Day: August 26, 2021

Reference of 16681-65-5, 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. 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.

intermediate 16: step a(2,4-dimethylthiazol-5-yl)(1-methyl-1H-1,2,3-triazol-5-yl)methanol1 -Methyl- lH-l ,2,3-triazole was prepared according to the literature reference WO2008/98104. To a 2 L flask containing 1 -methyl- l H-l ,2,3-triazole (9 g, 108.3 mmol) was added THF (1500 mL) and the solution was cooled to -40 C. To this colorless homogeneous solution was added -butyllithium (2.5 M in hexanes, 45 mL, 1 12.5 mmol) dropwise which immediately afforded a dark brown viscous mixture. The mixture was kept between -10 to -20 C for 60 minutes, then a THF solution of 2,4-dimethylthiazole-5-carbaldehyde (17.2 g, 121 ,8 mmol in 200 mL THF) was introduced via cannula. Once the aldehyde was added the reaction was allowed to warm to room temperature. After 3 hours, the reaction was quenched by pouring it into a saturated solution of aqueous NH4C1. The aqueous portion was extracted with EtOAc in portions, 7 x 400 mL, The combined organics were washed with brine, dried over MgS04, filtered and concentrated to afford a brown oil. Chromatography on silica gel (10%) acetone-DCM increasing to 50% acetone and increasing to 10% MeOH-DCM) provided the title compound as an amber solid.

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-Methyl-1H-1,2,3-triazole.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; 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.; LEONARD, Kristi, A.; WO2015/57203; (2015); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 584-13-4, New discoveries in chemical research and development in 2021. We’ll be discussing some of the latest developments in chemical about CAS: 584-13-4, name is 4H-1,2,4-Triazol-4-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: 4-Amino-1,2,4-triazole (0.005 mol) was taken in 150 mL beaker and dissolved in ethanol (10 mL). Equimolar amount of substituted benzaldehyde was added to the ethanolic solution. Then, 0.5 mL of glacial acetic acid was added dropwise to the reaction mixture and stirred with glass rod. The contents were irradiated in MW at 360W for required time with continuous monitoring by TLC. Then the reaction mixture was filtered. Crude product was recrystallized from ethanol to obtain pure compound. Same procedure was repeated but with different amount of catalysts, i.e., 0.75 mL and 1 mL. The progress of reaction was monitored by TLC after 10 s interval. On completion of reaction, resultant mass was filtered and recrystallized from ethanol. The same procedure was used for the synthesis of rest of the compounds.

I am very proud of our efforts over the past few months and hope to 4H-1,2,4-Triazol-4-amine help many people in the next few years.

Reference:
Article; Mhaske, Sadhana D.; Takate, Sushama J.; Dhawale, Rhushikesh N.; Akolkar, Hemantkumar N.; Randhavane, Pratibha V.; Karale, Bhausaheb K.; Indian Journal of Heterocyclic Chemistry; vol. 27; 1; (2017); p. 89 – 97;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 15294-81-2, 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. 15294-81-2, name is 4,5-Dibromo-1H-1,2,3-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.

Example 121: Preparation of 4,5-dibromo-l-methyl-lH-[l,2,3″|triazole and 4,5-dibromo- 2-methyl-2H-[l .2.31triazole(A) (B) To a solution of 4,5-dibromo- IH-[1, 2,3]triazole (2.26 g, 10 mmol) (Example 120) and triethyl amine (1.5 ml, 10 mmol) in dichloromethane (50 ml), was added methyl iodide (625 mul, 10 mmol). The reaction mixture was stirred at room temperature for 24 hours. More triethyl amine (0.75 ml, 5 mmol) and more methyl iodide (312 mul, 5 mmol) were added and the mixture was stirred for 3 hours. The reaction mixture was quenched by addition of aqueous ammonium chloride (saturated) (15 ml). The phases were separated and the organic phase was dried over magnesium sulfate and concentrated. The residue was purified by column chromatography on silica gel (eluent: 10-30percent ethyl acetate in hexane) to give 4,5-dibromo-2-methyl-2H-[l,2,3]triazole (isomer B) (625 mg, 26percent yield) and 4,5-dibromo- 1 -methyl- IH-[1, 2,3]triazole (isomer A) (825 mg, 34percent yield).Isomer A 1H-NMR (400 MHz, CDCl3): 4.09 (s, 3H, Me) ppm. Isomer B 1H-NMR (400 MHz, CDCl3): 4.18 (s, 3H, Me) ppm.

I am very proud of our efforts over the past few months and hope to 4,5-Dibromo-1H-1,2,3-triazole help many people in the next few years.

Reference:
Patent; SYNGENTA LIMITED; WO2007/96576; (2007); 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. 1157938-97-0, name is 1-(2,5-Difluorophenyl)-2-(1H-1,2,4-triazol-1-yl)ethanone belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. HPLC of Formula: C10H7F2N3O

Propionitrile (11 g, 0.200 mmol) was dissolved in 100 mL of anhydrous THF.Replace with nitrogen three times and slowly add at -78CBistrimethylsilyllithium200 mL (1M) of tetrahydrofuran solution, stir for 10 min, then add magnesium bromide (46 g, 0.25 mmol),After stirring for 20 min, 1-(2,5-difluorophenyl)-2-(1H-1,2,4-triazol-1-yl)ethanone (22.3 g, 0.100 mmol) was added and slowly raised. To -50 C, then the solution is stirred for 2 hours,Until the disappearance of the raw material, 100 mL saturated ammonium chloride solution and 150 mL ethyl acetate were added.Extract twice, combine the organic phases, and wash three times with saturated saline solution.The organic phase was dried, spin-dried and passed through a column of silica gel (PE:EA=1:2) according to formula (I)23.6 g (yield: 84.9%, d.e. >99%) of de(2S,3R) and (2R,3S) white solids were mixed.The resulting solid was dissolved in 50 ml toluene, 100 ml methyl tert-butyl ether andIn a mixed solvent of 20 mL of methanol, D-10-camphorsulfonic acid (19.7 g, 84.91 mmol) was added.Heat the reaction to 60 C, react for 1h, slowly cool and cool, filter,Obtain a white solid, then add water, stir with sodium bicarbonate, extract with dichloromethane,The organic phase was concentrated to obtain the diastereoisomer of (2S,3R) 8.49 g according to formula (I)(Yield: 35.9%, e.e. >99%, d.e. >99%) LC-MS of the resulting compoundThe result of H-NMR measurement is the same as that described in Example 2.

If you are hungry for even more, make sure to check my other article about 1157938-97-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Liu Meijun; (18 pag.)CN106317044; (2017); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 16681-70-2, 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. 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.

H. (2S,4S)-5-Biphenyl-4-yl-2-hydroxymethyl-4-[(3H-[1,2,3]-triazole-4-carbonyl)-amino]-pentanoic acid 2-methanesulfonyl-ethyl ester (R7=-(CH2)2SO2CH3) (2S,4S)-5-Biphenyl-4-yl-4-t-butoxycarbonylamino-2-hydroxymethyl-pentanoic acid (100 mg, 250 mumol, 1.0 eq.), HOBt (0.1 g, 750 mumol, 3.0 eq.), and EDCI (130 muL, 3.0 eq.) were dissolved in DCM (2 mL). After stirring for 10 minutes, 2-(methylsulfonyl)-ethanol (250 mg, 2.0 mmol, 8.0 eq.) and 4-methylmorpholine (110 muL, 4.0 eq.) were added. The resulting mixture was stirred at room temperature for 1.5 hours. The reaction was quenched with water. The DCM layer was separated, concentrated, and the product purified by flash chromatography (70-100% EtOAc/hexanes over 15 minutes). The clean fractions were combined and concentrated. MeCN (2.5 mL) and 4 M of HCl in dioxane (250 muL, 4.0 eq.) were added and the resulting mixture was stirred at room temperature for 1 hour. The solvent was removed to provide the intermediate HCl salt, which was used in the following coupling step. 1,2,3-Triazole-4-carboxylic acid (28.3 mg, 250 mumol, 1.0 eq.) and HATU (95.2 mg, 250 mumol, 1.0 eq.) were dissolved in DMF (2.0 mL) and the resulting solution was stirred for 5 minutes, followed by the addition of DIPEA (131 muL) and the intermediate HCl salt. After 5 minutes, the reaction was quenched with water and the product purified by preparative HPLC to yield the title compound (64 mg; purity 95%). MS m/z [M+H]+ calc’d for C24H28N4O6S, 501.17. found 501.4.

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-4-carboxylic acid, hurry up and to see.

Reference:
Patent; THERAVANCE, INC.; US2012/213806; (2012); 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. 584-13-4, name is 4H-1,2,4-Triazol-4-amine belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. Computed Properties of C2H4N4

General procedure: 4-Carboxybenzenesulphonamide (10.0mmol), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (EDCI, 12.0mmol), and 1-hydroxybenzotriazole (HOBt, 12.0mmol) were added to 10mLN,N-dimethylformamide (DMF) and stirred at room temperature (20-25C) for 30min. Then, 2-amino-4-ethoxycarbonyl thiazole (12.0mmol) and 4-dimethylaminopyridine (DMAP, 3.0mmol) were added to the solution. The reaction was carried out at 45C for 24h. The mixture was cooled to room temperature and extracted with ethyl acetate (EtOAc). The combined organic layers were washed with brine, dried over anhydrous Na2SO4, filtered, and concentrated under reduced pressure. The crude product was purified by column chromatography (dichloromethane/methanol, 60:1-30:1) to recover compound 2a. The method for synthesising 2b-3f was the same as for 2a.

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 584-13-4.

Reference:
Article; Cheng, Yunyun; Feng, Yan; He, Xinhua; Li, Zhenwang; Sun, Xianyu; Wang, Jing; Yang, Chaofu; Yang, Xu; Zhang, Jiwen; Zhao, Wangyu; Zhuang, Xiaomei; Bioorganic Chemistry; vol. 100; (2020);,
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. 288-88-0, name is 1H-1,2,4-Triazole belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. category: Triazoles

[0061] Catalyst 1: Sodium 1,2,4-triazolate [0062] A three-necked-flask stirring apparatus with mechanical stirrer, internal thermometer and reflux condenser was charged under dry nitrogen with 200 ml of dry methanol and 45 ml of a 30% strength methanolic solution of sodium methoxide, corresponding to 0.25 mol of sodium methoxide. 17.4 g (0.25 mol) of 1,2,4-triazole was added thereto in portions at room temperature. After the end of addition of the 1,2,4-triazole the reaction mixture was stirred at reflux temperature for 4 h. The solvent was subsequently distilled off under reduced pressure and the oily residue which remained was admixed at room temperature with 200 ml of methylene chloride. The mixture was stirred at room temperature for 15 min and the precipitated solid product was filtered off. This gave 22.5 g of sodium 1,2-4-triazolate (yield: 98% of theory) in the form of a colourless powder. The product was pure according to its 1H-NMR spectrum and free of the 1,2,4-triazole used.

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 288-88-0, and we look forward to future research findings.

Reference:
Patent; Laas, Hans-Josef; Halpaap, Reinhard; Richter, Frank; Kocher, Jurgen; US2004/49028; (2004); 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 1,2,4-triazol-3-amine 1 (1 mmol), aromatic aldehydes2a-o (1 mmol) and 1,3-cyclohexanedione 3 (1 mmol) were taken into a RB flask, irradiated under MW at 150 W for 60 s. The progress ofthe reaction was observed by TLC. After cooling, the reaction mass becamegummy,washed thoroughlywith 1:1 hexane and ethyl ethanoateto afford the compounds 4a-o (Scheme 1).

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 61-82-5.

Reference:
Article; Sompalle, Rajesh; Arunachalam, Prabhakarn; Roopan, Selvaraj Mohana; Journal of Molecular Liquids; vol. 224; (2016); p. 1348 – 1357;,
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. 423165-07-5, name is exo-3-(3-Isopropyl-5-methyl-4H-1,2,4-triazol-4-yl)-8-azabicyclo[3.2.1]octane belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. 423165-07-5

To a stirred solution of 1-benzyl 3-((3aR,5aR,5bR,7aR,9S,l laR,l lbR,13aS)-3a- isocyanato-l-isopropyl-5a,5b,8,8,l la-pentamethyl-2-oxo-3,3a,4,5,5a,5b,6,7,7a,8,9,10,l l,l la, 1 lb, 12,13, 13a-octadecahydro-2H-cyclopenta[a]chrysen-9-yl) (lR,3S)-2,2-dimethylcyclo butane- 1,3 -die arboxylate (Intermediate-2, 1.0 g, 1.40 mmol, 1.0 eq) in THF (15 ml) was added DIPEA (0.722 g, 5.6 mmol, 4.0 eq) and (lR,3S,5S)-3-(3-isopropyl-5-methyl-4H-l,2,4- triazol-4-yl)-8-azabicyclo[3.2.1]octane (0.655 g, 2.8 mmol, 2.0 eq). The reaction mixture was stirred at room temperature for about 16 hours. After completion of the reaction (monitored by TLC), the reaction mixture was diluted with water (50 ml) and extracted with EtOAc (3×50 ml). The combined organic extracts were dried over sodium sulfate, filtered and evaporated under reduced pressure. The residue was purified by silicagel column chromatography by using 5% methanol in DCM as an eluent to obtain the desired product (0.65 g, 49% yield) as a white solid. 1H NMR (300 MHz, DMSO-d6): delta ppm 7.36 (m, 5H), 6.49 (s, 1H), 5.12, 5.06 (ABq, 2H), 4.48-4.30 (m, 4H), 3.20-3.08 (m, 4H), 3.0-2.80 (m, 3H), 2.34 (s, 3H), 2.22-2.03 (m, 4H), 2.02-1.73 (m, 11H), 1.70-1.33 (m, 10H), 1.32-1.20 (m, 10H), 1.20-1.12 (m, 6H), 1.07-0.98 (m, 6H), 0.91 (s, 3H), 0.88-0.78 (m, 11H).

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 exo-3-(3-Isopropyl-5-methyl-4H-1,2,4-triazol-4-yl)-8-azabicyclo[3.2.1]octane help many people in the next few years.

Reference:
Patent; HETERO RESEARCH FOUNDATION; BANDI, Parthasaradhi Reddy; KURA, Rathnakar Reddy; GAZULA LEVI, David Krupadanam; ADULLA, Panduranga Reddy; KASIREDDY, Bhaskar Reddy; (84 pag.)WO2017/64628; (2017); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 27808-16-8, 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. 27808-16-8, name is 4-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.

Example 74 N-((1S)-2-hydroxy-2-methyl-1-(4-(trifluoromethoxy)phenyl)propyl)-5-(4-methyl-1H-1,2,3-triazol-1-yl)pyrazolo[1,5-a]pyrimidine-3-carboxamide A solution of (S)-5-chloro-N-(2-hydroxy-2-methyl-1-(4-(trifluoromethoxy)phenyl)propyl)pyrazolo[1,5-a]pyrimidine-3-carboxamide (200 mg), 4-methyl-1H-1,2,3-triazole (46.5 mg) and potassium carbonate (97 mg) in N,N-dimethylformamide (2 mL) was stirred at 80 C. for 2 hr. Water was added to the reaction mixture at room temperature, and the mixture was extracted with ethyl acetate. The extract was washed with water and saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the residue was fractionated by HPLC (C18, mobile phase: water/acetonitrile (0.1% TFA-containing system)). The obtained fraction with a shorter retention time was added saturated aqueous sodium hydrogen carbonate solution, and the mixture was extracted with ethyl acetate. The extract was washed with water and saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure. The residue was crystallized from hexane/ethyl acetate to give the title compound (37.5 mg).MS (API+): [M+H]+476.2.

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 4-Methyl-1H-1,2,3-triazole.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; Kawasaki, Masanori; Mikami, Satoshi; Nakamura, Shinji; Negoro, Nobuyuki; Ikeda, Shuhei; Nomura, Izumi; Ashizawa, Tomoko; Imaeda, Toshihiro; Seto, Masaki; Sasaki, Shigekazu; Marui, Shogo; Taniguchi, Takahiko; (130 pag.)US2016/159808; (2016); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics