 mL water was added to the solution. Then, EtOH/H2O (4:1) was added to crystallize the water insoluble crude products. Then the crystals were filtered to achieve pure products (4a-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 4-Phenyl-1,2,4-triazolidine-3,5-dione ,and how the biochemistry of the body works.

Reference:
Article; Zahedi, Najmeh; Javid, Ali; Mohammadi, Mohammad Kazem; Tavakkoli, Haman; Bulletin of the Chemical Society of Ethiopia; vol. 32; 2; (2018); p. 239 – 248;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 16681-65-5, New Advances in Chemical Research in 2021. Redox catalysis has been broadly utilized in electrochemical synthesis due to its kinetic advantages over direct electrolysis. 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.

A solution of n-butyllithium in hexanes (2.5 M, 22.5 mL, 56.3 mmol) was added dropwise by syringe to a stirring solution of 1-methyl-1H-1,2,3-triazole (5.00 g, 60.2 mmol, prepared according to PCT Int. Appl., 2008098104) in dry tetrahydrofuran (400 mL) at -55 C. The resulting off-white slurry was stirred at -45 C. for 20 minutes, whereupon a solution of 2,6-dimethyl-pyridine-3-carbaldehyde (8.33 g, 61.7 mmol) in dry tetrahydrofuran (10 mL) was added dropwise by syringe. After 5 minutes, the cooling bath was removed and the reaction mixture was allowed to slowly warm. After 45 minutes, saturated aqueous ammonium chloride solution (10 mL) and ethyl acetate (100 mL) were added. The mixture was concentrated by rotary evaporation. The residue was dissolved in ethyl acetate (300 mL). The organic solution was washed with saturated aqueous sodium chloride solution (100 mL, containing excess solid sodium chloride). The aqueous layer was extracted with ethyl acetate (2*100 mL). The organic layers were combined and the combined solution was concentrated. Ether (100 mL) was added to the residue and the mixture was sonicated for 20 minutes during which time a white solid crashed out. The solids were collected by filtration. Ether (100 mL) was added to the collected solids and the mixture sonicated a second time. After 20 minutes, the mixture was filtered and the solids were collected to provide the title compound as a fine powder.

We very much hope you enjoy reading the articles and that you will join us to present your own research about 16681-65-5, Happy reading!

Reference:
Patent; JOHNSON & JOHNSON; 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.; MCCLURE, KELLY; TANIS, VIRGINIA; US2015/111870; (2015); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Application 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: A mixture of aromaticaldehyde (1.0 mmol) and dimedone(1.0 mmol) with 2-aminobenzimidazole or 3-amino-1,2,4-triazole (1.0 mmol) was stirred in acetic acid (5 mL) at 60 Cfor the appropriate time (Tables 3, 4). The progress of thereaction was monitored by TLC. After completion of thereaction, a thick precipitate was obtained. The solid productwas filtered off and washed with acetic acid (3 × 2 mL) togive the pure products 4 and 6, and subsequently dried in air.The pure products were characterized by conventional spectroscopicmethods. Physical and spectral data for the compounds,4b, 4c, 4h, 4j, 6a, 6c, and 6h are represented below:

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 1H-1,2,4-Triazol-5-amine.

Reference:
Article; Mousavi, Mir Rasul; Maghsoodlou, Malek Taher; Hazeri, Nourallah; Habibi-Khorassani, Sayyed Mostafa; Journal of the Iranian Chemical Society; vol. 12; 8; (2015); p. 1419 – 1424;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 7411-23-6, New Advances in Chemical Research in 2021.In classical electrochemical theory, both the electron transfer rate and the adsorption of reactants at the electrode control the electrochemical reaction. 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.

In a 250 mL round bottomed flask, 3,5-dibromo-1H-1,2,4-triazole (Int-1, 2.00 g, 8.82 mmol) was dissolved in DMF (60 mL) and potassium carbonate (2.72 g, 19.5 mmol) was added. The resulting suspension was stirred for 20 min at room temperature. Then, 2,2-difluoroethyl trifluoromethanesulfonate (2.08 g, 1.29 mL, 9.7 mmol) was added and the reaction mixture was stirred for 6 h at room temperature. After that, it was concentrated in vacuo, the residue was diluted with MTBE (100 mL) and ice water (100 mL), the aqueous phase was extracted with MTBE (3 x 100 mL). The combined organic layers were washed with water (2 x 100 mL) and brine (1 x 100 mL), dried (sodium sulfate) and concentrated in vacuo. The resulting crude product, a white solid, was used in the next step without further purification (2.402 g, 94 %). HPLC (method LCMS_fastgradient) tR = 0.88 min. 1H NMR (CDCl3, 300 MHz): delta 4.52 (dt, J = 4.2, 12.6 Hz, 2 H), 6.16 (tt, J= 4.2, 54.8 Hz, 1 H). MS (ES+) m/z 289.9, 291.9, 293.9 [M+H, 2 Br isotopes] .

In the meantime we’ve collected together some recent articles in this area about 3,5-Dibromo-1H-1,2,4-triazole to whet your appetite. Happy reading!

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

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. 4923-01-7, name is 5-Methyl-4H-1,2,4-triazol-3-amine belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. HPLC of Formula: C3H6N4

General procedure: Method I. A mixture of Py (4.4 ml) and AcOH (3.0 ml) was stirred and treated by the addition of 5-aminoazole1a-h (0.01 mol) and (2E)-(3-morpholin-4-yl)-acrylonitrile (2) (1.38 g, 0.01 mol). The obtained mixture was refluxed at 150C for 5 h. After refluxing, the mixture was cooled. The precipitate that formed was filtered off, washed with a small amount of EtOH, and dried. Method II. A solution (or suspension) of the appropriate aminoazole 1a-h (0.01 mol) in solvent (15 ml) (EtOH in the case of compound 3a, dioxane in the case of compounds 3b-h) was stirred at 50C and treated by adding 3,3-diethoxypropionitrile (4) (1.5 ml, 0.01 mol), then 36% HCl solution (0.86 ml, 0.01 mol). The reaction mixture was refluxed for 2.5-3 h, the suspension (or solution) was cooled to room temperature, and the target product was isolated by the method indicated for each particular compound.

If you are hungry for even more, make sure to check my other article about 4923-01-7, the application of this compound in the production field has become more and more popular.

Reference:
Article; Gazizov, Denis A.; Fedotov, Victor V.; Gorbunov, Evgeny B.; Ulomskiy, Evgeny N.; Yeltsov, Oleg S.; Rusinov, Gennady L.; Rusinov, Vladimir L.; Chemistry of Heterocyclic Compounds; vol. 55; 6; (2019); p. 573 – 577; Khim. Geterotsikl. Soedin.; vol. 55; 6; (2019); p. 573 – 577,5;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 4928-87-4, 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. 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.

To an ice-cold solution of CLB (0.21 g, 1.0 mmol) in DMF (1.2 mL), TCA (0.14 g, 1.2 mmol), iPr2NEt (0.52 mL, 3.0 mmol) and bromotripyrrolidinophosphonium hexafluorophosphate (PyBrOP) (0.67 g, 1.44 mmol) were added sequentially. The reaction mixture was stirred at ambient temperature for 2 h and then diluted with EtOAc. The organic phase was washed twice with a 5% aq solution of NaHCO3 and thrice with H2O, dried over Na2SO4 and evaporated to dryness to afford an oily residue. Conjugate 8 was purified with FCC. Yield: 0.25 g (80%); white foam; Rf (CHCl3/MeOH 8:2): 0.26; IR (KBr, cm-1): 3122, 3028, 2927, 2840, 1655, 1541, 1426, 1334, 1256, 1062, 807, 739; MS (ESI, 30 eV): m/z 637.19 [2 M+Na], 346.33 [M+K], 330.39 [M+Na], 308.41 [M+H]; HRMS (m/z): [M+H]+ calcd for C12H14N5O5, 308.0995. Found: 308.0948; 1H NMR (d6-DMSO, 40 C): delta 8.40 (s, 1H), 8.13 (d, J = 8.8 Hz, 2H), 7.68 (d, J = 9.2 Hz, 1H), 7.62 (d, J = 8.8 Hz, 2H), 7.61 (s, 1H), 7.00 and 6.99 (two s, 2H), 5.13 (d, J = 2.4 Hz, 1H), 4.22-4.15 (ddt, J = 2.4, 7.6 and 9.2 Hz, 1H), 3.66 (1H, dd, J = 7.6 and 10.8 Hz), 3.52 (1H, dd, J = 7.6 and 10.8 Hz); 13C NMR (d6-DMSO): delta 172.6, 158.1, 152.0, 146.9, 135.6, 127.6 (2C), 123.5 (2C), 69.4, 61.0, 56.7.

We very much hope you enjoy reading the articles and that you will join us to present your own research about 4928-87-4, Happy reading!

Reference:
Article; Magoulas, George E.; Kostopoulou, Ourania N.; Garnelis, Thomas; Athanassopoulos, Constantinos M.; Kournoutou, Georgia G.; Leotsinidis, Michael; Dinos, George P.; Papaioannou, Dionissios; Kalpaxis, Dimitrios L.; Bioorganic and Medicinal Chemistry; vol. 23; 13; (2015); p. 3163 – 3174;,
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. 41253-21-8, name is Sodium 1,2,4-triazol-1-ide belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. COA of Formula: C2H2N3Na

Compound 485; Synthesis of (4-hvdroxy-3,5-dimethochiyphenylY5-thiazol-2-yl-2-r 1 ,2,41 thiazol- 1 -yl-phenyl)methanone; Compound 347 [(5-(thiazol-2-yl)-2-(lH-l,2,4-triazol-l-yl)phenyl)(3,4,5- trimethoxyphenyl)methanone] (41.7 mg, 0.1 mmol) was dissolved in DMF (3 ml), and 1,2,4-triazole-Na (27 mg) was added thereto at room temperature. The mixture was reacted at 130C for 12 hours. After completion of the reaction, the reaction mixture was cooled to room temperature, and diluted with an EtOAc solution. The organic layer was washed with a saturated ammonium chloride solution, water, and brine. The extracted organic layer was dried over anhydrous MgSO4, and the solid substance was filtered off. The filtrate was vacuum evaporated to remove the solvent. The resulting residue was purified by column chromatography (SiO2, CH2Cl2/MeOH=40/l?10/l) to obtain Compound 485 (78.7 mg, 73%) in a form of a white solid.1H NMR (CDCl3) delta 8.375 (brs, IH), 8.345 (dd, J = 10.5, 8.40, IH), 8.173 (d, J= 2.10 Hz, IH), 7.965 (m, 2H), 7.773 (d, J= 8.40 Hz, IH), 7.476 (d, J = 3.0 Hz, IH), 3.857 (s, 6H). MS (ESI) m/z 409 (M+ + H).

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 Sodium 1,2,4-triazol-1-ide, in my other articles.

Reference:
Patent; CHONG KUN DANG PHARMACEUTICAL CORP.; WO2008/38955; (2008); 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. 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

3,5-Dibromo-1,2,4-triazole (1; 658 mg, 2.9 mmol) and Mannich base2p (752 mg, 2.9 mmol) were refluxed for 2 h in EtOH (10 mL). Productwas isolated analogously to compound 4a; yield: 475 mg (59%); colorlesscrystals; mp 199-200 C (EtOH).IR (KBr): 3309, 3240, 1643, 1582, 1539, 1512, 1454, 1427, 1369, 1346,1300, 1261, 1204, 1084, 1045, 930, 810, 775 cm-1.1H NMR (400 MHz, DMSO-d6): delta = 11.46 (s, 1 H, NH), 9.21 (s, 1 H, OH),7.52 (s, 1 , NHCO), 7.22 (d, J = 8.7 Hz, 1 H, Ar), 6.78 (d, J = 8.7 Hz, 1 H,Ar), 5.48 (s, 2 H, CH2N), 3.45 (td, J = 6.9, 2.3 Hz, 2 H, CH2), 3.01 (t, J =6.9 Hz, 2 H, CH2).13C NMR (100 MHz, DMSO-d6): delta = 162.3 (C=O), 150.4 (C), 139.4 (C),132.5 (C), 131.3 (C), 128.8 (C), 125.7 (C), 117.1 (C), 115.0 (CH), 114.5(CH), 110.3 (C), 46.0 (CH2), 41.5 (CH2), 22.8 (CH2).Anal. Calcd for C14H11Br2N5O2: C, 38.12; H, 2.51; N, 15.88. Found: C,38.05; H, 2.46; N, 15.92.

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 3,5-Dibromo-1H-1,2,4-triazole, in my other articles.

Reference:
Article; Osipov, Dmitry V.; Osyanin, Vitaly A.; Voskressensky, Leonid G.; Klimochkin, Yuri N.; Synthesis; vol. 49; 10; (2017); p. 2286 – 2296;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 956317-36-5, New Advances in Chemical Research in 2021.In classical electrochemical theory, both the electron transfer rate and the adsorption of reactants at the electrode control the electrochemical reaction. 956317-36-5, name is 5-Methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid, molecular formula is C10H9N3O2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.

5-methyl-2- (2H-1,2,3-triazol-2-yl)Benzoic acid (2.03 g, 10 mmol)Was added to a 100 mL single-necked round bottom flask,Dried over anhydrous dichloromethane (20 mL)Sulfur chloride (15 mL, 200 mmol) was added slowly,And pyridine (0.15 mL, 2 mmol)The temperature was gradually raised to reflux for 3 hours.Stop the reaction,cool down,The solvent is slowly evaporated under reduced pressure,The resulting product was used directly in the next step.

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-Methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid.

Reference:
Patent; Guangdong HEC Pharmaceutical Co., Ltd.; Jin, Chuanfei; Gao, Jinheng; Zhang, Yingjun; (39 pag.)CN106243052; (2016); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 7343-34-2, 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. 7343-34-2, name is 3,5-Dimethyl-4H-1,2,4-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.

In a 25 mL round-bottomed flask under N2 at 0 °C, sodium hydride (60percent in mineral oil, 0.059 g, 1.48 mmol) was added to a solution of 3,5-dimethyl-lH-l,2,4-triazole (0.112 g, 1.15 mmol) in DMF (5 mL) and the mixture was stirred for 30 min. To this mixture was then added 5-bromo-4′-(bromomethyl)-[l, r-biphenyl]-2-carbonitrile (1-002, 0.407 g, 1.16 mmol) and the mixture was stirred at RT for 3.5 h. The resulting mixture was then poured into H20 and the product was extracted with EtOAc (x3). The combined organic extract was washed with 0 (x3) and brine, dried over anhydrous sodium sulfate and concentrated to dryness. The residue was purified on ISCO using a 40 g column (0-5percent MeOH-DCM) to afford the title compound (0.248 mg, 0.675 mmol, 59percent yield) as a colorless gum. LC (Method B): 1.795 min. MS (APCI): calcd for Ci8H16BrN4 [M + H]+ m/z 367.1, found 367.0. H NMR (400 MHz, CDC13) delta ppm 7.66 (dd, J = 0.78, 1.57 Hz, 1H), 7.61 – 7.63 (m, 2H), 7.51 – 7.56 (m, 2H), 7.28 – 7.31 (m, 2H), 5.29 (s, 2H), 2.42 (s, 3H), 2.38 (s, 3H).

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 3,5-Dimethyl-4H-1,2,4-triazole, hurry up and to see.

Reference:
Patent; UNIVERSITE DE MONTREAL; BRISTOL-MYERS SQUIBB COMPANY; PRIESTLEY, Eldon, Scott; REZNIK, Samuel, Kaye; RUEDIGER, Edward, H.; GILLARD, James, R.; HALPERN, Oz, Scott; JIANG, Wen; RICHTER, Jeremy; RUEL, Rejean; TRIPATHY, Sasmita; YANG, Wu; ZHANG, Xiaojun; (642 pag.)WO2018/5591; (2018); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics