Day: September 14, 2021

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. 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. 7411-23-6

In a 100 mL round bottomed flask, 3,5-dibromo-1H-1,2,4-triazole (lnt-1, 2.50 g, 11 mmol) was dissolved in DMF (32 mL) and the solution was cooled to 0-5 C (ice bath). Sodium hydride (55% dispersion in mineral oil, 577 mg, 13.2 mmol) was added in portions and the resulting mixture was stirred for 5 min at 0-5 C and for 15 min at room temperature. After that, ethyl methanesulfonate (2.74 g, 2.27 mL, 22 mmol) was added dropwise at room temperature. The resulting mixture was stirred for 1.5 h at 100 C, and 16 h at room temperature. After that, it was concentrated in vacuo, the residue was diluted with ethyl acetate (100 mL) and water (100 mL), the aqueous phase was extracted with ethyl acetate (3 x 100 mL). The combined organic layers were dried (sodium sulfate) and concentrated in vacuo, the residue was purified by column chromatography (silica gel, 70 g, eluting with ethyl acetate / n-heptane, gradient 0: 100 to 22:78 v/v) to yield the title compound as white solid (1.98 g, 70%). HPLC (method LCMS_fastgradient) tR = 0.88 min. 1H NMR (CDCl3, 300 MHz): delta 1.49 (t, J = 7.2 Hz, 3 H), 4.21 (q, J= 7.2 Hz, 2 H). MS (ES+) m/z 253.9, 255.9, 258.0 [M+H, 2 Br isotopes] .

If you are hungry for even more, make sure to check my other article about 7411-23-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; BARTELS, Bjoern; BERCHTOLD, Stefan; GALLEY, Guido; GOERGLER, Annick; JAKOB-ROETNE, Roland; KRUMMENACHER, Daniela; LIMBERG, Anja; NEIDHART, Werner; RATNI, Hasane; REUTLINGER, Michael; RODRIGUEZ SARMIENTO, Rosa Maria; SCHNIDER, Christian; (309 pag.)WO2018/87018; (2018); 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.6523-49-5, name is 4-(1,2,4-Triazol-1-yl)aniline belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 4-(1,2,4-Triazol-1-yl)aniline

[0342] A mixture of intermediate 33 (0.10 g, 0.28 mmol), 4-[l,2,4]triazol-l-yl- phenylamine (55 mg, 0.34 mmol), Pd2(dba)3 (25 mg, 0.027 mmol), Xantphos (30 mg, 0.052 mmol) and cesium carbonate (0.20 g, 0.61 mmol) in dioxane (3 mL) was sealed in a microwave reaction tube and irradiated with microwave at 160 C for 20 min. After cooling to room temperature, the cap was removed and the resulting mixture filtered. The filtered solid was washed with DCM, the filtrate concentrated and the residue purified by HPLC. The corrected fractions were combined and poured into saturated NaHCO3 solution (30 mL). The combined aqueous layers were extracted with EtOAc (2 x 30 mL) and the combined organic layers washed with brine, dried over anhydrous Na2SO4 and filtered. The filtrate was concentrated and then taken up in minimum amount of EtOAc. Hexanes were added until solid precipitated. After filtration, the title compound was obtained as a white solid (40 mg, 29%).[0343] 1H NMR (500 MHz, DMSOd6): delta 1.12 (s, 9H), 2.15 (s, 3H), 7.50-7.58 (m, 3H), 7.63 (d, J= 9.1 Hz, 2H), 7.83 (d, J= 9.0 Hz, 2H), 7.99 (s, IH), 8.09 (s, IH), 8.10-8.15 (m, IH), 8.17 (s, IH), 8.66 (s, IH), 9.12 (s, IH), 9.27 (s, IH). MS (ES+): m/z 479 (M+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 4-(1,2,4-Triazol-1-yl)aniline ,and how the biochemistry of the body works.

Reference:
Patent; TARGEGEN, INC.; WO2007/53452; (2007); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

New discoveries in chemical research and development 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. 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. COA of Formula: C3H5N3

DMF (1.5 ml) was added to a mixture of methyl 3-iodo-6-methyl-2-pyridinecarboxylate D44 (100 mg), 3-methyl-1H-1,2,4-triazole (45.0 mg, 0.541 mmol), (1R,2R)-N,N’-dimethyl-1,2-cyclohexanediamine (10.27 mg, 0.072 mmol), copper(I) trifluoromethanesulfonate benzene complex (9.08 mg, 0.018 mmol) and cesium carbonate (235 mg, 0.722 mmol) in a screw-topped vial. The mixture was degassed via 3 vacuum/nitrogen cycles and heated with shaking to 120 C. for 90 minutes. The reaction mixture was evaporated to dryness under reduced pressure. The residue was dissolved in water/MeOH (1:1, 3 ml) and acidified to pH=2 by addition of 2 M HCl solution. The resulting mixture was evaporated to dryness under reduced pressure then the residue was triturated with DCM/MeOH (3:1, 5 ml). The mixture was filtered washing with more DCM/MeOH (3:1, 5 ml). The filtrate was treated with trimethylsilyldiazomethane solution (2 M in hexanes, 2 ml, 4 mmol) to re-esterify the acid. The reaction mixture was evaporated under reduced pressure and the residue was purified by flash chromatography on silica gel (Biotage Snap 2×10 g columns in series, EtOAc/Cy from 50/50 to 100/0) to give the title compound D84 (48 mg) as a colourless solid. UPLC (Acid FINAL_QC_POS): rt=0.45 minutes, peak observed: 233 (M+1). C11H12N4O2 requires 232. 1H NMR (400 MHz, CDCl3) delta ppm 2.52 (s, 3H) 2.73 (s, 3H) 3.91 (s, 3H) 7.47 (d, 1H) 7.81 (d, 1H) 8.32 (s, 1H).

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-Methyl-1H-1,2,4-triazole, in my other articles.

Reference:
Patent; ALVARO, Giuseppe; Amantini, David; Castiglioni, Emiliano; Di Fabio, Romano; Pavone, Francesca; US2010/144760; (2010); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 16681-65-5, 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. 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.

1-Methyl-1H-1,2,3-triazole was prepared according to the literature reference W02008/98104. To a 2 L flask containing 1-methyl-1H-1,2,3-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 n-butyllithium (2.5 M in hexanes, 45 mL, 112.5 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 NH4Cl. The aqueous portion was extracted with EtOAc in portions, 7*400 mL. The combined organics were washed with brine, dried over MgSO4, 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.

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

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

Synthetic Route of 10570-40-8, 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. 10570-40-8, name is 4-Methyl-4H-1,2,4-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.

Step 2. 40 mmol of 4-methyl-1,2,4-triazole and 80 mmol of ethyl chloride were stirred at 60 C under nitrogen atmosphere, and quaternized and refluxed for 24 h to cause quaternization reaction.The reaction product was washed with n-hexane and rotary evaporated to give a pale yellow liquid.1,2-Diethyl-4-methyl-1,2,4-triazole chloride 7.80 g

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 4-Methyl-4H-1,2,4-triazole, hurry up and to see.

Reference:
Patent; Nanjing Tech University; Guan Guofeng; Ding Jing; He Yuting; Li Xue; Yuan Dashui; Wan Hui; Wang Lei; (9 pag.)CN108250227; (2018); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 4928-87-4, 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, 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.

Take 0 · 15g (0.31 mmol)The intermediate 27 was dissolved in 30 ml of CHCl, and 0 · lg (0.52 mmol) of EDCI was added to obtain 0.2 g (0.27 mmol) of 1,2,4-triazol-3- Formic acid, stirred at room temperature12h, TLC detection. The reaction was completed and the crude product was dried and purified by silica gel column chromatography (eluent: methanol / dichloromethane / aqueous ammonia = 50:500: 1,7: ¥: ¥) to give a white solid. Example 21 Target product 0.1 g Yield 55.5%

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

Reference:
Patent; Beijing Foreland Pharma Co., Ltd; Zhang, Xingmin; Wang, Ensi; Niu, Shengxiu; Guo, Jing; Dai, Zhuolin; Zheng, Nan; Ji, Qi; Li, Qinyan; Liang, Tie; (109 pag.)CN104411706; (2016); B;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 184177-83-1, New discoveries in chemical research and development in 2021. We’ll be discussing some of the latest developments in chemical about CAS: 184177-83-1, name is 1-((2S,3S)-2-(Benzyloxy)pentan-3-yl)-4-(4-(4-(4-hydroxyphenyl)piperazin-1-yl)phenyl)-1H-1,2,4-triazol-5(4H)-one, 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.

The 35.01 kg dimethyl sulfoxide, the mass concentration is 50% aqueous sodium hydroxide solution (sodium hydroxide 1.24 kg dissolved in pure water 1.24 kg, the mass concentration of the refer to sodium hydroxide of the quality of the sodium hydroxide solution the percentage of the total mass of the), adding 50L glass in the reactor, stirring solution cleaning, then adding 5.31 kg compound (III), stirring 20 – 30 minutes, adding 4.60 kg (3S, 5R) – toluene -4 – sulfonic acid 5 – (2, 4 – difluorophenyl) -5 – (1H – 1, 2, 4 – triazole -1 – yl) methyl tetrahydrofuran -3 – yl methyl ester (IV). After the completion of the feeding, temperature control 25 ± 5 C reaction 8 – 12 hours. TLC monitoring reaction, after the reaction. Control the temperature 20 – 30 C, the reaction with the sampler to 53.05 kg purification of water 100L glass reactor (rotational speed 200 – 300 rpm, dropping time 0.5 – 1.0 hours), continuously stirred for 0.5 – 1 hour. Centrifugal then adding to the basic solvent-free outflow; cake purified water 10.61 kg rear plate the basic solvent-free centrifugal to flow out. The centrifugal solid all input 50L glass in the reactor, adding 23.79 kg ethyl acetate, stirring until the solid completely dissolved. Layered, collecting the upper organic phase. Add silica gel 1.06 kg, heating to 50 – 60 C stirring 0.5 – 1 hour, cooled to 15 – 25 C, filtering. The filtrate batch transfer to 20L in the rotary evaporating bottle, at the vacuum degree of – 0.08 – – 0.1 mpa lower, control temperature 50 ± 10 C, concentrated to remove the ethyl acetate, to the solvent-free steam. To obtain brown oily matter. The oil of transfer to the 50L glass in the reactor, adding ethyl acetate 23.79 kg, heating to 50 ± 5 C, adds by drops positively hexane 36.71 kg (the dropping time 0.5 – 1.0 hours). Lowering the temperature to 20 ± 5 C stirring 2 – 3 hours, centrifugal to the solvent-free outflow, filter cake using mixed solvent (ethyl acetate 4.76 kg hexane 7.34 kg) leaching, centrifugal then adding to the solvent-free outflow. The centrifugal throughout the batch of wet product at the vacuum degree of – 0.08 – – 0.1 mpa lower, control temperature 40 – 50 C decompression drying 6 – 10 hours. A gray solid 6.00 kg compound (II). HPLC purity: 96.1%, yield: 73.4%.

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-((2S,3S)-2-(Benzyloxy)pentan-3-yl)-4-(4-(4-(4-hydroxyphenyl)piperazin-1-yl)phenyl)-1H-1,2,4-triazol-5(4H)-one.

Reference:
Patent; Shanghai Bozhi Yan Xin Pharmaceutical Co., Ltd.; Ying Shuhuan; Pi Hongjun; Liu Zhenfeng; Chen Jian; Qiao Yanhe; (12 pag.)CN106749207; (2017); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Research speed reading in 2021. We’ll be discussing some of the latest developments in chemical about CAS: 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. 7170-01-6

b) Trityl chloride (19.0 g) was added portionwise to a stirred solution of 3-methyl-1,2,4-triazole (5.6 g, commercial) and triethylamine (9.5 ml) in dichloromethane (200 ml). The mixture was diluted with dichloromethane (100 ml), washed with water (50 ml), dried over magnesium sulphate and evaporated under reduced pressure to give 1-trityl-3-methyl-1,2,4-triazole (19.0 g).

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 7170-01-6.

Reference:
Patent; Zeneca Limited; US5393732; (1995); A;,
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. 64922-04-9, name is Ethyl 1H-1,2,4-triazole-5-carboxylate belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. Application In Synthesis of Ethyl 1H-1,2,4-triazole-5-carboxylate

(C-67) To a suspension of 1H-[1,2,4]triazole-3-carboxylate ethyl ester(Farmako, 1997, 52, p429)(1.0 g, 7.09 mmol)in ethanol(25 ml), were added 20% sodium ethoxide ethanol solution 3.3 ml and 4-fluorobenzylbromide(0.93 ml, 7.46 mmol) under ice-cooling and the mixture was stirred for 1.5 hour, Further, the mixture was stirred at room temperature for 30 minutes and at 80C for 40 minutes.. After cooling, water was added to the solution and the mixture was extracted with ethyl acetate.. The extract was washed with saturated brine and dried, then the solvent was evaporated under reduced pressure.. The residue was purified with silica gel column chromatography(ethyl acetate:n-hexane=1:1-1:3)to give 1-(4-fluorobenzyl)-1H-[1,2,4]triazole-3-carboxylate ethyl ester(754 mg, yield:42%). NNR(CDCl3)delta: 1.44(3H, t, J=7.2Hz), 4.48(2H, t, J=7.2Hz), 5.39(2H, s), 7.00-7.13(2H, m), 7.25-7.34(2H, m), 8.08(1H, s).

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 64922-04-9.

Reference:
Patent; SHIONOGI & CO., LTD.; EP1422218; (2004); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference of 288-88-0, 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. 288-88-0, name is 1H-1,2,4-Triazole, molecular formula is C2H3N3, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.

Operating protocol A (82 C., 48 hours) was followed using 117 mg of Chxn-Py-Al (0.4 mmoles), 336 mul of iodobenzene (3 mmoles), 138 mg of 1,2,4-triazole (2 mmoles), 1.042 g of caesium carbonate (3.2 mmoles) and 1.2 ml of DMF. The degree of transformation and selectivity were 100% and 98% respectively. The residue obtained following treatment was purified by silica gel chromatography (eluent: hexane/dichloromethane, 100/0 to 50/50). 264 mg of a dark yellow solid was obtained in a yield of 91%. Pale yellow needles were obtained after re-crystallisation from chloroform. The compound obtained had the following formula: The characteristics were as follows: MPt: 46 C. (CHCl3) (Lit: 46-47 C. given by Micetich, R G; Spevak, P; Hall, T W; Bains, B K; Heterocycles 1985, 23, 1645-1649); 1H NMR/CDCl3: delta8.52 (wide s, 1H, H1), 8.04 (wide s, 1H, H2), 7.53-7.65 (m, 2H, H4,8), 7.26-7.51 (m, 3H, H5,6,7); 13C NMR/CDCl3: delta 152.55 (C1), 140.88 (C2), 139.96 (C3), 129.73 (C5 and C7), 128.15 (C6), 119.99 (C4 and C8); GC/MS: Rt=14.02 min, M/Z=145, purity=100%; Rf=0.21 (eluent: dichloromethane/ethyl acetate, 90/10). Example 1.18; Preparation of 1-phenyl-1H-[1,2,4]triazole; Operating protocol A (82 C., 24 hours) was followed using 117 mg of Chxn-Py-Al (0.4 mmoles), 336 mul of iodobenzene (3 mmoles), 138 mg of 1,2,4-triazole (2 mmoles), 1.042 g of caesium carbonate (3.2 mmoles) and 1.2 ml of DMF. The degree of transformation and selectivity were 79% and 99% respectively. ; Example 1.19; Preparation of 1-phenyl-1H-[1,2,4]triazole; Example 1.18 was repeated, operating at 50 C. (72 hours). The degree of transformation and selectivity for 1-phenyl-1H-[1,2,4-triazole] were 75% and 99% respectively.

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-1,2,4-Triazole, hurry up and to see.

Reference:
Patent; Taillefer, Marc; Cristau, Henri-Jean; Cellier, Pascal-Philippe; US2005/234239; (2005); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics