Day: August 25, 2021

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. 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

The mixture of 3-iodoaniline (3.70 g, 16.9 mmol), 1,2,3-triazole (3.91 mL, 67.6 mmol), K3PO4 (7.17 g, 33.8 mmol), fine powder Cul (1.61 g, 8.45 mmol), ethylenediamine (0.60 mL, 8.45 mmol) in 30 mL dioxane and 15 mL DMSO were refluxed for three days to yield major product 3-(2H-l,2,3-triazol-2-yl)aniline and minor product 3-(lH-l,2,3-triazol-l-yl)aniline in ratio of about 3:1. The mixture was diluted with 400 mL EtOAc, vigorously stirred, filtered through celite, washed with brine twice, concentrated in vacuo, and subjected to flash column to isolate 3-(2H-l,2,3-triazol-2-yl)aniline (1.86 g, 68% yield).

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

Reference:
Patent; PORTOLA PHARMACEUTICALS, INC.; JIA, Zhaozhong J.; KANE, Brian; XU, Qing; BAUER, Shawn M.; SONG, Yonghong; PANDEY, Anjali; DICK, Ryan; WO2013/78468; (2013); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 41253-21-8, 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. 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.

1 g of a 1,2,4-triazole sodium salt was dissolved in N,N-dimethylformamide, and the solution was cooled to 0 C., to which 570 mg of 60% sodium hydride (NaH) was then added. The reactants were stirred for 20 min, and 1.3 mL of 1-bromo-3-chloropropane was slowly added thereto. The reaction mixture was warmed to room temperature and stirred for 12 hours, followed by addition of water and extraction with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was purified by column chromatography to afford 600 mg (38%) of the title compound.1H NMR (CDCl3): delta 8.08 (s, 1H), 7.93 (s, 1H), 4.37-4.34 (m, 2H), 3.47-3.43 (m, 2H), and 2.35-2.29 (m, 2H)

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 Sodium 1,2,4-triazol-1-ide.

Reference:
Patent; DONG-A-PHARM. CO., LTD.; US2010/105727; (2010); 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. 1001401-62-2, name is 2-(2H-1,2,3-Triazol-2-yl)benzoic acid belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 2-(2H-1,2,3-Triazol-2-yl)benzoic acid

Step C: (±)-trans-(2-(2H-1,2,3-triazol-2-yl)phenyl)(3-((5-bromopyridin-2-yl)amino)-2-methylpiperidin-1-yl)methanone. The title compound from Step B (50 mg), DIPEA (1 mL), intermediate A-4 (100 mg) and HATU (200 mg) were stirred in THF at rt for 3 h. Upon completion of the reaction, purification was performed using preparative HPLC to give the title compound (20 mg, 55% yield). MS (ESI) mass calcd. for C20H21BrN6O, 440.2; m/z found 441.1 [M+H]+. 1H NMR (CDCl3): 8.11-7.26 (m, 8H), 7.11-5.91 (m, 1H), 5.19-4.55 (m, 1H), 4.26-2.68 (m, 3H), 2.11-0.71 (m, 7H).

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 1001401-62-2, and we look forward to future research findings.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; Dvorak, Curt A.; Shireman, Brock T.; US2014/275095; (2014); 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. Formula: C2HBr2N3

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.

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:
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

Research speed reading 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. 16681-65-5

To a flask containing 1-methyl-1H-1,2,3-triazole (275 mg, 3.31 mmol, prepared according to PCT Int. Appl., 2008098104) was added THF (35 mL) and the colorless solution was cooled to -50 C. Then, n-butyllithium (2.5 M in hexanes, 1.2 mL, 3.0 mmol) was added dropwise which afforded a dark reddish-brown viscous solution. The mixture was stirred between -20 to -10 C. for 30 minutes, then a homogeneous THF solution of (4-chloro-2-methoxy-3-(4-(trifluoromethyl)benzyl)quinolin-6-yl)(2,6-dimethylpyridin-3-yl)methanone (700 mg, 1.44 mmol in 4 mL THF, Intermediate 47: step f) was introduced at 0 C. The reaction mixture became a dark brown color and was allowed to warm gradually to room temperature. The mixture was stirred for 60 minutes at room temperature then quenched with aqueous NH4Cl solution. The aqueous portion was extracted with EtOAc, 3*50 mL. The combined organics were washed with brine, dried over MgSO4, filtered and concentrated to provide a brown oil. Chromatography on silica gel (1% MeOH-DCM increasing to 5% MeOH-DCM) provided the product as a light brown solid. MS m/e 586.1 [M+H]+. 1H NMR (500 MHz, CDCl3) delta ppm 8.13 (d, J=1.8 Hz, 1H), 7.76 (d, J=8.8 Hz, 1H), 7.49 (d, J=8.1 Hz, 2H), 7.37 (d, J=7.9 Hz, 3H), 6.93 (q, J=8.1 Hz, 2H), 6.80 (s, 1H), 5.51 (s, 1H), 4.36-4.22 (m, 2H), 4.07 (s, 3H), 3.90 (s, 3H), 2.49 (s, 3H), 2.32 (s, 3H). Racemic (4-chloro-2-methoxy-3-(4-(trifluoromethyl)benzyl)quinolin-6-yl)(2,6-dimethylpyridin-3-yl)(1-methyl-1H-1,2,3-triazol-5-yl)methanol was separated into its individual enantiomers using the following conditions: Chiralcel OD, 20 uM (Diacel) using ethanol with 242 nM detection to give the first eluting enantiomer Example 77B: 1H NMR (500 MHz, CD2Cl2) delta ppm 8.09 (d, J=2.2 Hz, 1H), 7.79 (d, J=8.7 Hz, 1H), 7.51 (d, J=8.1 Hz, 2H), 7.44-7.36 (m, 3H), 6.95 (q, J=8.1 Hz, 2H), 6.85 (s, 1H), 4.34 (s, 2H), 4.07 (s, 3H), 3.90 (s, 3H), 2.49 (s, 3H), 2.31 (s, 3H); and the second eluting enantiomer Example 77C: 1H NMR (500 MHz, CD2Cl2) delta ppm 8.09 (d, J=2.2 Hz, 1H), 7.79 (d, J=8.7 Hz, 1H), 7.51 (d, J=8.1 Hz, 2H), 7.44-7.36 (m, 3H), 6.95 (q, J=8.1 Hz, 2H), 6.85 (s, 1H), 4.34 (s, 2H), 4.07 (s, 3H), 3.90 (s, 3H), 2.49 (s, 3H), 2.31 (s, 3H).

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 16681-65-5

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

Synthetic Route of 41253-21-8, 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. 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.

With a thermometer,Condenser tube,Add 120ml DMF to the 250ml four-mouth reaction bottle of the stirrerAnd 1,2,4-triazole sodium salt (18.5 g 203 mmol),Add 1-chloro-2-(4-chlorophenyl)-3-cyclopropylbutan-2-ol (44 g, 170 mmol),Heat to 100 C,Reaction 60-100min,Sampling analysis,When the content of 1-chloro-2-(4-chlorophenyl)-3-cyclopropylbutan-2-ol is less than 1%,It is considered as the end of the reaction.Cool to room temperature,The reaction droplets were added to 120 ml of cold water.Stir the precipitated solid,filter,Washed,dry,A cyclic azole solvent having a content of 96% is obtained.The weight yield is 90%.

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 41253-21-8.

Reference:
Patent; Huai’an Guorui Chemical Co., Ltd.; Zhang Pu; Jin Yucun; Li Ming; Chen Chao; Zhong Yu; Chen Mingguang; Wang Fengyun; (12 pag.)CN109400541; (2019); A;,
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.956317-36-5, name is 5-Methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. 956317-36-5

To a stirred solution of 7(184 mg,0.86 mmol) in DMF (5 ml) was added 92) (174 mg, 0.86 mmol), EDCI (198 mg, 1.03 mmol), HOAt (140 mg, 1.03 mmol), and N-methylmorpholine(0.5 ml, 4.30 mmol), the resulting mixture was stirred for 16 h at room temperature. The reaction mixture was diluted with EtOAc, sat.NaHCO3 aq, and organic phase was separated, the aqueous mixture was extracted with EtOAc. The organic phase and extracts were combined, dried over Na2SO4, and concentrated in vacuo. The residue was chromatographed on SiO2(Hexane- EtOAc = 2 : 1) to give 8 (300mg,87%) as a colorless oil. The 1H NMR and 13C NMR data for this compound was extremely complicated due to its existence as rotamers.1H NMR (500 MHz, CDCl3):delta 7.92-7.75 (3H, m), 7.33-7.10 (2H, m), 4.87-2.90 (7H, m), 2.41 (3H, s),2.19-1.88 (1H, m), 1.71-1.37 (10H, m), 1.31-1.10 (3H, m); 13C NMR(125 MHz, CDCl3): delta 169.59, 169.43, 168.98, 168.76, 154.89, 154.69,154.44, 138.16, 138.11, 137.81, 135.36, 135.24, 133.65, 133.57, 133.30, 130.12,129.52, 129.44, 129.03, 128.93, 128.27, 128.11, 127.95, 122.22, 122.13, 121.90,121.83, 79.54, 79.39, 52.02, 51.30, 48.16, 47.53, 46.39, 46.16, 45.49, 45.10,44.76, 44.41, 43.40, 42.96, 42.43, 42.03, 41.53, 41.16, 39.44, 36.85, 36.40,35.81, 35.02, 34.76, 34.47, 33.89, 29.40, 28.24, 28.16, 20.73, 20.67, 19.76,19.5517.96, 17.57, 17.33, 16.67; IR (neat): 1683, 1635 cm-1; MS (EI)m/z 399 (M+);HRMS (EI) calcd for C21H29N5O3:399.2270 (M+), found: 399.2273; [alpha]17 D -34.9 (c0.9, CHCl3).

We’ll also look at important developments in the pharmaceutical industry because understanding organic chemistry is important in understanding health, medicine, the role of 5-Methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid ,and how the biochemistry of the body works.

Reference:
Article; Minehira, Daisuke; Takahara, Satoyuki; Adachi, Isao; Toyooka, Naoki; Tetrahedron Letters; vol. 55; 42; (2014); p. 5778 – 5780;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Research speed reading 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. 3641-08-5, name is 2H-1,2,4-Triazole-3-carboxamide belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. Safety of 2H-1,2,4-Triazole-3-carboxamide

EXAMPLE 4 Preparation of 1(or 2 or 4)-p-Tolylsulfonyl-s-triazole-3-carboxamide To a cooled, stirred mixture of 3.0 g. of 1,2,4-triazole- 3-carboxamide and 5.1 g. of tosyl chloride in 125 ml. of anhydrous ether is added rapidly 2.75 g. of triethylamine. The cooling bath is removed and the mixture is stirred at room temperature for 23 hours. The heterogeneous mixture is filtered and washed successively with ether, cold water and then ether and dried in vacuo for 4.5 hours yielding a crude colorless solid. This solid is heated in about 50 ml. of acetonitrile and the hot mixture is filtered. The filtrate is concentrated to a smaller volume of about 20 ml. in vacuo.

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 3641-08-5

Reference:
Patent; American Cyanamid Company; US4007198; (1977); A;,
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. 13423-60-4, name is 1-Phenyl-1H-1,2,4-triazole belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. 13423-60-4

To 10 mL of chlorosulfonic acid at 0 C was added 1 g (6.9 mmol) of1-phenyl-1H-1,2,4-triazole, 35. The mixture was stirred overnight andthen cooled to 0 C. The solution was slowly added to ice and extracted3 three times with dichloromethane. The organic layers were combined,dried over sodium sulfate and concentrated to dryness in vacuo to give1 g of a tan solid. The crude sulfonyl chloride was used directlywithout further purification. To a microwave vial was added 25 mg(0.095 mmol) of the sulfonyl chloride, 15 mg (0.11 mmol) of 1,2,3,4-tetrahydroquinoline, 14 mg (0.014 mmol) of triethylamine and 300 muLof acetonitrile. The vial was sealed and heated at 130 C for 30 min. Themixture was diluted with dichloromethane and the organic phase waswashed 2 times with water and brine. The organic layer was dried oversodium sulfate and concentrated in vacuo. The crude sulfonamide waspurified by flash chromatography 0-75% EtOAc/Hexanes.

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

Reference:
Article; Okolotowicz, Karl J.; Dwyer, Mary; Ryan, Daniel; Cheng, Jiongjia; Cashman, Emily A.; Moore, Stephanie; Mercola, Mark; Cashman, John R.; Bioorganic and Medicinal Chemistry; vol. 26; 15; (2018); p. 4441 – 4451;,
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. 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. 41253-21-8

3-Fluoro-2-l,2,4-triazol-l-yl-benzoniti”ile. A mixture of 2,3- difluorobenzylnitrile (2.27 g, 16.3 mmol) and triazole sodium salt (1.33 g, 14.8 mmol) in tetrahydrofuran (5 mL) and dimethylformamide (10 mL) was stirred at 85 C for 4 h. After concentration, the residue was purified by flash chromatography (SiO2) eluting with 25%-50% ethyl acetate/hexane. The isolated product was recrystallized from hot ethyl acetate/hexane to give the title compound as white needles (1.51 g, 54% yield). 1H-NMR (500 MHz, CDCl3) delta ppm: 8.50 (IH, d, J= 2.4 Hz), 8.25 (IH, s), 7.69-7.67 (IH, m), 7.60-7.57 (2H, m). LCMS [M+H]+ calcd for C9H6N4F: 189.16; found: 189.14.

If you are hungry for even more, make sure to check my other article about 41253-21-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; WO2007/64316; (2007); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics