Category: Triazoles

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. Application In Synthesis of 3,5-Dibromo-1H-1,2,4-triazole

In a 250 mL round bottomed flask, 3,5-dibromo-1H-1,2,4-triazole (Int-1, 8.00 g, 35.3 mmol) was dissolved in DMF (80 mL) and the solution was cooled to 0-5 C (ice bath). Sodium hydride (60% dispersion in mineral oil, 1.69 g, 42.3 mmol) was added in portions and the resulting mixture was stirred for 45 min at 0-5 C and for 15 min at room temperature. After that, iodomethane (10.0 g, 4.41 mL, 70.5 mmol) was added dropwise at 0-5 C (ice bath). The resulting mixture was stirred for 18 h at room temperature. After that, it was concentrated in vacuo, the residue was diluted with ethyl acetate (200 mL) and water (200 mL), the aqueous phase was extracted with ethyl acetate (2 x 200 mL). The combined organic layers were dried (sodium sulfate) and concentrated in vacuo to yield the title compound as light yellow solid (8.15 g, 96%). 1H NMR (CDCl3, 300 MHz): delta 3.89 (3 H). MS (ES+) m/z 240.0, 242.0, 244.0 [M+H, 2 Br isotopes].

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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

Research speed reading 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 belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. Quality Control of Sodium 1,2,4-triazol-1-ide

1.4: tert-butyl 4-cyclohexyl-4-(1H-1,2,4-triazol-1-ylmethyl)piperidine-1-carboxylate 7.83 g of tert-butyl 4-cyclohexyl-4-{[(methylsulphonyl)oxy]methyl}-piperidine-1-carboxylate and 5.68 g of sodium 1,2,4-triazole are introduced into a 100 ml round-bottomed flask under N2. 42 ml of dimethylformamide are added. After reaction in a microwave at 150 C. for 1 h 30 min and with a power of 150 W, the product is hydrolyzed and extracted with ethyl acetate until the aqueous phase is completely depleted. The organic phase is washed with H2O and concentrated to dryness. After crystallization from hexane, 4.42 g of tert-butyl 4-cyclohexyl-4-(1H-1,2,4-triazol-1-ylmethyl)piperidine-1-carboxylate are obtained. 1.5: 4-cyclohexyl-4-(1H-1,2,4-triazol-1-yl-methyl)piperidine 11.2 g of tert-butyl 4-cyclohexyl-4-(1H-1,2,4-triazol-1-ylmethyl)-piperidine-1-carboxylate are placed in 80 ml of 4N hydrochloric acid in dioxane. The reaction medium is stirred for 16 h at ambient temperature. After evaporation to dryness, the precipitate obtained is filter-dried and rinsed with diethyl ether. The hydrochloride thus obtained is dried over P2O5 under reduced pressure. 9.65 g of 4-cyclo-hexyl-4-(1H-1,2,4-triazol-1-ylmethyl)piperidine are obtained.

The catalyzed pathway has a lower Ea, but the net change in energy that results from the reaction is not affected by the presence of a catalyst. In my other articles, you can also check out more blogs about 41253-21-8

Reference:
Patent; SANOFI-AVENTIS; US2007/149562; (2007); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference of 61-82-5, 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, 61-82-5, name is 1H-1,2,4-Triazol-5-amine, molecular formula is C2H4N4, 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 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:

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 1H-1,2,4-Triazol-5-amine is helpful to your research.

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

Synthetic Route of 41253-21-8, 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. 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.

To a solution of 4-cyclohexyl-4-methansulfonyloxymethyl-piperidine-1-carboxylic acid tert-butyl ester (39 g, 103.8 mmol) in N,N-dimethylformamide (200 mL) is added sodium triazole (38 g, 415.2 mmol). The resulting solution is heated to 100 C. for 24 hours then cooled to room temperature. The solvent is removed under reduce pressure and the crude product purified over silica (80:20 EtOAc:hexane) to afford 28.7 g (79.7% yield) of the desired compound as a colorless solid. 1H NMR (CD3OD) delta 0.95-1.90 (m, 15H), 1.46 (s, 9H), 3.45-3.55 (m, 4H), 4.34 (s, 2H), 7.99 (s, 1H), 8.48 (s, 1H). MS (ESI) m/z 349, (M+H+), 371(M+Na+)

In the meantime we’ve collected together some recent articles in this area about 41253-21-8 to whet your appetite. Happy reading!

Reference:
Patent; The Procter & Gamble Company; US2003/236230; (2003); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 89292-91-1, 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. 89292-91-1, name is 5-(4-Methylpiperazin-1-yl)-1H-1,2,4-triazol-3-amine, molecular formula is C7H14N6, 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 solution of aminotriazole 11a-m (3.1mmol), glacial acetic acid (5mL), and diethyl ethoxymethylenemalonate (4.6mmol) was refluxed for 3h. After cooling to room temperature, the resulting precipitate was collected by filtration, washed with cold water and dried. The residue was stirred with cold ethyl ether (20mL) and filtered to afford the desired product. Following general procedure C, compound 12k was isolated as a white solid. Yield 78%, mp=220C dec. 1H NMR (200MHz, DMSO-d6) delta: 9.95 (br s, 1H); 8.41 (s, 1H); 4.17-4.07 (q, J=7Hz, 2H); 3.78-3.45 (m, 4H); 2.76 (s, 3H); 2.52-2.49 (m, 4H); 1.26-1.19 (t, J=7.2Hz, 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 5-(4-Methylpiperazin-1-yl)-1H-1,2,4-triazol-3-amine, hurry up and to see.

Reference:
Article; Aghazadeh Tabrizi, Mojgan; Baraldi, Pier Giovanni; Ruggiero, Emanuela; Saponaro, Giulia; Baraldi, Stefania; Poli, Giulio; Tuccinardi, Tiziano; Ravani, Annalisa; Vincenzi, Fabrizio; Borea, Pier Andrea; Varani, Katia; European Journal of Medicinal Chemistry; vol. 113; (2016); p. 11 – 27;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Research speed reading in 2021. The prevalence of solvent effects in heterogeneous catalysis in condensed media has motivated developing quantitative kinetic. 27996-86-7, name is 4-[1,2,4]Triazol-1-yl-benzaldehyde belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. category: Triazoles

Weigh 0.173 g (1 mmol) of 4- (1-1,2,4-triazolyl) benzaldehyde,P-Phenylenediamine 0.054 g (0.500 mmol),Was dissolved in 4 mL of N, N-dimethylformamide,Add to a thermometer,Stirring device in a 10 mL single-necked flask.Then 0.120 g (2 mmol) of acetic acid was added to the above mixture,The reaction was heated at 50 8h,The solvent was distilled off under reduced pressure,A yellow powdery solid was obtained,Recrystallization and purification with ethanol,50 dried in vacuo 6h to obtain the final product Compound 1 (triazole benzaldehyde p-phenylenediamine double Schiff base).Yield: 89%.

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 27996-86-7.

Reference:
Patent; Zibo Vocational Institute; Zhang Ye; Liu Hongming; (14 pag.)CN104119286; (2017); B;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Application of 3641-13-2, 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. 3641-13-2, name is 5-Amino-4H-1,2,4-triazole-3-carboxylic acid, molecular formula is C3H4N4O2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.

3-Nitro-1,2,4-triazole-5-carboxylic acid (HCANT) was made by amodified literature method for conversion of amino-triazoles to thenitro derivative [12]. After addition of NaNO2 (1.10 g, 15.9 mmol) to7 mL of H2SO4 at -5 C, glacial CH3CO2H (15 mL) and finely ground3-amino-1,2,4-triazole-5-carboxylic acid (2.00 g, 15.6 mmol) wereadded. The mixture was then stirred for 10 min to dissolve most ofthe triazole; H2O (25 mL) was then added at a temperature of aroundzero. The resulting yellow solutionwas then added dropwise to a nitritesolution (200 g NaNO2 in 200mL H2O) at 50 C (a rapid addition generatesa hot foam of diazonium salts, with contents erupting from theflask). The green product solution on heating for 2 h at 50 C becomescolourless, and is then extracted with EtOAc (4 × 50 mL); evaporationof the extracts gives HCANT (1.41 g, 57%). IR: 3416 (N-H, s), 3257(O-H, m), 1710 (C=O, s), 1574 (NO2, m), 1383 (NO2, m), 1268 (m),720 (m). ESI-MS: 159 (M+). Anal. Calcd. for C3H2N4O4: C, 22.78; H,1.28; N, 35.44. Found: C, 22.5; H, 1.4; N, 35.4.

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-Amino-4H-1,2,4-triazole-3-carboxylic acid.

Reference:
Article; Kennedy, David C.; James, Brian R.; Inorganic Chemistry Communications; vol. 78; (2017); p. 32 – 36;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Application of 7343-33-1, New Advances in Chemical Research in 2021. Redox catalysis has been broadly utilized in electrochemical synthesis due to its kinetic advantages over direct electrolysis. 7343-33-1, name is 5-Bromo-1H-1,2,4-triazole, molecular formula is C2H2BrN3, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.

A dry round bottom flask was charged with potassium phosphate (K3PO4, 7.74 g, 36.5 mmol), CuI (0.165 g, 0.868 mmol), and 3-bromo-1H-1,2,4-triazole (2.83 g, 19.10 mmol). The flask was evacuated/backfilled with N2 (3*). DMF (34.7 ml) was added, followed by trans-(1R,2R)-N,N’-bismethyl-1,2-cyclohexane diamine (0.274 ml, 1.736 mmol) and 1-iodo-4-(trifluoromethoxy)benzene (5 g, 17.36 mmol). The solution was heated to 110° C. After 48 h, the reaction mixture was cooled to RT, diluted with EtOAc and filtered through Celite®. The filtrate was washed with water (100 mL) containing 10 mL 1 M HCl. The organics were separated, and the aqueous phase was further extracted with EtOAc (3*). The organics were combined, dried, and concentrated in vacuo. Purification via flash column chromatography (EtOAc/hexanes) yielded the title compound as a tan solid (1.86 g, 34percent): 1H NMR (400 MHz, CDCl3) delta 8.44 (s, 1H), 7.70 (d, J=8.9 Hz, 2H), 7.38 (d, J=8.5 Hz, 2H); 19F NMR (376 MHz, CDCl3) delta -58.04; EIMS m/z 307 ([M]+).

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Reference:
Patent; Dow AgroSciences LLC; GIAMPIETRO, Natalie C.; DENT, III, William Hunter; US2014/275565; (2014); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Research speed reading in 2021. Redox catalysis has been broadly utilized in electrochemical synthesis due to its kinetic advantages over direct electrolysis. 4928-87-4, name is 1,2,4-Triazole-3-carboxylic acid belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. category: Triazoles

To a reaction of 1/7-1, 2, 4-triazole-3 -carboxylic acid (113 mg, 1.19 mmol) and 4- (trifluoromethoxy)benzylamine (0.20 mL, 1.31 mmol) in dry DMF (10 mL) was added 1- hydroxybenzotriazole monohydrate (200 mg, 1.31 mmol) and EDC (N-(3- Dimethylaminopropyl)-N’- ethylcarbodiimide) (251 mg, 1.31 mmol) followed by N- methylmorpholine (0.52 mL, 4.76 mmol via syringe). The mixture was stirred at room temperature under nitrogen and the solids were gradually dissolved. The contents were stirred at room temperature for 24 h, and then slowly diluted into iced water and extracted with DCM (2 x 50 mL). The DCM phase was washed with ice cold water (2 x 100 mL). The DCM phase was dried over anhydrous Na2S04, concentrated under reduced pressure and chromatographed on silica gel using MeOH and DCM (8:92) as eluents to get the desired amide 8 (305.3 mg, 90 % yield) as a white solid compound. -NMR (400 MHz, DMSO-de): <514.80-14.01 (br s, 1H), 9.25 (br s, 1H), 8.50 (br s, 1H), 7.44 (d, J= 8.4 Hz, 2H), 7.32 (d, J= 8 Hz, 2H), 4.47 (d, J= 6 Hz, 2H); 19F -NMR (376 MHz, DMSO-de): <5 - 56.89 ppm. MH+ = 287.2 m/z. The catalyzed pathway has a lower Ea, but the net change in energy that results from the reaction is not affected by the presence of a catalyst. In my other articles, you can also check out more blogs about 4928-87-4 Reference:
Patent; THE REGENTS OF THE UNIVERSITY OF COLORADO, A BODY CORPORATE; NATIONAL JEWISH HEALTH; WEMPE, Michael Fitzpatrick; VAZQUEZ-TORRES, Andres; DAI, Shaodong; (72 pag.)WO2020/41556; (2020); 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. Recommanded Product: 7411-23-6

To a solution of 3,5-dibromo-lH-l,2,4-triazole (5.00 g, 22.04 mmol) in CH3CN (50 ml) was added 2-(2-bromoethoxy)tetrahydro-2H-pyran (5.07 g, 24.24 mmol) and DIPEA (4.00 ml, 24.24 mmol). The resulting solution was heated at 90 C for 3 h.Subsequently, the mixture was cooled and diluted with EtOAc (100 ml). The resulting solution was then washed with a sat. aq. solution of NaHC03 and brine. The organic layer was dried (MgSC^) and concentrated under reduced pressure. The residue was purified by flash column chromatography over silica gel (eluent: DCM/MeOH(NH3) from 100/0 to 97/3). The product fractions were collected and concentrated in vacuo, yielding 6.00 g of intermediate 56 (77 %).

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 7411-23-6, and we look forward to future research findings.

Reference:
Patent; ORTHO-MCNEIL-JANSSEN PHARMACEUTICALS, INC; DE CLEYN, Michel, Anna, Jozef; VAN BRANDT, Sven, Franciscus, Anna; GIJSEN, Henricus, Jacobus, Maria; BERTHELOT, Didier, Jean-Claude; OEHLRICH, Daniel; WO2011/86098; (2011); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics