Tag: M.W:200-300

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.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. Recommanded Product: 3,5-Dibromo-1H-1,2,4-triazole

A solution of 1.4 g (36 mmol) of sodium hydroxide in13 mL of water was added to a solution of 8.0 g (36 mmol) of 3,5-dibromo-1H-1,2,4-triazole (1) in100 mL of acetone. The two-phase system thus formed was stirred at 20 C until it became homogeneous, and 4.6 g (36 mmol) of dimethyl sulfate was added dropwise at such a rate that the temperature of the mixture did not exceed 40 C. The mixture was then refluxed for 2 h. The reaction was assumed to be complete when the mixture became weakly acidic and sodium methyl sulfate precipitated. The mixture was filtered,and the solvent was distilled off from the filtrate under reduced pressure. The residue was washed with water, and the precipitate was filtered off and recrystallized from hexane. Yield 7.8 g (88 %), mp 64-65 C [22]. IR spectrum, nu, cm-1: 2951, 1717, 1699, 1464, 1418,1391, 1354, 1275, 1250, 1115, 1016, 989, 712, 700. 1H NMR spectrum, delta, ppm: 3.87 s (3H, CH3). 13C NMR spectrum, deltaC, ppm: 37.4 (CH3), 131.3 (C3),139.1 (C5). Mass spectrum, m/z (Irel, %): 243 (51.1) [M]+, 241 (100) [M]+, 239 (48.9) [M]+, 229 (21.3), 227 (48.3), 225 (24.2), 218 (1.2), 200 (6.1), 198 (12.3), 196 (5.1), 162 (14.5), 160 (13.1), 136 (33.4), 134 (34.9), 122 (30.6), 120 (31.3), 119 (6.3), 117 (7.4), 108 (14.6), 107 (7.7), 106 (16.2), 105 (8.9), 93 (15.9), 91 (18.9), 81 (40.9), 79 (32.5), 52 (12.7), 43 (33.8), 41 (12.2), 40 (13.3), 39 (9.1), 38 (18.5), 29 (53.2), 28 (10.7), 27(16.3), 26 (8.2), 15 (60.3), 12 (7.4).

We’ll also look at important developments in the pharmaceutical industry because understanding organic chemistry is important in understanding health, medicine, the role of 3,5-Dibromo-1H-1,2,4-triazole ,and how the biochemistry of the body works.

Reference:
Article; Tolstyakov; Russian Journal of Organic Chemistry; vol. 54; 10; (2018); p. 1537 – 1547; Zh. Org. Khim.; vol. 54; 10; (2018); p. 1525 – 1534,10;,
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. 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

An argon gas atmosphere was prepared in a reaction vessel, then, a compound MC7-a (100 g), potassium carbonate (110 g) and N,N?-dimethylformamide (500 mL) were added, and the mixture was heated up to 90 C. Thereafter, to this was added an N,N?-dimethylformamide (100 mL) solution containing a compound MC7-b (109 g), and the mixture was stirred at 100 C. for 1 hour. Thereafter, the mixture was cooled down to room temperature, ion exchanged water and chloroform were added, and the organic layer was extracted. The resultant organic layer was washed with ion exchanged water, dried over anhydrous magnesium sulfate, then, filtered through a filter paved with silica gel, and the resultant filtrate was concentrated under reduced pressure, thereby obtaining an oil. The resultant oil was purified by silica gel column chromatography (a mixed solvent of heptane and ethyl acetate), then, dried under reduced pressure at 45 C., thereby obtaining a compound MC7-c (117 g, yield: 94%) as a colorless oil. The compound MC7-c showed a HPLC area percentage value of 99.5% or more. This operation was conducted repeatedly, thereby obtaining a necessary amount of the compound MC7-c. (0446) TLC/MS (DART, positive): m/z=281.9 [M+H]+ (0447) 1H-NMR (CD2Cl2, 300 MHz): delta (ppm)=3.94 (d, 2H), 2.32-2.23 (m, 1H), 0.95 (d, 6H).

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 3,5-Dibromo-1H-1,2,4-triazole help many people in the next few years.

Reference:
Patent; Sumitomo Chemical Company, Limited; ABE, Taichi; ASADA, Kohei; OHUCHI, Kazuei; (80 pag.)US2017/166599; (2017); 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.1186050-58-7, name is 2-Fluoro-6-(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. 1186050-58-7

A mixture of [4-(Hexahydro-pyrrolo[3,4-c]pyrrol-2-yl)-6-methoxy-pyrimidin-2-yl]- dimethyl-amine (60.0 mg, 0.23 mmol), 2-fluoro-6-[1 ,2,3]triazol-2-yl-benzoic acid (52.0 mg, 0.25 mmol), HATU (130.0 mg, 0.34 mmol) and DIPEA (0.12 mL, 0.68 mmol) was stirred into DMF (4.0 mL) at room temperature for 30 minutes. The reaction mixture was diluted with ethyl acetate (60.0 mL) and washed with water (2 X 100 mL). The organic phase was dried (Na2SO4), filtered and concentrated to dryness to yield crude title compound (354.0 mg, 343 %). The crude product was purified using Agilent HPLC (Basic system) to yield pure title compound (84.0 mg, 81 .5 %). MS (ESI) mass calcd. for C22H25FN8O2,452.49; m/z found 453.3 [M+H]+. 1 H NMR (CDCI3): 7.88-7.79 (m, 2H), 7.72 (d, J = 6.7, 1 H), 7.54-7.41 (m, 1 H), 7.19-7.08 (m, 1 H), 5.02-4.92 (m, 1 H), 3.96-3.86 (m, 1 H), 3.87-3.83 (m, 3H), 3.81 -3.50 (m, 5H), 3.43-3.19 (m, 2H), 3.15-3.09 (m, 6H)), 3.09-2.91 (m, 2H).

We’ll also look at important developments in the pharmaceutical industry because understanding organic chemistry is important in understanding health, medicine, the role of 2-Fluoro-6-(2H-1,2,3-triazol-2-yl)benzoic acid ,and how the biochemistry of the body works.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; CHAI, Wenying; LETAVIC, Michael, A.; LY, Kiev, S.; PIPPEL, Daniel, J.; RUDOLPH, Dale, A.; SAPPEY, Kathleen, C.; SAVALL, Brad, M.; SHAH, Chandravadan, R.; SHIREMAN, Brock, T.; SOYODE-JOHNSON, Akinola; STOCKING, Emily, M.; SWANSON, Devin, M.; WO2011/50198; (2011); 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. 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. Computed Properties of C10H9N3O2

5-methyl-2-(2-chloro-1,2,3-triazol-2-yl)benzoic acid (2.03 g, 10 mmol) was added to a 100 single-necked round bottom flask, dissolved in anhydrous dichloromethane (20 mL) and slowly added with thionyl chloride (15 mL, 200 mmol) and pyridine (0.15 mL, 2 mmol) and gradually warmed to reflux for 3 hours. The reaction was stopped, cooled, and the solvent was slowly evaporated under reduced pressure, and the resulting productwas used directly in the next reaction.

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 956317-36-5.

Reference:
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Dongguan Dongyangguang Pharmaceutical Research And Development Co., Ltd.; Jin Chuanfei; Du Changfeng; Zhang Yingjun; Liu Yanping; Kou Yuhui; (38 pag.)CN106986859; (2017); 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. 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. Safety of 4-(4-Cyclopropylnaphthalen-1-yl)-1H-1,2,4-triazole-5(4H)-thione

A pressure vessel containing the compound of Formula (5) (10 g, 37.40 mmol) and methyl 3-bromopropionate (7.73 g, 44.88 mmol) in N,N-dimethylformamide (70 mL) was sealed and heated to an external temperature of 60 C. for 3 days. The reaction was then cooled to room temperature to allow for a sample of the reaction mixture to be taken for 1H-NMR analysis (91% conversion). Methyl 3-bromopropionate (97%, 1.25 g, 7.48 mmol) was charged to the vessel and the reaction was re-sealed and heated to an external temperature of 60 C. for 24 hours. Following completion of the reaction, the reaction solution was concentrated in vacuo at 35-40 C. to remove the N,N-dimethylformamide. The resulting oil residue was then dissolved in dichloromethane (100 mL) and washed with a saturated aqueous sodium bicarbonate solution (50 mL), with the organic phase being dried over anhydrous sodium sulfate and concentrated in vacuo at 30-35 C. to afford a green oil (17.07 g). The oil was purified by silica gel column chromatography (column 27 cm*6 cm), using a gradient system of ethyl acetate and heptanes (2 L, 40:60 ethyl acetate:heptanes; 1 L, 50:50 ethyl acetate:heptanes; 2 L, ethyl acetate) to afford the compound of Formula (11) (9.75 g; 67% yield from the compound of Formula (5)) as a dark oil. 1H-NMR (CDCl3, 300 MHz) delta: 0.78-0.93 (2H, m), 1.12-1.21 (2H, m), 2.42 (1H, tt, J=5.44 Hz, 8.46 Hz), 2.91 (2H, t, J=6.77 Hz), 3.47 (2H, t, J=6.86 Hz), 3.64 (3H, s), 7.30 (1H, d, J=8.25 Hz), 7.35 (2H, s), 7.57 (1H, apparent dt, J=1.02 Hz, 8.22 Hz), 7.66 (1H, apparent dt, J=1.02 Hz, 8.04 Hz), 8.30 (1H, s), 8.54 (1H, d, J=8.44 Hz).

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 4-(4-Cyclopropylnaphthalen-1-yl)-1H-1,2,4-triazole-5(4H)-thione help many people in the next few years.

Reference:
Patent; Apotex Inc.; Bodhuri, Prabhudas; Green, Melanie R. A.; Karadeolian, Avedis; Weeratunga, Gamini; Gorin, Boris; (33 pag.)US2018/258057; (2018); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Application of 217448-86-7, 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. 217448-86-7, name is Methyl 1-(2,6-difluorobenzyl)-1H-1,2,3-triazole-4-carboxylate, molecular formula is C11H9F2N3O2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.

Example 6: Preparation of Rufinamide Methyl l-(2, 6-difIuorobenzyl)-lH-l,2,3-triazole- 4-carboxylate (19 g) was dissolved in methanol (285 ml) at 65-70C. Added dropwise 20% liq NH3 (150 ml) over a period of 30 min. The mixture was then stirred at 65-70C for 5-6 hours. After the completion of reaction, as monitored by TLC, the reaction mixture was cooled to room temperature. The solid was filtered, washed with water and dried under vacuum at 65C to give rufinamide (13.3 g).

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 Methyl 1-(2,6-difluorobenzyl)-1H-1,2,3-triazole-4-carboxylate is helpful to your research.

Reference:
Patent; AARTI INDUSTRIES LIMITED; DESAI, Parimal, Hasmukhlal; SALVI, Narendra, Jagannath; SUBRAMANIAN, Seetharaman; WO2014/72992; (2014); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route 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.

2,2′-Bipyridine (3.12, 20 mmol), copper acetate (3.63 g, 20 mmol) and sodium carbonate (4.24 g, 40 mmol) was added to a solution of 3,5-dibromo-1H-1,2,4-triazole (4.54 g, 20 mmol) and cyclopropyl boronic acid (3.44 g, 40 mol) in DCE (150 ml). The r.m. was heated at 70 C. for 16 h and was then cooled to r.t. and washed with a sat. aq. solution of ammonium chloride. The combined organic extracts were washed with brine and dried (MgSO4). Filtration and concentration under reduced pressure gave a residue which was purified by flash column chromatography over silica gel (eluent: Heptane/EtOAc from 100/0 to 50/50). The product fractions were collected and concentrated in vacuo, yielding 1 g of a 70/30 mixture of intermediate 69 and intermediate 70 (21%) which was used as such in the next reaction step.

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; Van Brandt, Sven Franciscus Anna; De Cleyn, Michel Anna Jozef; Gijsen, Henricus Jacobus Maria; Berthelot, Didier Jean-Claude; Surkyn, Michel; US2012/295891; (2012); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 138624-97-2, 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. 138624-97-2, name is 1-Benzyl-1H-1,2,4-triazole-3-carboxylic acid, molecular formula is C10H9N3O2, 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 (3S)-3-amino- 1 ,8-dimethyl-4,5-dihydro-3H-pyrido[3,4-b] azepine-2,7- dione (15 mg, 0.07 mmol), 1- (3-dimethylaminopropyl) -3-ethylcarbodiimidehydrochloride (16 mg, 0.08 mmol), i-hydroxybenzotriazole (ii mg, 0.08 mmol) and i-benzyl-i,2,4- triazole-3-carboxylic acid (17 mg, 0.08 mmol) in N,N-dimethylformamide (3 mL) was stirredat 25 C for 2 h. The mixture was concentrated under reduced pressure and the residue was purified by RP-HPLC (acetonitrile 20-50%/0.05% ammonium hydroxide in water) to afford arbitrarily assigned (S)- 1 -benzyl-N-( 1 ,8-dimethyl-2,7-dioxo-2,3,4,5,7,8-hexahydro- 1H- pyrido[3,4-b]azepin-3-yl)-1H-i,2,4-triazole-3-carboxamide (22.2 mg, 78%) as a white solid. ?H NMR (400 MHz, CD3OD) 8.56 (s, 1H), 7.87 (s, 1H), 7.37 – 7.33 (m, 5H), 6.49 (s, 1H),5.46 (s, 2H), 4.71 – 4.65 (m, 1H), 3.59 (s, 3H), 3.32 (s, 3H), 2.74 – 2.68 (m, 2H), 2.45 – 2.38 (m, 1H), 2.13 – 2.08 (m, 1H). LCMS RT = 0.697 mm, m/z = 407.1 [M + H]. LCMS (5 to 95% acetonitrile in water + 0.1% formic acid over 1.5 mins) retention time 0.697 mi ESI+

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 1-Benzyl-1H-1,2,4-triazole-3-carboxylic acid is helpful to your research.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; PATEL, Snahel; (105 pag.)WO2018/73193; (2018); A1;,
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. 7411-23-6

To a stirred solution of N,N-diisopropylethylamine (5.7 mL, 33.0 mmol), bromotripyrrolidinophosphonium hexafluorophosphate (5.14 g, 11.02 mmol) and pyridine oxide (1.05 g, 11.0 mmol) in DCM (25 mL) at r.t under nitrogen was added 3,5-dibromo-1H-1,2,4-triazole (0.08 mL, 11.02 mmol) in a single portion and the reaction stirred at 25 C overnight. The solvents were removed in-vacuo and the residue partitioned between 50 mL of DCM and 35 mL of water, passed through a phase separation cartridge and concentrated in-vacuo. The crude material was purified by column chromatography (SiO2) eluting with 10-60% EtOAc in Pet. Ether to give 2-(3,5-dibromo-1,2,4-triazol-1-yl)pyridine (1.95 g, 6.4 mmol, 58 % yield) as a white crystalline solid. Intermediate 8: UPLC-MS (ES+, Method A): 1.53 min, m/z 304.9 [M+H]+.1H NMR (400 MHz, DMSO-d6) delta 8.66 (ddd, J = 4.7, 1.9, 0.8 Hz, 1H), 8.15 (td, J = 7.8, 1.9 Hz, 1H), 7.82 (dt, J = 8.1, 1.0 Hz, 1H), 7.66 (ddd, J = 7.5, 4.9, 1.0 Hz, 1H). Structure confirmed by DEPT NMR. A second compound was isolated to give 4-(3,5-dibromo-1,2,4-triazol-1-yl)pyridine (120 mg, 0.40 mmol, 3.6% yield). Intermediate 9: UPLC-MS (ES+, Method A): 1.33 min, m/z 304.9 [M+H]+.1H NMR (400 MHz, DMSO-d6) delta 8.93-8.80 (m, 2H), 7.82-7.74 (m, 2H). Structure confirmed by DEPT NMR

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:
Patent; REDX PHARMA PLC; JONES, Clifford, D.; BUNYARD, Peter; PITT, Gary; BYRNE, Liam; PESNOT, Thomas; GUISOT, Nicolas, E.S.; (318 pag.)WO2019/145729; (2019); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference of 25537-64-8, 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, 25537-64-8, name is 4,5-Dibromo-1-methyl-1,2,3-triazole, molecular formula is C3H3Br2N3, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.

Butyl lithium 1.6M in hexanes (3.89 mL, 6.23 mmol) was added dropwise over 5min to a solution of 4,5-dibromo-l-methyl-lH-l,2,3-triazole (1 g, 4.15 mmol) in THF (20 mL) at – 75 C, maintaining the temperature <-70C. The resulting mixture was then stirred for 1 hr at - 78C. DMF (1.607 mL, 20.76 mmol) was then added and the mixture stirred for 30 min before being allowed to warm to room temperature. The reaction was quenched with 1M HCl (10 mL) and extracted with ether (3x50 mL). The combined organics were washed with brine (20 mL), dried over sodium sulphate, filtered and concentrated in vacuo. Purification was by silica gel chromatography (eluted with 0-50% ethyl acetate/isohexane) to give 4-bromo-l -methyl- 1H- l,2,3-triazole-5-carbaldehyde as a white solid (M+H30 207.9; LCMS method 2). I am very proud of our efforts over the past few months and hope to 4,5-Dibromo-1-methyl-1,2,3-triazole help many people in the next few years. Reference:
Patent; IRM LLC; NOVARTIS AG; TELLEW, John Edward; WANG, Xia; WAN, Yongqin; XIE, Yun Feng; PAN, Shifeng; JIANG, Jiqing; XIE, Yongping; HUNT, Thomas Anthony; EDWARDS, Lee; BEATTIE, David; HEALY, Mark Patrick; WEST, Ryan; LISTER, Andrew Stuart; WO2012/138648; (2012); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics