Day: September 26, 2021

Electric Literature of 1338226-21-3, 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. 1338226-21-3, name is 3-(Chloromethyl)-4-methyl-1H-1,2,4-triazol-5(4H)-one, molecular formula is C4H6ClN3O, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.

To a 75L flask was charged a 9.63wt% solution of 3-(chloromethyl)-4-methyl-lH-l,2,4-triazol-5(4H)-one in NMP (1 1.6 kg, 7.55 mol), 3 -chloro-5 -((2-oxo-4-(trifluoromethyl)- 1 ,2-dihydropyridin-3 -yl)oxy)benzonitrile (2.00 kg, 6.29 mol), NMP (3.8 L) and 2-methyl-2-butanol (6.0 L). To the resulting suspension was slowly added N,N-diisopropylethylamine (4.38 L, 25.2 mol) over 4h. The reaction was aged 18h at ambient temperature. The reaction is considered complete when HPLC indicates <1% 3 -chloro-5 -((2-oxo-4-(trifluoromethyl)-l,2-dihydropyridin-3-yl)oxy)benzonitrile remaining. The tan solution was quenched with acetic acid (1.26 L, 22.0 mol) and aged at ambient temperature overnight. The tan solution was warmed to 70 C. Water (2.52 L) was added and the batch was seed with anhydrate Form II (134 g). The thin suspension was aged lh at 70 C. Additional water (14.3 L) was added evenly over 7 h. The slurry was aged 2h at 70 C and then slowly cooled to 20 C over 5 h. The slurry was filtered and washed with 2 : 1 NMP/water (6 L), followed by water washes (6 L x 2). The filter cake was dried over a 2 sweep to give 2.53 kg (85% yield - corrected) of a white solid that was confirmed to be crystalline Form II by X-ray powder detraction analysis. 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 3-(Chloromethyl)-4-methyl-1H-1,2,4-triazol-5(4H)-one is helpful to your research. Reference:
Patent; MERCK SHARP & DOHME CORP.; ITOH, Tetsuji; JEON, Ingyu; MANGION, Ian; QIAN, Gang; SHERRY, Benjamin, D.; GAUTHIER, Donald, R.; CAO, Yang; WO2014/89140; (2014); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 16681-70-2, 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. 16681-70-2, name is 1H-[1,2,3]Triazole-4-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 a stirred solution of ( R,4R^-4-Amino-5-biphenyl-4-yl-2-hydroxypentanoic acid ethyl ester (200 mg, 638 muiotaetaomicron), HATU (291 mg, 766 muiotaetaomicron), 3H-[l,2,3]triazole-4- carboxylic acid (87 mg, 766 muiotaetaomicron), and DMF (3 mL), was added DIPEA (357 mu, 2.0 mmol), and the mixture was stirred at room temperature for 30 minutes. A saturated aqueous NH4C1 was added and the mixture was extracted with EtOAc. The organics were combined, dried over a2S04, and the solvent was evaporated. The crude residue was purified by normal phase chromatography (0-100% EtOAc/hexanes) to yield Compound 1 (76 mg).

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

Reference:
Patent; THERAVANCE BIOPHARMA R&D IP, LLC; FLEURY, Melissa; BEAUSOLIEL, Anne-Marie; HUGHES, Adam D.; LONG, Daniel D.; WILTON, Donna A.A.; WO2015/116786; (2015); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference of 3641-08-5, New discoveries in chemical research and development in 2021. We’ll be discussing some of the latest developments in chemical about CAS: 3641-08-5, name is 2H-1,2,4-Triazole-3-carboxamide, 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.

In a 500 ml jacketed flask equipped with a mechanical stirrer, a temp probe, a circulation bath and a positive nitrogen atmosphere set up was placed with 1,2,4-triazole-3-carboxamide 25.3 gm (0.112 mole), 1,4-dioxane 225 gm, and pyridine 72.8 gm (0.92 mole). The mixture was chilled to -6.8 C. Trifluoroacetic anhydride 107.1 gm (0.51 mole) was added dropwise at -1.3 to -6.8 C. in 10 min. Then the mixture was warmed to ambient temperature and stirred for 30 min. Without work up, a sample was taken for HPLC analysis. The chromatogram showed that the product contained 93% 3-CNT and 0.2% 3-CAT.

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 2H-1,2,4-Triazole-3-carboxamide.

Reference:
Patent; Ampac Fine Chemicals LLC; US2009/292122; (2009); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

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.1455-77-2, name is 3,5-Diamino-1,2,4-triazole belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. SDS of cas: 1455-77-2

2-Hydroxybenzaldehyde (0.02 mol L1, 2 mL) in ethanol (10 mL)was added to a magnetically stirred solution of 3,5-diamino-1,2,4-triazole (0.01 mol L1, 0.99 mg) in ethanol (20 mL). The mixture was refluxed for 2 h. The reaction was monitored through TLC.During refluxing yellow precipitates started forming. It was refluxed for another half an hour. It was then cooled to room temperature, filtered, washed with cold ethanol (2 10 mL) thenwith ether (2 5 mL), dried and recrystallized in a mixture of hot ethanol and ether (2:1).2.3. 2-{(E)-[(3-{[(Z)-(2-hydroxyphenyl)methylidene]amino}-1H-1,2,4-triazol-5-yl)imino]methyl}phenol (L)Yield: (1.63 g, 75percent); mp: 244 °C; color (yellow): IR (cm-1): 3429(OH), 3195 (N-H), 1634 (HC=N), 1604 (C=N) and 1023 (N-N); 1HNMR (ppm DMSO?d6): d 12.81 (s, 1H, NH), 12.14 (s, 1H, OH), 9.16 (s,2H, C7-H, C7,-H), 6.97-7.69 (m, Ar-H); 13C NMR (DMSO?d6):d 157.19 (C8,C8,), 160.67 (C7,C7,), 168.54 (C1, C1,), 117.05-133.93(Ar-C); Mass Spectrum EIMS m/z (percent): 307.31: [M], 308.0(10),277.1(17), 204.1(13), 185.1(100), 171.1(6), 157.0(4). Anal. Calc. for C16H13N5O2 (307.31): C, 62.53 (62.45); H, 4.26 (4.20); N, 22.79(22.72).

We’ll also look at important developments in the pharmaceutical industry because understanding organic chemistry is important in understanding health, medicine, the role of 3,5-Diamino-1,2,4-triazole ,and how the biochemistry of the body works.

Reference:
Article; Sumrra, Sajjad Hussain; Kausar, Samia; Raza, Muhammad Asam; Zubair, Muhammad; Zafar, Muhammad Nadeem; Nadeem, Muhammad Arif; Mughal, Ehsan Ullah; Chohan, Zahid Hussain; Mushtaq, Fazila; Rashid, Umer; Journal of Molecular Structure; vol. 1168; (2018); p. 202 – 211;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 27996-86-7, New Advances in Chemical Research in 2021. Redox catalysis has been broadly utilized in electrochemical synthesis due to its kinetic advantages over direct electrolysis. 27996-86-7, name is 4-[1,2,4]Triazol-1-yl-benzaldehyde, molecular formula is C9H7N3O, 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 i-(3,5-dichlorophenyl)ethanone (0.5 g, 2.6 mmol) in ethanol (20 mE) was added 4-(iH-i,2, 4-triazol-i -yl)benzaldehyde (0.46 g, 2.65 mmol) and the reaction was cooled to 0C. Sodium hydroxide (0.22 g, 5.29 mmol) in water (10 mE) was then added and the reaction was allowed to stir for 2 hat 0 C. The reaction was extracted with EtOAc and the combined organic layers were dried over Na2504 and concentrated under reduced pressure to afford the title compound (0.149 g, 17%):); ESIMS mlz 430.05 ([M+H]) 344.08

In the meantime we’ve collected together some recent articles in this area about 27996-86-7 to whet your appetite. Happy reading!

Reference:
Patent; Dow AgroSciences LLC; Lo, William C.; Hunter, James E.; Watson, Gerald B.; Patny, Akshay; Iyer, Pravin S.; Boruwa, Joshodeep; US2014/171312; (2014); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Application of 626248-56-4, 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. 626248-56-4, name is 3-(2H-1,2,3-Triazol-2-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 mixture of tert-butyl (1S,2R)-2-(5-bromo-6-cyanopyridin-3-ylamino)cyclohexylcarbamate (90 mg, 0.227 mmol), 3-(2H-1,2,3-triazol-2-yl)aniline (40 mg, 0.250 mmol), NaOPh trihydrate (50 mg, 0.294 mmol), xantphos (30 rng, 0.051 mmol) and Pd2dba3 (18 mg, 0.019 mmol) in dioxane (3 mL) was degassed with Ar, then was stirred at 110 C for 20 h. Water and EtOAc were added. Organic phase was separated, washed with aq. 1N NaOH, dried over Na2SO4, concentrated in vacuo to give tert-butyl (1S,2R)-2-(5-(3-(2H-1,2,3-triazol-2-yl)phenylamino)-6-cyanopyridin-3-ylarnino)cyclohexylcarbamate, which was then dissolved in trifluoroacetic acid (5 mL). The solution was allowed to stand for 2 h. Excess of trifluoroacetic acid was removed in vacuo. The residue was purified by HPLC to give 3-(3-(2H-1,2,3-triazolyl)phenylamino)-5-((1R,2S)-2-aminocyclohexy]amino)picolinonitrile (70 mg).

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 626248-56-4.

Reference:
Patent; PORTOLA PHARMACEUTICALS, INC.; SONG, Yonghong; XU, Qing; SRAN, Arvinder; BAUER, Shawn M.; JIA, Zhaozhong J.; KANE, Brian; PANDEY, Anjali; WO2013/192046; (2013); A2;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

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.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. COA of Formula: C3H5N3

To a flask containing 1-methyl-1H-1,2,3-triazole (111 mg, 1.34 mmol) was added THF (10 mL) and the solution was cooled to -45 C. using a CH3CN-CO2 bath. n-BuLi (2.5 M in hexanes, 0.5 mL, 1.25 mmol) was added dropwise to provide a white suspension. The suspension was stirred at -45 C. for 25 minutes. A pre-warmed THF solution of (2,4-dichloro-3-(2,2,2-trifluoroethyl)quinolin-6-yl)(1,2-dimethyl-1H-imidazol-5-yl)methanone (470 mg, 1.17 mmol in 7 mL THF, Intermediate 70) was introduced at -45 C. The reaction temperature was allowed to warm gradually to room temperature over 70 minutes then quenched with aqueous NH4Cl solution. The aqueous portion was extracted with EtOAc (3*40 mL), and the combined organics were washed with brine, dried over MgSO4, filtered and concentrated. Chromatography on silica gel (2% MeOH-DCM increasing to 8% MeOH) afforded the title compound as a tan amorphous solid. MS (ESI): mass calcd. for C20H17Cl2F3N6O, 484.1. found, 485.0 (M+H)+. 1H NMR (500 MHz, CDCl3) delta ppm 8.60 (s, 1H), 8.44-8.40 (m, 2H), 7.95 (d, J=8.8 Hz, 1H), 7.62 (dd, J=8.8, 1.8 Hz, 2H), 6.95 (s, 1H), 5.89 (s, 1H), 4.05 (q, J=9.6 Hz, 2H), 3.89 (s, 3H), 3.32 (s, 3H).

We’ll also look at important developments in the pharmaceutical industry because understanding organic chemistry is important in understanding health, medicine, the role of 1-Methyl-1H-1,2,3-triazole ,and how the biochemistry of the body works.

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

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. 31250-99-4, name is 1-Trityl-1H-1,2,4-triazole belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. category: Triazoles

EXAMPLE 4 This Example illustrates the preparation of 1-trityl-5-iodo-1,2,4-triazole. A stirred solution of 1-trityl-1,2,4-triazole (9.95 g, prepared as described in Example 1) and N,N,N’,N’-tetramethylethylenediamine (3.71 g) in dry tetrahydrofuran (200 ml) was cooled to -70 C. under nitrogen and treated dropwise with n-butyllithium (22.0 ml, 1.6M solution in hexane). The solution was stirred for ten minutes, then treated rapidly with a solution of iodine (10.0 g) in dry tetrahydrofuran (40 ml). After a further one minute, the mixture was quenched at -50 C. with 0.1M sodium thiosulphate (100 ml) and portioned between dichloromethane and water. The organic layer was washed with water, dried over magnesium sulphate, evaporated under reduced pressure and the residue chromatographed on silica, using dichloromethane-ether (25:2) as eluant to give the title compound (11.73 g, m.p. 248-250 C.). NMR (CDCl3): delta7.1-7.3 (15H,m), 8.0(1H,s). 13 C NMR confirmed position of substitution. M/S: M+ 437

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-Trityl-1H-1,2,4-triazole help many people in the next few years.

Reference:
Patent; Zeneca Limited; US5393732; (1995); A;,
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. 3641-13-2, name is 5-Amino-4H-1,2,4-triazole-3-carboxylic acid belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 3641-13-2

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.

If you are hungry for even more, make sure to check my other article about 3641-13-2, the application of this compound in the production field has become more and more popular.

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 4928-87-4, 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. 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.

Step D – Synthesis ((1R,3s,5S)-3-(7-amino-6-(methylsulfonyl)-3-(6-phenylpyridin-3- yl)pyrazolo[1,5-a]pyrimidin-5-yl)-8-azabicyclo[3.2.1]octan-8-yl)(1H-1,2,4-triazol-3- yl)methanoneA mixture of 1 H-1 ,2,4-triazole-3-carboxylic acid (29.4 mg, 0.26 mmol), EDCI (76.7 mg, 0.4 mmol), and 1-hydroxybenzotriazole (27 mg, 0.2 mmol) in DMF (2 mL) was stirred at room temperature for 10 min. The 5-(8-azabicyclo[3.2.1]octan-3-yl)-6- (methylsulfonyl)-3-(6-phenylpyridin-3-yl)pyrazolo[1 ,5-a]pyrimidin-7-amine HCI (0.2 mmol) was added, followed by N,N-diisopropylethylamine (0.17 mL, 1 mmol). It was stirred further for 20 min at room temperature at which time LC/MS analysis confirmed full consumption of starting material. This crude compound was purification by HPLC to afford the desired title product.

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

Reference:
Patent; MERCK SHARP & DOHME CORP.; SCHERING CORPORATION; SIDDIQUI, M. Arshad; NAN, Yang; PATEL, Mehul, F.; REDDY, Panduranga Adulla P.; MANSOOR, Umar Faruk; MENG, Zhaoyang; VITHARANA, Lalanthi Dilrukshi; ZHAO, Lianyun; MANDAL, Amit, K.; LIU, Duan; TANG, Shuyi; MCRINER, Andrew; BELANGER, David, B.; CURRAN, Patrick, J.; DAI, Chaoyang; ANGELES, Angie, R.; YANG, Liping; DANIELS, Matthew Hersh; WO2011/90935; (2011); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics