Category: 252742-72-6

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. 252742-72-6, name is 3-(Chloromethyl)-1H-1,2,4-triazol-5(4H)-one belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. SDS of cas: 252742-72-6

Step 1(e): 3-chloro-5-({2-oxo-1-[(5-oxo-4,5-dihydro-1H-1,2,4-triazol-3-yl)methyl]-4-(trifluoromethyl)-1,2-dihydropyridin-3-yl}oxy)benzonitrile (1-6) A suspension of the 3-chloro-5-{[2-hydroxy-4-(trifluoromethyl)pyridin-3-yl]oxy}benzonitrile (1-4; 2.00 g; 6.36 mmol), 5-(chloromethyl)-2,4-dihydro-3H-1,2,4-triazol-3-one (1-5; 0.849 g; 6.36 mmol) and K2CO3 (0.878 g; 6.36 mmol) in DMF (32 mL) was stirred for 2 hours at room temperature, at which point LCMS analysis indicated complete conversion. The mixture was diluted with 200 mL Me-THF and washed with 150 mL 1:1:1 H2O:brine:saturated aqueous NH4Cl, then further washed with 2.x.150 mL 1:1 H2O:brine. The aqueous fractions were further extracted with 150 mL Me-THF, then the combined organic extracts were dried (Na2SO4) and concentrated in vacuo. Purification by ISCO CombiFlash (80 g column; dry load; 100:0 to 90:10 EtOAc:EtOH over 25 minutes) provided the title compound (1-6) as a white solid. 1HNMR (400 MHz, DMSO): delta 11.46 (s, 1 H); 11.39 (s, 1 H); 7.93 (d, J=7.3 Hz, 1 H); 7.76 (s, 1 H); 7.58 (s, 1 H); 7.51 (s, 1 H); 6.67 (d, J=7.3 Hz, 1 H); 5.02 (s, 2 H).

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-(Chloromethyl)-1H-1,2,4-triazol-5(4H)-one help many people in the next few years.

Reference:
Patent; Burch, Jason; Cote, Bernard; Nguyen, Natalie; Li, Chun Sing; St-Onge, Miguel; Gauvreau, Danny; US2011/245296; (2011); 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. 252742-72-6, name is 3-(Chloromethyl)-1H-1,2,4-triazol-5(4H)-one belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. name: 3-(Chloromethyl)-1H-1,2,4-triazol-5(4H)-one

To a solution of N-(3-bromo-4-fluorophenyl)-N’-hydroxy-4-nitro-l,2,5- oxadiazole-3-carboximidamide (100 mg, 0.289 mmol) in DMF (2.0 mL) at 25 C was added NaSH (25 mg, 0.446 mmol). The mixture was stirred at 25 C for 30 min. Then K2C03 (40 mg, 0.289 mmol) and 3-(chloromethyl)-lH-l,2,4-triazol-5(4H)-one (58 mg, 0.434 mmol) were added. The mixture was stirred at 25 C for 30 min, diluted with sat. NaHCC (10.0 mL, aq), and extracted with ethyl acetate (10.0 mL). The organic layer was washed with brine (5.0 mL), dried over MgSC>4, and concentrated. The residue was purified by reverse phase HPLC on a GILSON 281 instrument fitted with a Phenomenex Synergi C18 (250*21.2 mm*4 muiotaeta) using water (0.2% formic acid) and acetonitrile as eluents (Mobile phase A water(0.2% Formic acid), Mobile phase B acetonitrile, Detective wavelength: 220 nm) followed by freeze-drying to give the title compound (40 mg) as a solid. lH NMR (400 MHz, CD30D) delta 7.09 (dd, J=5.8, 2.5 Hz, 1 H), 7.04 (t, J=8.7 Hz, 1 H), 6.73 – 6.81 (m, 1 H), 4.27 (s, 2 H). ESI MS m/z 430 [M+H]+

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-(Chloromethyl)-1H-1,2,4-triazol-5(4H)-one, in my other articles.

Reference:
Patent; MERCK SHARP & DOHME CORP.; HAN, Yongxin; ACHAB, Abdelghani; BIJU, Purakkattle; DENG, Yongqi; FRADERA, Xavier; GUO, Liangqin; HE, Shuwen; KOZLOWSKI, Joseph; KURUKULASURIYA, Ravi; LIU, Kun; MCGOWAN, Meredith Ann; PU, Qinglin; SCIAMMETTA, Nunzio; ZHANG, Hongjun; ZHAO, Hua; (147 pag.)WO2017/106062; (2017); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference of 252742-72-6, 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. 252742-72-6, name is 3-(Chloromethyl)-1H-1,2,4-triazol-5(4H)-one, molecular formula is C3H4ClN3O, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.

200 mg 5-Chloromethyl-2,4-dihydro-[1,2,4]triazol-3-one was placed in 25 mL of a 7N solution of ammonia in methanol at ambient temperature. The reaction was stirred overnight and then concentrated under reduced pressure. The product was used without further purification.Yield: 171 mg (100percent of theory)

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

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; US2012/28939; (2012); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 252742-72-6, name is 3-(Chloromethyl)-1H-1,2,4-triazol-5(4H)-one, belongs to triazoles compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 252742-72-6, Safety of 3-(Chloromethyl)-1H-1,2,4-triazol-5(4H)-one

A solution of 33A (0.105 g 0.77 mmol) in DMF (5 mL) was treated with KN(SiMe3)2 (0.5 M/toluene, 1.8 mL, 0.93 mmol), stirred at 0° C. for 20 min, and then treated with 33B (0.155 g 1.16 mmol, Tetrahedron Letters 2000, 41, 8661). The reaction was warmed to 20° C., stirred 2 h, and concentrated. The residue was then treated with 0.5 N NaOH (10 mL) and washed with CH2Cl2 (3.x.). The aqueous layer was concentrated and subjected to chromatography (20-80percent EtOAc/hexanes) to provide 33 as a white solid (0.065 g, 36percent). LMCS m/z 234 (MH+).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; Schering Corporation and Pharmacopeia Drug Discovery, Inc.; US2007/93477; (2007); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 252742-72-6, name is 3-(Chloromethyl)-1H-1,2,4-triazol-5(4H)-one, A new synthetic method of this compound is introduced below., Safety of 3-(Chloromethyl)-1H-1,2,4-triazol-5(4H)-one

A mixture of 5-(chloromethyl)-2,4-dihydro-3H-1,2,4-triazol-3-one (30, 2.00 g, 15.0 mmol, synthesized by the method of Cowden et al. 59), (4-bromophenyl)methanethiol (3.04 g, 15.0 mmol), and K2CO3 (2.48 g, 18.0 mmol) in DMF (40 mL) was stirred at room temperature for 12 h. After H2O was added to the reaction mixture, the precipitated solid was collected and washed with H2O and diethyl ether to give the title compound as a white powder (3.97 g, 13.2 mmol, 88percent). 1H NMR (300 MHz, DMSO-d6) d 3.36 (2H, s), 3.70 (2H, s), 7.28 (2H, d, J = 8.3 Hz), 7.52 (2H, d, J = 8.3 Hz), 11.29 (1H, br s), 11.39 (1H, br s).

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Article; Nara, Hiroshi; Sato, Kenjiro; Kaieda, Akira; Oki, Hideyuki; Kuno, Haruhiko; Santou, Takashi; Kanzaki, Naoyuki; Terauchi, Jun; Uchikawa, Osamu; Kori, Masakuni; Bioorganic and Medicinal Chemistry; vol. 24; 23; (2016); p. 6149 – 6165;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 252742-72-6, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 252742-72-6, name is 3-(Chloromethyl)-1H-1,2,4-triazol-5(4H)-one belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below.

200 mg 5-Chloromethyl-2,4-dihydro-[1,2,4]triazol-3-one was placed in 25 mL of a 7N solution of ammonia in methanol at ambient temperature. The reaction was stirred overnight and then concentrated under reduced pressure. The product was used without further purification.Yield: 171 mg (100percent of theory)

The synthetic route of 3-(Chloromethyl)-1H-1,2,4-triazol-5(4H)-one has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; US2012/28939; (2012); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 252742-72-6, name is 3-(Chloromethyl)-1H-1,2,4-triazol-5(4H)-one, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 252742-72-6

EXAMPLE 10: ALTERNATIVE PROCESS FOR THE PREPARATION OF APREPITANT (FORMULA I)10 g of the compound of Formula IIb obtained from Example 6 and 30 ml of N,N-dimethylformamide (DMF) were charged into a clean and dry 4 neck round bottom flask followed by stirring for about 10 minutes. The reaction solution was cooled to about 0 0C and a mixture of 3.5 g of potassium carbonate and 1 ml of water was charged. To the resultant reaction mixture a solution of 3.7 g of 3- chloromethyl-1 ,2,4-triazolin-5-one of Formula (IIe) dissolved in 10 ml of N1N- dimethylformamide (DMF) was charged followed by stirring at about 0 0C for about 4 hours. After the completion of the reaction, 100 ml of water was charged followed by stirring for about 30 minutes. The separated solid was filtered and the solid was washed with 20 ml of water. The solid obtained was dried at about 60 0C for about 3 hours to afford 8 g of aprepitant of Formula I. Specific optical rotation (SOR): [alpha]D25 = +61.18¡ã (C = 0.68percent MeOH); Purity by RS HPLC: 94.36percent; Purity by chiral HPLC: (+)-cis isomer: 97.12percent; (-)-cis isomer: 2.87percent.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 252742-72-6.

Reference:
Patent; DR. REDDY’S LABORATORIES LTD.; DR. REDDY’S LABORATORIES, INC.; WO2007/44829; (2007); A2;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 252742-72-6, name is 3-(Chloromethyl)-1H-1,2,4-triazol-5(4H)-one, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 252742-72-6

To a solution of N-(3-bromo-4-fluorophenyl)-N’-hydroxy-4-nitro-l,2,5- oxadiazole-3-carboximidamide (100 mg, 0.289 mmol) in DMF (2.0 mL) at 25 C was added NaSH (25 mg, 0.446 mmol). The mixture was stirred at 25 C for 30 min. Then K2C03 (40 mg, 0.289 mmol) and 3-(chloromethyl)-lH-l,2,4-triazol-5(4H)-one (58 mg, 0.434 mmol) were added. The mixture was stirred at 25 C for 30 min, diluted with sat. NaHCC (10.0 mL, aq), and extracted with ethyl acetate (10.0 mL). The organic layer was washed with brine (5.0 mL), dried over MgSC>4, and concentrated. The residue was purified by reverse phase HPLC on a GILSON 281 instrument fitted with a Phenomenex Synergi C18 (250*21.2 mm*4 muiotaeta) using water (0.2% formic acid) and acetonitrile as eluents (Mobile phase A water(0.2% Formic acid), Mobile phase B acetonitrile, Detective wavelength: 220 nm) followed by freeze-drying to give the title compound (40 mg) as a solid. lH NMR (400 MHz, CD30D) delta 7.09 (dd, J=5.8, 2.5 Hz, 1 H), 7.04 (t, J=8.7 Hz, 1 H), 6.73 – 6.81 (m, 1 H), 4.27 (s, 2 H). ESI MS m/z 430 [M+H]+

According to the analysis of related databases, 252742-72-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK SHARP & DOHME CORP.; HAN, Yongxin; ACHAB, Abdelghani; BIJU, Purakkattle; DENG, Yongqi; FRADERA, Xavier; GUO, Liangqin; HE, Shuwen; KOZLOWSKI, Joseph; KURUKULASURIYA, Ravi; LIU, Kun; MCGOWAN, Meredith Ann; PU, Qinglin; SCIAMMETTA, Nunzio; ZHANG, Hongjun; ZHAO, Hua; (147 pag.)WO2017/106062; (2017); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 252742-72-6, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 252742-72-6, name is 3-(Chloromethyl)-1H-1,2,4-triazol-5(4H)-one, This compound has unique chemical properties. The synthetic route is as follows.

Reference Example 108; 5-({[(4-bromophenyl)methyl]thio}methyl)-2,4-dihydro-3H-1,2,4-triazol-3-one; [Show Image] To a solution of 5-(chloromethyl) -2,4-dihydro-3H-1,2,4-triazol-3-one obtained according to the methods described in Tetrahedron Letter, 2000, 41, 8661 and the like (2.00 g, 15.0 mmol), (4-bromophenyl)methanethiol (3.04 g, 15.0 mmol) and potassium carbonate (2.48 g, 0.369 mmol) in THF (4 mL) was added a suspension of O-(trimethylsilyl)hydroxylamine (0.271 mL, 18.0 mmol) in DMF (40 mL) at room temperature, and the mixture was stirred at room temperature for 12 hr. Water was added to the reaction mixture, and the precipitated solid was collected by filtration. The solid was washed with water and diethyl ether to give the title compound as a white powder (3.97 g, 88percent). 1H-NMR (300MHz, DMSO-d6) delta: 3.36 (2H, s), 3.70 (2H, s), 7.28 (2H, d, J = 8.3 Hz), 7.52 (2H, d, J = 8.3 Hz), 11.29 (1H, br), 11.39 (1H, br).

The chemical industry reduces the impact on the environment during synthesis 3-(Chloromethyl)-1H-1,2,4-triazol-5(4H)-one. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Takeda Pharmaceutical Company Limited; EP1953148; (2008); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 252742-72-6, These common heterocyclic compound, 252742-72-6, name is 3-(Chloromethyl)-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.

Benzylmercaptan (1.75 mL; 14.9 mmol) was dissolved in DMF (20 mL) and solid K2CO3 (2. 35 g; 17 mmol) was added. To the resulting slurry was added a solution of 5-(chloromethyl)-2,4-dihydro-3H-1, 2,4-triazol-3-one (2.0 g; 15 mmol) in DMF (12 mL), prepared by a literature procedure (C. J. Cowden et. al., Tetrahedron Letters 41 (2000) 8661-8664). The reaction mixture was stirred at room temperature for 20.5 h. Water (80 mL) was added and a thick slurry was formed. The solid product was collected by filtration and washed with water. The remaining filtrate and wash liquid still contained product and was extracted four times with EtOAc, and the organic phase was then washed with water (twice), brine (twice) and dried (Na2SO4). Evaporation of solvents gave another crop of crude product. The combined solid materials were suspended in toluene and evaporated to remove water residues. The crude product was then suspended in a boiling mixture of EtOAc/heptane (1: 4) and allowed to cool before the solid product was collected by filtration. The subtitle compound was obtained as a colourless solid (2.03 g; 61percent yield). APCI-MS m/z: 222.1 [MH+]. ‘H-NMR (DMSO-D6): 8 11.35 (1H, vbrs), 11.26 (1H, brs), 7.37-7. 21 (5H, m), 3.72 (2H, s), 3.36 (2H, s) ppm. ‘3C-NMR (DMSO-D6): 8 156.09, 144.75, 137.66, 128.83, 128.23, 126.79, 34.75, 25.80 ppm.

Statistics shows that 3-(Chloromethyl)-1H-1,2,4-triazol-5(4H)-one is playing an increasingly important role. we look forward to future research findings about 252742-72-6.

Reference:
Patent; ASTRAZENECA AB; WO2005/95362; (2005); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics