Day: August 30, 2021

Application of 1001401-62-2, New Advances in Chemical Research in 2021. The transformation of simple hydrocarbons into more complex and valuable products via catalytic C–H bond functionalisation has revolutionised modern synthetic chemistry. 1001401-62-2, name is 2-(2H-1,2,3-Triazol-2-yl)benzoic acid, molecular formula is C9H7N3O2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.

Step 6: (2-(2H-l,2,3-triazol-2-yl)phenyl)((2R,5R)-5-hydroxy-2-methylpiperidin-l-yl)methanone (6) A solution of (3R, 6R)-6-methylpiperidin-3-ol (5.31 g, 46.1 mmol), 2-(2H-l,2,3- triazol-2-yl)benzoic acid (10.5 g, 55.3 mmol), EDC (17.7 g, 92.0 mmol), l-hydroxy-7- azabenzotriazole (12.6 g, 92.0 mmol), triethylamine (19.3 mL, 138 mmol) in DMF (300 mL) was stirred at 50 C overnight, then diluted with saturated aqueous sodium bicarbonate and extracted 3x with ethyl acetate. The organics were washed with brine, dried over magnesium sulfate, filtered, and concentrated. The crude material was purified by silica gel gradient chromatography (0-100% ethyl acetate in hexanes), providing the titled compound as a pale yellow solid. LRMS m/z (Mu+Eta) 287.3 found, 287.1 required.

I am very proud of our efforts over the past few months and hope to 2-(2H-1,2,3-Triazol-2-yl)benzoic acid help many people in the next few years.

Reference:
Patent; MERCK SHARP & DOHME CORP.; KUDUK, Scott, D.; SKUDLAREK, Jason, W.; WO2014/99698; (2014); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference of 6523-49-5, New Advances in Chemical Research in 2021. The transformation of simple hydrocarbons into more complex and valuable products via catalytic C–H bond functionalisation has revolutionised modern synthetic chemistry. 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 mixture of intermediate 21 (prepared according to A2. C-1) (0.00014 mol) and 4-(1H-1,2,4-triazol-1-yl)-benzenamine (0.00016 mol) in DMSO (0.5 ml) was reacted for 3 hours in a shaker at 100C, then the reaction mixture was shaken at 110C. Finally, the mixture was reacted in a microwave at 150C. The resulting precipitate was filtered off and dried (vacuum). Yield: 0.0096 g of final compound 51.

In the meantime we’ve collected together some recent articles in this area about 4-(1,2,4-Triazol-1-yl)aniline to whet your appetite. Happy reading!

Reference:
Patent; JANSSEN PHARMACEUTICA N.V.; WO2005/12304; (2005); A2;,
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. 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. Safety of 3,5-Dibromo-1H-1,2,4-triazole

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. Redox catalysis has been broadly utilized in electrochemical synthesis due to its kinetic advantages over direct electrolysis. 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. SDS of cas: 956317-36-5

Add intermediate I48kg (235mol) in the reaction vessel, add dichloromethane 300ml, start stirring, add Intermediate II48kg (235mol); add alkali stirring and mixing, add condensing agent EDC.HCL45kg, when added, control the temperature at 25 The following, the reaction was incubated at 24 ~ 27 , TLC monitoring, TLC showed the reaction was completed, the intermediate was obtained after 87kg (223mol), the yield 94.9%.The difference between Example 3 and Example 1 is that a combination of a condensing agent and a condensing agent such as 1-ethyl- (3-dimethylaminopropyl) carbodiimide hydrochloride and tris (2 , 6-dimethoxyphenyl) bismuth, the weight percentage of tris (2,6-dimethoxyphenyl) bismuth in the condensing agent is 25%Insulation 18 ~ 22 reaction, TLC monitoring, post-processing intermediate 88kg (225.6mol),Yield 96%.

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 956317-36-5, and we look forward to future research findings.

Reference:
Patent; Anhui Baishansheng Pharmaceutical Co., Ltd.; Chang Song; Wang Zheming; Wei Yong; Mu Longzhi; Wu Zhangshuan; Fan Zheng; (8 pag.)CN107298678; (2017); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference of 584-13-4, 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. 584-13-4, name is 4H-1,2,4-Triazol-4-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.

Add 0.033 mol of 4-amino-1,2,4-triazole to 60 mL of water.0.035 mol sodium carbonate, stirred for 10 min in an ice bath,Cyanuric chloride solution was added dropwise in 10 min,Stir at 100 C for 10 hours, cool to room temperature, and filter by suction.Washing three times with water at 5 C, drying at 70 C, to obtain a s-triazine-based fluorescent probe, yield 95%;The cyanuric chloride solution,Are 0.01 mol of cyanuric chloride in 30 mL of 1,4-dioxane mixed solution was obtained.

In the meantime we’ve collected together some recent articles in this area about 584-13-4 to whet your appetite. Happy reading!

Reference:
Patent; University of Jinan; Wang Zhiling; Kuang Xuan; Cui Yu; Sun Xu; Zhang Yong; (7 pag.)CN108047210; (2018); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference of 13273-53-5, 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. 13273-53-5, name is 4-Bromo-1-methyl-1H-1,2,3-triazole, molecular formula is C3H4BrN3, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.

Step 1. (S)-(6-bromo-5-(2,5-difluoro-4-nitrophenoxy)-2-methyl-3,4-dihydroquinoliii-l(2H)- yl)(cyclopropyl)methanone and (S)-(6-bromo-5-(4,5-difluoro-2-nitrophenoxy)-2-methyl-3,4- dihydroquinolin-l(2H)-yl)(cyclopropyl)methanone [0568] A 100-mL, 3-necked round-bottom flask was charged with a solution of (S)-(6-bromo-5- hydroxy-2-methyl-3,4-dihydroquinolin-l(2H)-yl)(cyclopropyl)methanone (2.00 g, 6.45 mmol) in tetrahydrofuran (20 mL). Potassium tert-butoxide (0.797 g, 7.10 mmol) was added in portions at 0 C and the mixture stirred for 5 minutes. 1 ,2,4-Trifluoro-5-nitrobenzene (1.72 g, 9.71 mmol) was then added, and the resulting mixture stirred at 0 C for 3 h. Hydrochloric acid (I aqueous, 10 mL) was added, and the aqueous phase was separated and extracted with ethyl acetate (2 x 15 mL). The combined organic layers were dried over anhydrous sodium sulfate, filtered, and concentrated under vacuum. The residue was purified via column chromatography on silica gel (eluting with 1 : 10, ethyl acetate/petroleum ether) to afford a mixture of (S)-(6-bromo-5-(2,5-difluoro-4-nitrophenoxy)-2- methyl-3,4-dihydroquinolin-l(2H)-yl)(cyclopropyl)methanone and (S)-(6-bromo-5-(4,5-difluoro-2- nitrophenoxy)-2-methyl-3,4-dihydroquinolin-l(2H)-yl)(cyclopropyl)methanone (2.1 g, 70%) as yellow oil. MS (ESI, pos. ion) m/z 467,469[M+H]+ Step 2. (S)-(5-(4-amino-2,5-difluorophenoxy)-6-bromo-2-methyl-3,4-dihydroquinoliii-l(2H)- yl)(cyclopropyl)methanone and (S)-(5-(2-amino-4,5-difluorophenoxy)-6-bromo-2-methyl-3,4- dihydroquinolin-l(2H)-yl)(cyclopropyl)methanone [0569] A 100-mL, round-bottom flask was charged with a mixture of (S)-(6-bromo-5-(2,5-difiuoro- 4-nitrophenoxy)-2-methyl-3,4-dihydroquinolin- 1 (2H)-yl)(cyclopropyl)methanone and (S)-(6- bromo-5-(4,5-difiuoro-2-nitrophenoxy)-2-methyl-3,4-dihydroquinolin-l(2H)- yl)(cyclopropyl)methanone (2.1 g, 4.49 mmol), iron powder (1.26 g, 22.5 mmol), ammonium chloride (0.476 g, 8.90 mmol), tetrahydrofuran (10 mL), ethanol (10 mL), and water (3 mL). The resulting mixture stirred overnight at 80 C. After cooling to room temperature, the reaction mixture was filtered, and the filtrate was extracted with ethyl acetate (2 x 15 mL). The combined organic layers were concentrated under vacuum to afford a mixture of (S)-(5-(4-amino-2,5- difluorophenoxy)-6-bromo-2-methyl-3,4-dihydroquinolin- 1 (2H)-yl)(cyclopropyl)methanone and (S)-(5-(2-amino-4,5-difluorophenoxy)-6-bromo-2-methyl-3,4-dihydroquinolin-l(2H)- yl)(cyclopropyl)methanone (1.8 g, 96%) as brown oil, which was directly used in next step without further purification. MS (ESI, pos. ion) m/z 437,439[M+H]+ Step 3. (S)-(6-bromo-5-(3,4-difluorophenoxy)-2-methyl-3,4-dihydroquinolin-l(2H)- yl)(cyclopropyl)methanone and (S)-(6-bromo-5-(2,5-difluorophenoxy)-2-methyl-3,4- dihydroquinolin-l(2H)-yl)(cyclopropyl)methanone [0570] A 100-mL, round-bottom flask was charged with a mixture of (S)-(5-(2-amino-4,5- difluorophenoxy)-6-bromo-2-methyl-3,4-dihydroquinolin- 1 (2H)-yl)(cyclopropyl)methanone and (S)-(5-(4-amino-2,5-difluorophenoxy)-6-bromo-2-methyl-3,4-dihydroquinolin-l(2H)- yl)(cyclopropyl)methanone (1.8 g, 4.12 mmol) and N,N-dimethylformamide (10 mL). A solution of tert-butyl nitrite (1.2 g, 11.64 mmol) in N,N-dimethylformamide (10 mL) was added dropwise, and the resulting solution stirred for 4 h at 50 C. After cooling to room temperature, the reaction mixture was diluted with ethyl acetate (100 mL). The organic layer was washed with water (3 x 20 mL) and brine (20 mL), dried over anhydrous sodium sulfate, filtered, and concentrated under vacuum. The residue was purified via column chromatography on silica gel (eluting with 1 : 10, ethyl acetate/petroleum ether) to afford a mixture of (S)-(6-bromo-5-(3,4-difluorophenoxy)-2-methyl-3,4- dihydroquinolin- 1 (2H)-yl)(cyclopropyl)methanone and (S)-(6-bromo-5-(2,5-difluorophenoxy)-2- methyl-3,4-dihydroquinolin-l(2H)-yl)(cyclopropyl)methanone (0.600 g, 35%) as yellow oil. MS (ESI, pos. ion) m/z 422,424[M+H]+. Step 2. (S)-cyclopropyl(5-(3,4-difluorophenoxy)-2-methyl-6-(4,4,5,5-tetramethyl-l,3,2- dioxaborolan-2-yl)-3,4-dihydroquinolin-l(2H)-yl)methanone and (S)-cyclopropyl(5-(2,5- difluorophenoxy)-2-methyl-6-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2-yl)-3,4- dihydroquinolin-l(2H)-yl)methanone [0666] A mixture of (S)-(6-bromo-5-(3,4-difluorophenoxy)-2-methyl-3,4-dihydroquinolin-l(2H)- yl)(cyclopropyl)methanone and (S)-(6-bromo-5-(2,5-difiuorophenoxy)-2-methyl-3,4- dihydroquinolin-l(2H)-yl)(cyclopropyl)methanone (0.100 g, 0.24 mmol), bis(pinacolato)diboron (0.600 g, 2.37 mmol), [l, -bis(diphenylphosphino)ferrocene]dichloropalladium(II) dichloromethane adduct (0.019 g, 0.02 mmol), and potassium acetate (0.046 mg, 0.47 mmol) in 1,4-dioxane (10 mL) was stirred overnight at 80 C. The reaction mixture was cooled to room temperature, diluted with ethyl acetate (50 mL), washed with water (20 mL) and brine (20 mL), dried over anhydrous sodium sulfate, filtered, and concentrated under vacuum. The residue was purified by p…

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-Bromo-1-methyl-1H-1,2,3-triazole.

Reference:
Patent; BAIR, Kenneth W.; HERBERTZ, Torsten; KAUFFMAN, Goss Stryker; KAYSER-BRICKER, Katherine J.; LUKE, George P.; MARTIN, Matthew W.; MILLAN, David S.; SCHILLER, Shawn E. R.; TALBOT, Adam C.; WO2015/74064; (2015); A2;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference of 61-82-5, 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. 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 2-aminobenzimidazole or 3-amino-1,2,4-triazole (1.0 mmol), arylaldehyde (1.0 mmol), dimedone (1.0 mmol), and 15 mol % p-TsOH.H2O was stirred in 5 cm3 acetonitrile as solvent at 40-50 C for the appropriate time (Table 3). The progress of the reaction was monitored by TLC. After completion of the reaction, a thick precipitate was obtained. The solid product was filtered off and washed with acetonitrile and subsequently dried in air. The pure product was characterized by conventional spectroscopic methods.

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 1H-1,2,4-Triazol-5-amine is helpful to your research.

Reference:
Article; Mousavi, Mir Rasul; Maghsoodlou, Malek Taher; Monatshefte fur Chemie; vol. 145; 12; (2014); p. 1967 – 1973;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference of 27996-86-7, 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. 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.

L-Proline (1.81 g, 15.6 mmol) was added to a stirring, heterogeneous mixture of 4-(1H-1,2,4-triazol-1-yl)benzaldehyde (13.5 g, 78.0 mmol, Intermediate 82: step a) and 2,2-dimethyl-1,3-dioxane-4,6-dione (11.2 g, 78.0 mmol) in ethanol (520 mL) at 23 C. After 1.5 hours, diethyl 1,4-dihydro-2,6-dimethyl-3,5-pyridinedicarboxylate (19.7 g, 78.0 mmol) was added in one portion. After 16 hours, the ethanol was removed by rotary evaporation at 35 C. to afford a yellow solid. Isopropanol (300 mL) was added and the heterogeneous mixture was stirred for 10 minutes at 23 C. The mixture was filtered and the filter cake was washed with isopropanol (150 mL). The solids were collected and dried under vacuum to provide the titled compound as a white solid.

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-benzaldehyde.

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.; Fourie, Anne; Xue, Xiaohua; Cummings, Maxwell D.; Jones, William Moore; Goldberg, Steven; US2015/105366; (2015); 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. 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. 1455-77-2

To a methanolic solution (15mL) of 9 3,5-diamino-1,2,4-triazole (0.099g, 1mmol) an equimolar solution of 10 2-chlorobenzaldehyde (0.141g, 1mmol) was added and the mixture was first stirred at room temperature for 30min and then refluxed for 5?6h. The excess of solvent was removed by under reduced pressure using rotavapor and then washed with methanol and recrystallized from dichloromethane – methanol. The resulted product was dried under vacuum. The synthesis scheme alongwith atom number (for assignment only) of the schiff base is presented in Scheme 1 . 2.1.2 12 (E)-N3-(2-chlorobenzylidene)-1H-1,2,4-triazole-3,5-diamine Yield: 0.157g, 71percent; colour: light yellow; m.p: 235?240°C; 1H NMR (delta in ppm DMSO-d6, 500MHz): 12.10 (s, 1H, NHtriazole), 9.36 (s, 1H, H-7), 8.13 (d, 1H, J=7.5Hz, H-3), 7.53 (d, 1H, J=8Hz, H-4), 7.49 (d, 1H, J=8Hz, H-6), 7.43 (t, 1H, J=7.5Hz, H-5), 6.20 (s, 2H, NH2); 13C NMR (delta in ppm DMSO-d6/125MHz): 163.85 (C-8), 157.39 (C-7), 157.10 (C-9), 135.82 (C-2), 133.59 (C-1), 132.93 (C-3), 130.65 (C-6), 128.49 (C-4), 128.27 (C-5); FT-IR (KBr, cm?1): 3322 nuas(NH2), 3233 nu(N?H), 3149 nus(NH2), 2785 nu(C?H), 1651 nu(C=N), 681 nu(C?Cl); MS (ESI) m/z: ([M+H]+) 222.05; Anal. Calc percent for C9H8N5Cl: C, 48.76; H, 3.61; N, 31.60; Found: C, 48.50; H, 3.32; N, 31.4.

Sometimes chemists are able to propose two or more mechanisms that are consistent with the available data. If a proposed mechanism predicts the wrong experimental rate law, however, the mechanism must be incorrect.Welcome to check out more blogs about 3,5-Diamino-1,2,4-triazole, in my other articles.

Reference:
Article; Pokharia, Mamta; Yadav, Swatantra K.; Mishra, Hirdyesh; Pandey, Nidhi; Tilak, Ragini; Pokharia, Sandeep; Journal of Molecular Structure; vol. 1144; (2017); p. 324 – 337;,
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. 1533519-84-4, name is 4-(4-Cyclopropylnaphthalen-1-yl)-1H-1,2,4-triazole-5(4H)-thione belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. COA of Formula: C15H13N3S

Acetonitrile 600g is first added to a 1L four-neck flask at room temperature.Compound IV (106.9 g, 0.4 mol) was added with stirring.Compound Vc (57.9 g, 0.22 mol) was added. Slowly warm up to 50-55C under nitrogen protection.The solid was completely dissolved and 48g of potassium bicarbonate was added portionwise over 60-80 minutes.After the addition, the reaction was incubated at 50-55C for 3-4 hours. The disappearance of the raw material at TLC indicated that the reaction was complete.After the reaction was completed, insoluble material was removed by hot filtration, and the resulting filtrate was slowly cooled to -5C.A large number of white solids precipitated, and 50 ml of deionized water was added dropwise to the reaction flask over 1-2 hours to crystallize sufficiently.And remove inorganic salts. After deionized water is added, it is crystallized at -5C for 2 hours and filtered.The filter cake was washed with 100 ml of 95% glacial acetonitrile. The resulting compound (IIIc) was vacuum-dried,Dry at a temperature of 50-55C for 24 hours. 120.3 g of compound (IIIc) was obtained with a yield of 83%.

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 1533519-84-4

Reference:
Patent; Zhejiang Xin Donggang Pharmaceutical Co., Ltd.; Yan Jianbo; Ma Liangxiu; Lin Yi; Hong Huabin; (16 pag.)CN107739344; (2018); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics