Day: June 18, 2021

Electric Literature of 103755-58-4, New discoveries in chemical research and development in 2021. We’ll be discussing some of the latest developments in chemical about CAS: 103755-58-4, name is (1-Phenyl-1H-1,2,3-triazol-4-yl)methanol, 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.

Phosphorus(III) bromide, 9.7 mL (0.05 mol), was added with vigorous stirring to a solution of 8.75 g (0.05 mol) of (1-phenyl-1H-1,2,3-triazol-4-yl)metha-nol (11) in 200 mL of anhydrous benzene. The mixture was heated for 2 h and cooled, 50 g of crushed ice was added, and the mixture was neutralized with a saturat-ed solution of sodium carbonate. The organic layer was separated and washed with a saturated solution of sodium carbonate, and the solvent was evaporated under reduced pressure. Yield 10.0 g (84%), mp 124-126C. 1 H NMR spectrum (500 MHz, DMSO-d 6 ), delta, ppm: 4.84 s (2H, CH 2 ), 7.52 t (1H, p-H, J = 7.2 Hz), 7.62 t (2H, m-H, J = 7.2 Hz), 8.92 s (1H, 5-H), 7.91 d (2H o-H, J = 7.2 Hz). Mass spectrum, m/z (I rel , %): 238 (100), 240 (97) [M + H] + . Found, %: C 45.23; H 3.30; N 17.62. C 9 H 8 BrN 3 . Calculated, %: C 45.40; H 3.39; N 17.65.

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 (1-Phenyl-1H-1,2,3-triazol-4-yl)methanol.

Reference:
Article; Pokhodylo; Tupychak; Shyyka, O. Ya.; Obushak; Russian Journal of Organic Chemistry; vol. 55; 9; (2019); p. 1310 – 1321; Zh. Org. Khim.; vol. 55; 9; (2019); p. 1393 – 1405,13;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference of 7411-23-6, 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. 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.

First, 43.7 g of 3,5-dibromo-1H-1,2,4-triazole is introduced into 200 mL of tetrahydrofuran (THF), the resultant mixture is agitated, and 40.4 g of 2-chloro-2,4-difluoroacetophenone is further introduced thereto. Next, 36.3g of potassium carbonate is introduced to the reaction mixture and the resultant mixture is agitated for 7 hours at room temperature. After the completion of the reaction, the reaction mixture is filtered, washed with 100 mL of tetrahydrofuran (THF), andconcentrated at room temperature. Then, 437 mL of purified water is introduced so that the crystals are slurried, followed by filtering. The filtered crystals are reslurried in 175 mL of isopropanol and filtered again. The crystals are washed with 44 mL of isopropanol and dried with hot air at 50C to obtain 63.8 g of the title compound as a white solid (yield 87%, purity 99.2%, HPLC, detected at a wavelength of 256 nm, 18C 4.6 X 250 mm, mobile phase 60% ACN, flow rate 1 mL/min). [96] 1H-NMR (200MHz, CDCl3) delta (ppm) : 8.11~8.03(1H), 7.11-6.96(2H), 5.51(2H).

In the meantime we’ve collected together some recent articles in this area about 3,5-Dibromo-1H-1,2,4-triazole to whet your appetite. Happy reading!

Reference:
Patent; DONGKOOK PHARMACEUTICAL CO., LTD.; KWON, Hyuk Chul; RHO, Man Dong; CHA, Kyung Hoi; WO2011/96697; (2011); A2;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference of 13273-53-5, 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. 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.

To a solution of 6,8-dichloro-2-methyl-4-[3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-1,2,3,4-tetrahydroisoquinoline(50 mg) obtained in Reference Example 3-1 in a dioxane (1.0 mL)-water (0.25 mL) mixed solvent,4-bromo-1-methyltriazole (23 mg), tri(2-furyl)phosphine (17 mg), cesium carbonate (78 mg), and tris(dibenzylideneacetone)dipalladium(0) (11 mg) were added in a nitrogen gas atmosphere, and the mixture was stirred at 90C for 5 hours.The reaction solution was allowed to cool, and then, water was added thereto, followed by extraction with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate and filtered, and then, the filtrate was concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (Biotage(registeredtrademark) SNAP Cartridge HP-Sphere, hexane:ethyl acetate = 100:0 ? 5:95) to obtain the title compound (12 mg,yield: 23%) as a light brown amorphous substance. 1H NMR (300 MHz, CDCl3) delta ppm 2.48 (s, 3H), 2.63 (dd, J=11.0, 8.5Hz, 1H), 3.03 (dd, J=11.0, 4.9Hz, 1H), 3.52 (d,J=15.7Hz, 1H), 3.84 (d, J=15.7Hz, 1H), 4.15 (s, 3H), 4.25-4.32 (m, 1H), 6.80-6.83 (m, 1H), 7.08-7.15 (m, 1H), 7.23 (d,J=2.0Hz, 1H), 7.33-7.40 (m, 1H), 7.60-7.80 (m, 3H). MS (+): 373 [M+H]+.

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

Reference:
Patent; Taisho Pharmaceutical Co., Ltd.; KURODA, Shoichi; KAWABE, Kenichi; USHIKI, Yasunobu; OHTA, Hiroshi; UNEUCHI, Fumito; SHIBATA, Tsuyoshi; TABUSE, Hideaki; MUNETOMO, Eiji; CHONAN, Sumi; (140 pag.)EP3173408; (2017); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Application of 61-82-5, 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. 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 3-amino-1,2,4-triazole or benzimidazole (1.0 mmol), benzaldehyde (1.0 mmol), dimedone (1.0 mmol), and acetonitrile (5 mL) was taken in a round bottom flask and added iodine (10 mol %) and stirred at 80 C for 10 min. After completion of the reaction, as monitored by TLC, the reaction mass was cooled to room temperature and the solid separated was filtered and washed with water and dried at reduced pressure.Data of representative examples

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

Reference:
Article; Puligoundla, Ravinder Goud; Karnakanti, Shuklachary; Bantu, Rajashaker; Nagaiah, Kommu; Kondra, Sudhakar Babu; Nagarapu, Lingaiah; Tetrahedron Letters; vol. 54; 20; (2013); p. 2480 – 2483;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 16681-65-5, New discoveries in chemical research and development in 2021. We’ll be discussing some of the latest developments in chemical about CAS: 16681-65-5, name is 1-Methyl-1H-1,2,3-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.

Example 156a: (4-chloro-2-methoxy-3-(4-(trifluoromethyl)benzyl)quinolin-6-yl)(2,4-dimethyloxazol-5-yl)(1-methyl-1H-1,2,3-triazol-5-yl)methanol To a flask containing 1 -methyl- lH-1 ,2,3-triazole (200 nig, 2.41 mmol, prepared according to PCX int. AppL, 2008098104) was added Tl IF (20 mL) and the colorless solution was cooled to – 40 C. Then, -BuLi (2.5 M in hexanes, 1 ,0 mL, 2.5 mmol) was added drop wise which afforded a dark reddish-brown viscous solution. The mixture was stirred at -30 C for 35 minutes, then a homogeneous THF solution of (4-chioro-2-methoxy-3-(4-(trifluoromethyl)benzyl)quinolin-6- yl)(2,4-dimethyloxazol-5-yl)methanone (500 mg, 1.05 mmol, in 4 mL THF, Intermediate 87: step b) was introduced at -20 C. The reaction mixture became a dark brown color and was then placed in an ice-water bath and allowed to warm gradually to room temperature. After 45 minutes, the mixture was quenched with aqueous NH4C1 solution and extracted with EtOAc:THF (10:2), 4 x 50 mL. The combined organies were washed with brine, dried over Na2S04, filtered and concentrated to provide a brown oil. Chromatography on silica gel (3% MeOH-DCM increasing to 5% MeOH-DCM) to provide the title compound as a faint amber solid. MS m/e558.2 [M+H]+. H NMR (400 MHz, CDGU) delta ppm 8.15 (d, J = 2.0 Hz, 1H), 7.86 (d, J = 8.8 Hz, 1 1 1). 7.54 – 7.47 (m, 3H), 7.40 (d, ./ 8.1 Hz, 2H), 7.14 (s, IH), 4.35 (s, 2H), 4.10 (s, 3H), 4.03 (s, IH), 3.92 (s, 3H), 2.40 (s, 3H), 1.54 (s, 3H).Example 156a was separated by Chirai HPLC (Chiralpak AD column, 5 uM, using EtOH to provide the first eluting enantiomer as Example 156b ‘H NMR (400 MHz, CDC13) delta ppm 8.15 id. ./ 2.1 Hz, IH), 7.86 (d, J = 8.7 Hz, IH), 7.56 – 7.46 (m, 3H), 7.40 id. ./ 8.0 Hz, 21 1). 7.14 (s, IH), 4.34 (s, 2H), 4.09 is, 31 1). 3.91 (s, M l). 2.40 (s, 31 1). 1.54 (s, 3H); and the second eluting enantiomer as Example 156c H NMR (400 MHz, CDC13) delta 8.15 (d, J = 2.1 Hz, IH), 7.86 (d, J = 8.7 Hz, I H), 7.55 – 7.48 (m, 3H), 7.40 (d, J = 8.1 Hz, 2H), 7.14 (s, IH), 4.35 (s, 2H), 4.10 (s, 3H), 3.92 (s, 3H), 2.45 (s, 3H), 1.54 is, 3H).

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

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; WO2015/57205; (2015); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 7411-23-6, New Advances in Chemical Research 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, 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.

To a stirred solution of 3,5-dibromo-1,2,4-triazole,2 (2.8 g, 12.34 mmol) in dichloromethane (40 mL) was added (4-(methoxycarbonyl)phenyl)boronic acid (2.0 g, 11.1 mmol), copper(II) acetate (4.0 g,22.0 mmol), pyridine (1.75 g, 22.1 mmol) and 4A molecular sieves sequentially. It was stirred for 14 h at 25C during which TLC showed the completion of the reaction. It was filtered through a celite bed and the filtrate was concentrated under reduced pressure to give crude product 3, which was further purified by column chromatography using silica gel (100-200 mesh) using ethyl acetate: hexane (30:70) as the eluent to afford 3 (2.70 g, 60%) as an off-white solid. m.p. 139.2-140.9C; IR (KBr): 2957, 1724, 1607,1510, 1447, 1391, 1311, 1295, 1266, 1118, 1003, 857,769 cm-1; 1H NMR (400 MHz, CDCl3): 3.97 (s, 3H),7.69 (d, 2H), 8.21 (d, 2H); 13C NMR (100 MHz,CDCl3): 52.7, 124.38, 129.2, 130.9, 130.9, 131.4,139.3, 141.9, 165.7; MS (EI): m/z Calcd for C10H7Br2N3O2: 361.89. Found: 361.90 (dibromo pattern).

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

Reference:
Article; Roy, Bhairab Nath; Singh, Girij Pal; George, Shaji K.; Lathi, Piyush S.; Agrawal, Manoj K.; Trivedi, Anurag; Mishra, Madhan; Singh, Gajendra; Indian Journal of Chemistry – Section B Organic and Medicinal Chemistry; vol. 53; 5; (2014); p. 610 – 618;,
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. 15294-81-2, name is 4,5-Dibromo-1H-1,2,3-triazole belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. Formula: C2HBr2N3

Example 160: Preparation of 4,5-dibromo-l-methyl-lH-[1.2.31triazole and 4,5-dibromo- 2-methyl-2H-r 1 ,231triazole(A) (B)To a solution of 4,5-dibromo- IH-[1, 2,3]triazole (2.26 g, 10 mmol) (Example 159) 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 with aqueous ammonium chloride (saturated, 15 ml). The organic extract was dried over magnesium sulfate and concentrated and the residue was purified by column chromatography on silica gel (eluent 10-30% ethyl acetate in hexane) to give 4,5-dibromo-2- methyl-2H-[l ,2,3]triazole (isomer B) (625 mg, 26% yield) and 4,5-dibromo- 1-methyl- IH-[1, 2,3]triazole (isomer A) (825 mg, 34% 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.

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 15294-81-2

Reference:
Patent; SYNGENTA LIMITED; WO2007/71900; (2007); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 16681-65-5, New discoveries in chemical research and development in 2021. We’ll be discussing some of the latest developments in chemical about CAS: 16681-65-5, name is 1-Methyl-1H-1,2,3-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 solution of 1-methyl-1H-1,2,3-triazole (1.47 g, 17.7 mmol, PCT Int. Appl. 2008098104) in 20 mL THF was cooled to -40 C. in a dry-ice/acetonitrile bath. n-Butyllithium (1.6 M in hexane, 10.2 mL, 16.3 mmol) was added dropwise via syringe and the mixture was stirred at -40 C. for 30 minutes. A solution of 1-methyl-1H-imidazole-5-carbaldehyde (1.50 g, 13.6 mmol) in 10 mL THF was then added and the mixture was stirred for 5 minutes, then was transferred to an ice/water bath. After 1 hour, the mixture was quenched by addition of saturated aqueous NH4Cl, diluted with water, and extracted twice with EtOAc. The aqueous phase, which contained the title compound, was then concentrated. The residue was purified by flash column chromatography (silica gel, gradient 3-10% MeOH-DCM) to afford the title compound as a light yellow foam.

In the meantime we’ve collected together some recent articles in this area about 1-Methyl-1H-1,2,3-triazole to whet your appetite. Happy reading!

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.; US2015/105404; (2015); 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.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. category: Triazoles

Example 41 b. l-(2-methoxy-4-nitrophenyl)-3-methyl-lH-l,2,4-triazoleA mixture of 3-methyl-lH-[l,2,4]triazole (2.4 g, 29.21 mmol), l-fluoro-2-methoxy-4- nitrobenzene (5.0 g, 29.21 mmol) and potassium carbonate (8.06 g, 58.42 mmol) in DMF (50 mL) was heated overnight at 85C in a pressure vessel. The reaction mixture was cooled to room temperature and concentrated under reduced pressure. The residue was suspended in water and the mixture extracted with dichloromethane. The organic extracts were combined, washed with brine, dried over anhydrous Na2SO4, filtered and concentrated. The residue was dissolved in dichloromethane (50 mL) and hexane was added in small portions until the solution become slightly turbid. The turbid solution was left at room temperature. The precipitation was collected by filtration, washed with hexane to give 2.5 g of title compound (37 % Yield).1U NMR (400 MHz, CHLOROFORM-J) delta ppm 2.51 (s, 3 H) 4.10 (s, 3 H) 7.90 – 8.06 (m, 2 H) 8.10 (d, I H) 8.87 (s, I H)

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-Methyl-1H-1,2,4-triazole ,and how the biochemistry of the body works.

Reference:
Patent; ASTRAZENECA AB; LO-ALFREDSSON, Yvonne; PAULSEN, Kim; RAKOS, Laszlo; ROTTICCI, Didier; WALDMAN, Magnus; WO2010/132015; (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. 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. Product Details of 41253-21-8

Example 4 Selectivity in the Preparation of Intermediate III The procedure of Example 3 was repeated with various solvents and bases, and the reaction mixtures were analyzed using HPLC to determine the ratio of intermediate III to isomer IV impurity. Solvents used were acetonitrile (ACN), chloroform (CHCl3), dimethylformamide (DMF), dichloromethane (CH2Cl2), acetone, CH(OC2H5)2, N-methyl-2-pyrrolidone (MP), dimethylacetamide (DMA), methanol, water, toluene, and mixtures thereof. Bases used were sodium iodide (NaI), potassium t-butoxide (KOtB), potassium hydroxide (KOH), potassium carbonate (K2CO3), potassium iodide (KI), commercial sodium triazolate (NAT), tetrabutyl ammonium hydroxide (TBAI), and mixtures thereof. The results are summarized in Table 1 below, in which the units of dilution are parts by weight of solvent based on the weight of the 4-(bromomethyl)benzonitrile. As illustrated in Table 1, choice of solvent has the largest effect on the resulting ratio of intermediate III to isomer IV impurity. Choice of base, dilution, and reaction times/temperatures also affect the ratio of intermediate III to isomer IV impurity, but to a lesser degree. Dimethylacetamide solvent showed the most selectivity for intermediate III, followed by methylpyrrolidone.

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 41253-21-8, and we look forward to future research findings.

Reference:
Patent; MacDonald, Peter Lindsay; Bigatti, Ettore; Rossetto, Pierluigi; Harel, Zvi; US2007/66831; (2007); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics