Category: Triazoles

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.

General procedure: A mixture of benzil (0.01 mol), aldehydes (0.01 mol), 3-amino-1,2,4-triazole-5-carboxylic acid (0.01 mol), ammonium acetate (0.01 mol) and ceric ammonium nitrate (15 mol%) as a catalyst were refluxed in ethanol (15 mL) for about 3-4 h. The progress of the reaction was monitored by TLC. After completion of reaction, the mixture was cooled to room temperature. The solid formed was filtered and dried. The crude products were recrystallized by ethanol.

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Reference:
Article; Nikalje, Anna Pratima G.; Ghodke, Mangesh S.; Kalam Khan, Firoz A.; Sangshetti, Jaiprakash N.; Chinese Chemical Letters; vol. 26; 1; (2015); p. 108 – 112;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 288-36-8, 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. 288-36-8, name is 1H-1,2,3-Triazole, molecular formula is C2H3N3, 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 2-bromo-4-fluorobenzoic acid (30 g, 137 mmol), cesium carbonate (89.26 g, 274 mmol) and CuI (5.27 g, 27.4 mmol) in DMF (200 mL) were added N,N?-dimethylcyclohexane-1,2-diamine (3.7 mL,23.3 mmol) and 1H-1,2,3-triazole (18.92 g, 274 mmol). The resulting mixture was stirred at 110 oC overnight, cooled, concentrated in vacuo and diluted with water (150 mL). The aqueous layer was extracted with EtOAc (300 mL x 3). The aqueous layer was acidified with 2N HCl and extracted with EtOAc (300 mL x 4). The combined organic layers were washed with brine (150 mL x 3), dried over Na2SO4, filtered and the filtrate concentrated in vacuo. The residue was purified by chromatography on silica gel (petroleum ether : EtOAc = 100: 1 ~ 5 : 1) to provide the title compound as a solid. LRMS m/z (M+H) 208.0 found, 208.0 required.

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

Reference:
Patent; MERCK SHARP & DOHME CORP.; KUDUK, Scott, D.; LIVERTON, Nigel; LUO, Yunfu; (68 pag.)WO2016/89721; (2016); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 1455-77-2, 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. 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.

3,5-Diamino-1,2,4-triazole (2:40 g 24:2 mmol) was dissolved in 50 mL DMF at ambient temperature, and 10 mL (6 mmol) of a 0:6 M solution of dichlorotetrazine in acetonitrile was added via a dropping funnel. The solution was stirred for 2 h at ambient temperature. The product started to precipitate rather quickly. The suspension was heated to 120 °C for 16 h. After filtration the product was successively washed with large amounts of DMF, water and acetonitrile to gain 1:40 g (5:07 mmol, 85percent) of 8 as a brownish-red powder.? Elemental analysis (C6H8N14, 276.22) exp. (calcd.)in percent: C 26.25 (26.09), N 69.99 (70.99), H 2.90 (2.92).? DSC (5 C min1): T dec:: 370 °C (onset). ? 1H NMR([D6]DMSO, 80 °C, ppm): d =7.34 (2H, NH2), 5.66 (2H,NH2). ? 13C NMR ([D6]DMSO, 80 °C, ppm): d =162.5(1C), 155.5 (1C), 152.6 (1C). ? MS ((+)-DEI): m=z=276[M]+ (23), 99 [C2H5N5]+ (100), 124 C2N5H4-CN]+ (21). ?Raman: n (cm-1)=1931 (6), 1643 (4), 1622 (9), 1560 (2),1546 (12), 1498 (100), 1420 (15), 1368 (12), 1166 (17), 1058(4), 844 (45), 797 (2), 780 (29), 746 (3), 658 (2), 591 (2), 478(3), 415 (8), 372 (2). ? IR (25 C, ATR): n (cm-1)=3416(w), 3383 (w), 3272 (w), 3214 (w), 3131 (w, br), 1620 (s),1554 (m), 1474 (s), 1448 (vs), 1388 (m), 1331 (w), 1151 (m),1134 (m), 1083 (w), 1054 (m), 1028 (m), 956 (m), 828 (m),758 (m), 704 (m), 669 (m), 655 (vw). ? Density: r (g cm3):1.75. ? Sensitivity data: IS: > 40 J; FS: > 360 N; ESD: > 1 J.

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Reference:
Article; Klapoetke, Thomas M.; Preimesser, Andreas; Stierstorfer, Joerg; Zeitschrift fur Naturforschung, B: Chemical Sciences; vol. 68; 12; (2013); p. 1310 – 1320;,
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. 16681-65-5, name is 1-Methyl-1H-1,2,3-triazole belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. Safety of 1-Methyl-1H-1,2,3-triazole

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 min, 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 min, the cooling bath was removed and the reaction mixture was allowed to slowly warm. After 45 min, saturated aqueous ammonium chloride solution (10 mL) and ethyl acetate (100 mL) were added. The whole 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 min 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 min, the mixture was filtered and the solids were collected to provide the title compound as a fine powder.

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 1-Methyl-1H-1,2,3-triazole help many people in the next few years.

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.; Pierce, Joan; Goldberg, Steven; Fourie, Anne; Xue, Xiaohua; US2014/107094; (2014); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Application of 16681-70-2, New discoveries in chemical research and development in 2021. We’ll be discussing some of the latest developments in chemical about CAS: 16681-70-2, name is 1H-[1,2,3]Triazole-4-carboxylic acid, 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.

[0776] 38-1,2,3-triazole-5-carboxylic acid (3.0 mg, 27f.tmol) was combined with HATU (1 0.1 mg, 27 flillOl) in DMF(0.5 mL); DIPEA ( 4.7 f.LL, 27 f.tmol) was added and the mixturewas stirred for 5 minutes. Compound 2 (12 mg, 27 f.tmol)was dissolved in DMF (0.5 mL) and DIPEA (13.9 f.LL, 80f.tmol) and combined with the activated acid solution. Themixture was stirred for 10 minutes, at which time LCMSindicated the mass of the desired compound. The solvent wasremoved under reduced pressure and the residue was purifiedby reverse phase chromatography to yield Compound b (8mg) as a TFA salt. MS m/z [M+Ht calc’d forC22H33ClFN50 4 , 546.22. found 546.

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 16681-70-2.

Reference:
Patent; THERAVANCE BIOPHARMA R&D IP, LLC; Fleury, Melissa; Beausoliel, Anne-Marie; Hughes, Adam D.; Long, Daniel D.; Wilton, Donna A.A.; US2015/210690; (2015); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 6818-99-1, 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, 6818-99-1, name is 3-Chloro-1,2,4-triazole, molecular formula is C2H2ClN3, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.

500 mg of intermediate 4, 60% sodium hydride(Oily) 60 mg, and DMF 2.5 mL,Under ice-cooling, 141 mg of 3-chloro-1 H-1,2,4-triazole was added. After stirring for 2.5 hours under ice cooling,Saturated multilayer aqueous solution was poured into the reaction mixture,And extracted with ethyl acetate. The organic layer was washed with water,And washed with saturated brine,And dried over anhydrous sodium sulfate.The obtained organic layer was dried under reduced pressure.The obtained residue was subjected to silica gel chromatography,435 mg of the present compound 9 described below was obtained.

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Reference:
Patent; Sumitomo Chemical; Ikari, Kaori; (123 pag.)JP2019/6686; (2019); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 6523-49-5, 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. 6523-49-5, name is 4-(1,2,4-Triazol-1-yl)aniline, molecular formula is C8H8N4, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.

a 2-[5-(1,2,4-Triazol-1-yl)-1H-indol-3-yl]ethyl alcohol Prepared from 4-(1,2,4-triazol-1-yl)aniline (EP497512) as described for Intermediate 3, delta (250 MHz, D6 -DMSO) 2.89 (2H, t, J=7.2 Hz, CH2), 3.64-3.74 (2H, m, CH2), 4.67 (1H, t, J=5.3 Hz, OH), 7.29 (1H, d, J=2.3 Hz, Ar–H), 7.47 (1H, dd, J=8.7 and 1.5 Hz, Ar–H), 7.53 (1H, dd, J=8.7 and 2.3 Hz, Ar–H), 7.95 (1H, d, J=1.9 Hz, Ar–H), 8.19 (1H, s, Ar–H), 9.19 (1H, s, Ar–H), 11.10 (1H, s, NH).

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 4-(1,2,4-Triazol-1-yl)aniline.

Reference:
Patent; Merck Sharp & Dohme, Ltd.; US5854268; (1998); A;,
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. 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. category: Triazoles

To a stiffing solution of 4-fluorobenzaldehyde (5.0 g, 40.32 mmol) in DMF (50 mL), were added K2CO3 (3.34 g, 40.32 mmol) and 3-methyl-1,2,4-trizole (3.34 g, 40.32 mmol) and the resultant reaction mixture was stirred at ambient temperature for 4 h. After completion of the reaction (TLC), the reaction mixture was diluted with water and extracted with EtOAc (3×). The combined EtOAc layer was washed with water and brine then dried over Na2SO4 and concentrated under reduced pressure to afforded the title compound as a white solid (4.1 g, 60%): mp 125-128 C.; 1H NMR (400 MHz, CDCl3) delta 10.05 (s, 1H), 8.76 (s, 1H), 8.02 (d, 2H), 7.85 (d, 2H), 2.50 (s, 3H); ESIMS m/z 188.04 ([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 7170-01-6.

Reference:
Patent; Dow AgroSciences LLC; Lo, William C.; Hunter, James E.; Watson, Gerald B.; Patny, Akshay; Iyer, Pravin S.; Boruwa, Joshodeep; US2014/171308; (2014); 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 appropriate choice of redox mediator can avoid electrode passivation and overpotential, which strongly inhibit the efficient activation of substrates in 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.

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. After stirring for 20 min at room temperature, 2,2,2-trifluoroethyl trifluoromethanesulfonate (2.32 g, 1.36 mL, 9.70 mmol) was added and the reaction mixture was stirred for 20 h at roomtemperature. After that, it was concentrated in vacuo, combined with ice- water (200 mL) and extracted with MTBE (3 x 200 mL). The combined organic layers were washed with water (2 x 200 mL) and brine (200 mL), dried (sodium sulfate) and concentrated in vacuo to yield the title compound as yellow liquid (2.71 g, 99%) which was used in the next step without further purification. 1H NMR (DMSO-d6, 300 MHz): 5.31 (q, J = 8.8 Hz, 2 H). MS (ES+) m/z 307.9, 309.9, 311.9 [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. The prevalence of solvent effects in heterogeneous catalysis in condensed media has motivated developing quantitative kinetic. 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. Application In Synthesis of 4-Phenyl-1,2,4-triazolidine-3,5-dione

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).

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 15988-11-1.

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