Category: Triazoles

Electric Literature of 7411-23-6, 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, 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.

General procedure: 3,5-Dibromo-1,2,4-triazole (1; 658 mg, 2.9 mmol) or 3-chloro-1,2,4-triazole (300 mg, 2.9 mmol), o-quinone methide precursor 2 (2.9mmol), and K2CO3 (1.2 g, 8.7 mmol) were refluxed for 4 h in DMF (10mL). After completion of the reaction, the mixture was cooled, andpoured into H2O (30 mL). The precipitate formed was collected by filtration,washed with H2O, dried, and recrystallized.

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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

Application of 61-82-5, New Advances in Chemical Research in 2021. Redox catalysis has been broadly utilized in electrochemical synthesis due to its kinetic advantages over direct electrolysis. 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.

A mixture of aldehyde (1 mmol), dimedone (1 mmol), 3-amino-1,2,4-triazole (1 mmol), and [C4(H-DABCO)2][HSO4]4 (16 mg) washeated in an oil bath (90 C) under solvent-free conditions. Aftercompletion of the reaction, as identified by TLC, using n-hexane:EtOAc (7:3) as the eluent, 10 mL of water was added and stirredfor 10 min. The catalyst was dissolved in water and the solid wasfiltered off and washed with warm EtOH, to obtain the pure targetmolecule.

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Reference:
Article; Safari, Niloufar; Shirini, Farhad; Tajik, Hassan; Journal of Molecular Structure; vol. 1201; (2020);,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

New discoveries in chemical research and development 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. 288-36-8, name is 1H-1,2,3-Triazole belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. COA of Formula: C2H3N3

Example 159: Preparation of 4,5-dibromo- IH-[1, 2,3 ItriazoleTo a solution of IH-[1, 2,3]triazole (1.26 ml, 21.7 mmol) in water (10 ml) at 50°C, was added bromine (1.5 ml, 29 mmol). The reaction mixture was stirred at 50°C for 1.5 hours. The white solid (2.375 g) was isolated via filtration and washed with water (5 ml). To the combined filtrates was added more bromine (1.5 ml, 29 mmol). The reaction mixture was stirred at room temperature for 20 hour. More white solid (1.83 g) was isolated via filtration and washed with water (5 ml). To the combined filtrates was added more bromine (1.5 ml, 29 mmol). The reaction mixture was stirred at room temperature for 20 hours. More white solid (375 mg) was isolated via filtration and washed with water (5ml). The white solids were combined and dried to give 4,5-dibromo- IH-[1, 2,3]- triazole (4.92 g, 93percent yield). M.p. 194.70C.

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Reference:
Patent; SYNGENTA LIMITED; WO2007/71900; (2007); 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. 28938-17-2, name is 4,5-Dibromo-2-methyl-2H-1,2,3-triazole belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 28938-17-2

Example 21 1.20 g (5.0 mmol) of 2-methyl-4,5-dibromo-2H-1,2,3-triazole was dissolved in 10 ml of tetrahydrofuran, cooled to -20?0C, 2.74 ml (5.18 mmol) of 2.0M isopropylmagnesium tetrahydrofuran solution was added dropwise slowly in 30 minutes. Added dropwise was completed, continued to stir for 30?60 minutes. 1.26 g (5.0 mmol) of solid iodine was added, continued to react for 30 minutes. Reaction liquid was added by 20 ml of saturated ammonium chloride aqueous solution, extracted by using 30 ml of ethyl acetate, dried by anhydrous sodium sulfate, concentrated to dry under reduced pressure, the residual solid was added by 10 ml of isopropanol/water (5/1), heated to reflux for 1 hour, cooled to 0?10C, continued to be stirred for 1 hour, filtered, vacuum dried under a temperature <40C. 1.16 g of 2-methyl-4-bromo-5-iodo-2H-1,2,3-triazole solid was obtained, the yield was 81%. 1H NMR (CDCl3, 400 MHz): delta 4.20 (s, 3H); 13C NMR (CDCl3, 400 MHz): delta 130.4, 94.6, 43.0. 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 28938-17-2. Reference:
Patent; ABA Chemicals Corporation; JIANG, Yueheng; QUE, Limin; CAI, Tong; QIN, Dongguang; EP2889292; (2015); 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: 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. Computed Properties of C3H5N3

R-7 (300 mg, 0.77 mmol) in DMSO (5 ml) is treated with 3-methyl-lH-(l,2,4)-triazole (77 mg, 0.93 mmol) and potassium carbonate (210 mg, 1.55 mmol). The resulting mixture is warmed to 75 C for 2 hours and cooled to ambient temperature. The reaction is poured into water and the product is extracted into ethyl acetate. The combined organics are dried with MgS04, filtered and concentrated. The residue is sequentially purified by silica gel flash column chromatography with 0-10% MeOH in CH2CI2 as the eluent and reverse phase HPLC with 22% acetonitrile (0.1% TFA) in water (0.1% TFA) to give 2 (90 mg).

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; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; DE LOMBAERT, Stephane; LIU, Weimin; LO, Ho Yin; NEMOTO, Peter Allen; WO2012/61169; (2012); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

New discoveries in chemical research and development 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. 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. Computed Properties of C3H5N3

To a flask containing 1-methyl-1H-1,2,3-triazole (160 mg, 1.93 mmol) was added THF (12 mL) and the colorless solution was cooled to -43 C. using a CH3CN-CO2 bath. Then, n-BuLi, (2.5 M in hexanes, 0.72 mL, 1.8 mmol) was added which afforded an opaque white suspension. The suspension was stirred at -40 C. for 20 minutes, then a homogeneous solution of (2-chloro-4-methoxy-3-(2,2,2-trifluoroethyl)quinolin-6-yl)(1,2-dimethyl-1H-imidazol-5-yl)methanone (350 mg, 0.88 mmol, Intermediate 59: step c) in 5 mL THF, was introduced at -40 C. The reaction mixture was allowed to warm gradually to 0 C. over 25 minutes, then quenched with aqueous NH4Cl solution. The aqueous portion was extracted with EtOAc (3*35 mL). The combined organics were washed with brine, dried over Na2SO4 and MgSO4, filtered and concentrated to give a brown solid. Chromatography on silica gel (3% MeOH-DCM increasing to 10% MeOH) provided the title compound as a tan amorphous solid. 1H NMR (500 MHz, CD3OD) delta ppm 8.22 (d, J=1.8 Hz, 1H), 8.05 (d, J=8.9 Hz, 1H), 7.70 (dd, J=8.9, 2.0 Hz, 1H), 7.48 (s, 1H), 6.91 (s, 1H), 4.09 (s, 3H), 4.03-3.89 (m, 5H), 3.69 (s, 3H), 2.66 (s, 3H). MS (ESI): mass calcd. for C21H20ClF3N6O2, 480.1. found, 481.1 (M+H)+.

If you are hungry for even more, make sure to check my other article about 16681-65-5, the application of this compound in the production field has become more and more popular.

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

Related Products of 23579-79-5, New discoveries in chemical research and development in 2021. We’ll be discussing some of the latest developments in chemical about CAS: 23579-79-5, name is 3,5-Dibromo-1-methyl-1H-1,2,4-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.

A mixture of 17.5 g (0.073 mol) of triazole 2a and 36.5 mL (0.73 mol) of 98 % hydrazine hydrate in 150 mL of propan-2-ol was refluxed for 5.5 h with stirring. The mixture was cooled, the precipitate was filtered off, and the filtrate was evaporated to a volume of 15 mL to isolate an additional amount of the product which was combined with the main portion and recrystallized from toluene. Yield 11.6 g (83 %), mp 196-197 C. IR spectrum, nu, cm-1: 3325 (NH), 3256, 2924,1634 (NH), 1582, 1521, 1456, 1437, 1429, 1331, 1294, 1246, 1227, 1132, 1024, 999, 947, 866, 731, 681, 608, 567, 557. 1H NMR spectrum, delta, ppm: 3.51 s (3H,CH3), 4.52 br.s (2H, NH2, overlapped by the signal of water present in the solvent), 7.84 s (1H, NH). 13C NMR spectrum, deltaC, ppm: 34.3 (CH3), 135.5 (C3),159.5 (C5). Mass spectrum, m/z (Irel, %): 193 (61.3) [M]+, 191 (64.2) [M]+, 178 (4.8), 177 (8.2), 176 (8.2), 175 (10.0), 174 (2.9), 164 (3.1), 163 (4.1), 161 (9.1), 159 (8.2), 136 (5.3), 135 (9.4), 134 (6.3), 133 (11.4), 112 (70.4), 108 (16.0), 106 (16.1), 95 (13.0), 83 (43.0), 82 (47.8), 81 (8.6), 80 (5.7), 78 (6.9), 68 (5.9), 56 (7.6), 55 (18.1), 53 (30.6), 43 (100), 42 (32.7), 41 (7.9), 40 (7.3), 31 (18.6), 30 (37.6), 29 (18.8), 28 (11.8), 27 (7.5), 17 (5.7), 16 (8.9), 15 (39.4). Found,%: C 19.07; H 3.11; N 36.87. C3H6BrN5. Calculated, %: C 18.77; H 3.15; N 36.47. M 192.02.

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Reference:
Article; Tolstyakov; Russian Journal of Organic Chemistry; vol. 54; 10; (2018); p. 1537 – 1547; Zh. Org. Khim.; vol. 54; 10; (2018); p. 1525 – 1534,10;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature 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 solution of 2-iodobenzoic acid (3.0 g, 12.1 mmol) in DMF was added 1,2,3- triazole (1.5 g, 21.7 mmol), Cs2C03(7.1 g, 21.7 mmol), Cul (114 mg, 0.6 mmol), and trans-N,K- dimethylc)rclohexane-l,2-diamine (310 mg, 2.2 mmol). After heating at 120 C for 10 min in a microwave reactor, the mixture was cooled to room temperature, diluted with EtOAc, and filtered through Celite. The filtrate was concentrated in vacuo and the crude residue was purified by silica gel chromatography (MeOH in DCM with 0.1% AcOH) to give Intermediate H as the faster eluting isomer. 1H NMR (DMSO-d6 , 500MHz) delta 13.05 (brs, 1 H), 8.12 (s, 2H), 7.81-7.52 (m, 4H).

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 1H-1,2,3-Triazole, hurry up and to see.

Reference:
Patent; MERCK SHARP & DOHME CORP.; KUDUK, Scott, D.; REGER, Thomas, S.; SKUDLAREK, Jason, W.; (0 pag.)WO2016/85784; (2016); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route 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.

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 5-Amino-4H-1,2,4-triazole-3-carboxylic acid is helpful to your research.

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

Electric Literature of 4928-88-5, New discoveries in chemical research and development in 2021. We’ll be discussing some of the latest developments in chemical about CAS: 4928-88-5, name is Methyl 1H-1,2,4-triazole-3-carboxylate, 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 1-(d,l-Tetrahydropyran-2-yl)-1,2,4-triazole-3-carboxamide A mixture of methyl 1,2,4-triazole-3-carboxylate (12.7 g, 0.10 mole), 2,3-dihydropyran (16 ml), bis(p-nitrophenyl) phosphate (0.10 g) and anhydrous dimethylformamide (100 ml) was heated at 75°-80° for 3 hrs. Additional 2,3-dihydropyran (8 ml) was added and heating at 75°-80° was continued for 3 hrs. The solvent was removed in vacuo and the residue was dissolved in ethyl acetate (150 ml). The ethyl acetate solution was washed with aqueous sodium hydrogen carbonate (two 25 ml portions) and water. The solution was dried over magnesium sulfate, filtered and the filtrate was evaporated to dryness. The crude product, methyl 1-(d,l-tetrahydropyran-2-yl)-1,2,4-triazole-3-carboxylate, was treated for 20 hrs at 25° with methanol saturated with anhydrous ammonia. The solvent was removed in vacuo and the product was crystallized from ethanol to provide 14.0 g (71percent). Recrystallization from ethanol afforded 11.7 g (60percent) of pure 1-(d,l-tetrahydropyran-2 -yl)-1,2,4-triazole-3-carboxamide with mp 156°-158°. NMR (DMSO-d6) delta 8.82 (S, 1, H-5). Anal. Calcd for C8 H12 N4 O2: C, 48.97; H, 6.17; N, 28.56. Found: C, 48.95; H, 6.22; N, 28.42.

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Reference:
Patent; ICN Pharmaceuticals, Inc.; US3991078; (1976); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics