Day: October 27, 2020

288-36-8, 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. 288-36-8, name is 1H-1,2,3-Triazole, This compound has unique chemical properties. The synthetic route is as follows.

To a solution of 1H-1, 2, 3-triazole (10 g, 145 mmol) in anhydrous THF (150 mL) was added powder K2CO3(40.0g, 290 mmol) , then iodomethane (32.29 g, 227 mmol) was added dropwise at 30 . After the addition was complete, the mixture was stirred at 30 for 16 h. The reaction mixture was filtered and the filtrate was concentrated to afford the product as an oil.1H-NMR: (DMSO-d6400MHz) delta 8.06 (s, 1H) , 7.71 (s, 1H) , 4.05 (s, 3H)

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; MERCK SHARP & DOHME CORP.; ARASAPPAN, Ashok; BUNGARD, Christopher James; FRIE, Jessica L.; HAN, Yongxin; HOYT, Scott B.; MANLEY, Peter J.; MEISSNER, Robert S.; PERKINS, James; SEBHAT, Iyassu K.; WILKENING, Robert R.; (140 pag.)WO2016/29454; (2016); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

61-82-5, name is 1H-1,2,4-Triazol-5-amine, belongs to Triazoles compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. 61-82-5

General procedure: A mixture of aromaticaldehyde (1.0 mmol) and dimedone(1.0 mmol) with 2-aminobenzimidazole or 3-amino-1,2,4-triazole (1.0 mmol) was stirred in acetic acid (5 mL) at 60 Cfor the appropriate time (Tables 3, 4). The progress of thereaction was monitored by TLC. After completion of thereaction, a thick precipitate was obtained. The solid productwas filtered off and washed with acetic acid (3 ¡Á 2 mL) togive the pure products 4 and 6, and subsequently dried in air.The pure products were characterized by conventional spectroscopicmethods. Physical and spectral data for the compounds,4b, 4c, 4h, 4j, 6a, 6c, and 6h are represented below:

Statistics shows that 61-82-5 is playing an increasingly important role. we look forward to future research findings about 1H-1,2,4-Triazol-5-amine.

Reference:
Article; Mousavi, Mir Rasul; Maghsoodlou, Malek Taher; Hazeri, Nourallah; Habibi-Khorassani, Sayyed Mostafa; Journal of the Iranian Chemical Society; vol. 12; 8; (2015); p. 1419 – 1424;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

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. 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

Intermediate 4 3,5-Dibromo-l-methyl-lH-l,2,4-triazole To a solution of 3,5-dibromo-lH-l,2,4-triazole (1.0 g, 4.41 mmol) in DMF (9 mL) sodium tert- pentoxide (0.485 g, 4.41 mmol) was added and the mixture was stirred for 10 min at rt under nitrogen atmosphere, lodomethane (0.29 mL, 4.63 mmol) was added and the mixture was stirred at 40C for 2 hours. The mixture was poured onto water and extracted twice with diisopropylether. The organic phase was washed with water (2x), brine and dried over sodium sulfate. The solvents were evaporated to give the title compound as a solid (0.83 g, 78%).

The synthetic route of 7411-23-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ACTURUM LIFE SCIENCE AB; BESIDSKI, Yevgeni; YNGVE, Ulrika; PAULSEN, Kim; LINDE, Christian; NORDVALL, Gunnar; MACSARI, Istvan; MALMBORG, Jonas; WO2014/195321; (2014); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

7411-23-6, Name is 3,5-Dibromo-1H-1,2,4-triazole, 7411-23-6, belongs to Triazoles compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows.

A mixture of 3,5-dibromo-1H-1,2,4-triazole (700 mg, 3.1 mmol), 2,2′-bipyridyl (60 mg, 0.39 mmol), copper(II) acetate (140 mg, 0.77 mmol), potassium carbonate (852 mg, 6.2 mmol) and cyclopropylboronic acid (795 mg, 9.3 mmol) was dissolved in toluene (5 mL) and water (1.5mL) and stirred at 70 C for 18 h. The reaction mixture was cooled to RT, quenched with NH4Cl (sat. aq.) and the products extracted in DCM. The combined organic fractions were dried with a phase separator and reduced in vacuo. The crude mixture was dissolved in DCM and dry-loaded onto silica. Purification via silica column chromatography eluting with 10-60% EtOAc in Pet. Ether afforded 5-dibromo-1-cyclopropyl-1,2,4-triazole and 1-allyl-3,5-dibromo-1,2,4-triazole (123 mg, 0.46 mmol, 15% yield) as an inseparable mixture. UPLC-MS (ES+, Method A): 1.52 min, m/z 267.9 [M+H]+

Statistics shows that 3,5-Dibromo-1H-1,2,4-triazole is playing an increasingly important role. we look forward to future research findings about 7411-23-6.

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

41253-21-8, A common heterocyclic compound, 41253-21-8, name is Sodium 1,2,4-triazol-1-ide, molecular formula is C2H2N3Na, 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.

Preparation of 4-cyclohexyl-4-[1,2,4]triazol-1-ylmethyl-piperidine-1-carboxylic acid tert-butyl ester (5): To a solution of 4-cyclohexyl-4-methansulfonyloxymethyl-piperidine-1-carboxylic acid tert-butyl ester (39 g, 103.8 mmol) in N,N-dimethylformamide (200 mL) is added sodium triazole (38 g, 415.2 mmol). The resulting solution is heated to 100 C. for 24 hours then cooled to room temperature. The solvent is removed under reduce pressure and the crude product purified over silica (80:20 EtOAc:hexane) to afford 28.7 g (79.7% yield) of the desired compound as a colorless solid. 1H NMR (CD3OD) delta0.95-1.90 (m, 15H), 1.46 (s, 9H), 3.45-3.55 (m, 4H), 4.34 (s, 2H), 7.99 (s, 1H), 8.48 (s, 1H). MS (ESI) m/z 349, (M+H+), 371(M+Na+)

The synthetic route of 41253-21-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Ebetino, Frank Hallock; Liu, Xuewei; Solinsky, Mark Gregory; Wos, John August; Mumin, Rashid Naeem; US2004/10010; (2004); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

6523-49-5, The chemical industry reduces the impact on the environment during synthesis 6523-49-5, name is 4-(1,2,4-Triazol-1-yl)aniline, I believe this compound will play a more active role in future production and life.

To a stirred solution of l-(4-aminophenyl)-l,2,4-triazole (1.0 g, 6.25 mmol) in MeOH (10 mL) and water (10 mL) was added CaCO3 (1.2 g, 12.0 mmol), followed by a solution of iodine monochloride (1.2 g, 7.38 mmol) in MeOH (10 mL). The reaction mixture was stirred at r.t. for 1.5 h, and then partitioned between EtOAc (100 mL) and aqueous sat. Na2S2O3 (100 mL). The organic fraction was separated, washed with aqueous sat. Na2S2O3 (100 mL), then water (100 mL), brine (50 mL), dried (Na2SO4), filtered and concentrated in vacuo. Purification by column chromatography (SiO2, 0- 100% EtOAc/hexanes) gave the title compound (1.2 g, 67%). LCMS (ES+) 286.9 (M+eta)+, RT 2.78 minutes {Method 4).

The chemical industry reduces the impact on the environment during synthesis 6523-49-5. I believe this compound will play a more active role in future production and life.

Reference:
Patent; UCB PHARMA S.A.; WO2008/47109; (2008); 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. 7411-23-6, name is 3,5-Dibromo-1H-1,2,4-triazole, This compound has unique chemical properties. The synthetic route is as follows., 7411-23-6

In a 250 mL round bottomed flask sodium hydride (60% dispersion in mineral oil) (264 mg, 6.61 mmol) was added to a colorless solution of 3,5-dibromo-lH-l,2,4-triazole (lnt-1, 1 g, 4.41 mmol) in DMF (22 ml). The resulting suspension was stirred at room temp during 30 min and 1,1,1,3,3,3-hexadeuterio-2-bromopropane (683 mg, 5.29 mmol) was added and the reaction was stirred at 40C over night.The reaction mixture was poured into 50 mL H20 and extracted with EtOAc (3 x 50 mL). The organic layers were washed with sat NaCl (3 x 50 mL), dried over MgS04 and concentrated in vacuo. The title compound was isolated as a colourless liquid (644 mg, 2.34 mmol, 53.1 % yield). MS (ES+) m/z 275.9 [(M+H)+].

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; 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

288-88-0, 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. 288-88-0, name is 1H-1,2,4-Triazole, This compound has unique chemical properties. The synthetic route is as follows.

Example 8; In DMSO (26.4ml), (2R, 3R)-3-(2,4-difluorophenyl)-3,4-epoxy-2-butanol (20.0g, 0.1 mol) and 1,2,4-triazole (10.4g, 0.15 mol) were dissolved and heated to about 60C with stirring. 20% aqueous sodium hydroxide solution (6.0g, 0.03 mol) was dropped thereto over about 15 minutes and further stirred for 5 hours at the same temperature for the reaction. After the reaction, the mixture was cooled, diluted with water (40ml) and neutralized (pH 6-7) with 35% hydrochloric acid. Ethyl acetate (100ml) was added, stirred and subjected to phase separation. The water layer was extracted with ethyl acetate (100ml) three times. A part of the ethyl acetate was taken and concentrated, and then NMR was measured to confirm the sample is (2R, 3R)-2-(2,4-difluorophenyl)-1-(1H-1,2,4-triazol-1-yl)-2,3-butanediol. 1H-NMR (CDCl3, delta ppm) 0.98 (3H, d, J=6Hz), 2.62 (1H, d, J=9Hz), 4.31-4.34 (1H, m), 4.79, 4.80 (each 1H, d, J=14Hz), 4.82 (1H, s), 6.72-6.79 (2H, m), 7.38-7.45 (1H, m), 7.83, 7.85 (each 1H, s) The ethyl acetate layers were combined and then distilled off under a reduced pressure. Subsequently, toluene (50ml) and triethylamine (65.8g, 0.65 mol) were added thereto and cooled to about 5C and stirred. Methanesulfonyl chloride (17.2g, 0.15 mol) was dropped thereto over about one hour and stirred for 30 minutes at the same temperature for the reaction. After the reaction, water (50 ml) was poured into and stirred, and then water layer was separated and extracted with toluene (100ml) three times. The combined toluene layers were washed with water and the solvent was distilled off under a reduced pressure. The concentrated residue was subjected to recrystallization from a mixed solvent of toluene/heptane (20/80; v/v, 400ml) to give (2R, 3S)-2-(2,4-difluorophenyl)-3-methyl-2-[(1H-1,2,4-triazol-1-yl)methyl]oxirane. (11.6g, yield 46.2%, optical purity (HPLC condition-1) 100%e.e., mp 89C)

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; Sumitomo Chemical Company, Limited; EP1818332; (2007); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

288-88-0, 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. 288-88-0, name is 1H-1,2,4-Triazole, A new synthetic method of this compound is introduced below.

General procedure: A mixture of 4-fluorobenzaldehyde (8.85 mL, 0.1 mol), the corresponding phenol, thiophenol or amine (0.1 mol), and a catalytic quantity of potassium carbonate (K2CO3) was refluxed in DMF (20 mL) for 36 h. After completion of the reaction, the mixture was poured into ice-water (50 mL), and the precipitated product was filtered, washed with deionised water, dried, and recrystallized from EtOH.

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; Can, Nafiz Oencue; Can, Nafiz nc; Osmaniye, Derya; Levent, Serkan; Sa Sa?lik, Beguem Nurpelin; Inci, Beril; Ilgin, Sinem; Oezkay, Yusuf; Kaplancikli, Zafer Asim; Molecules; vol. 22; 8; (2017);,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

A common compound: 217448-86-7, name is Methyl 1-(2,6-difluorobenzyl)-1H-1,2,3-triazole-4-carboxylate, belongs to Triazoles compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below. 217448-86-7

In a 250 ml round bottom flask, 2,6-difluorobenzylbromide (0.024 mol, 5 g), sodium azide (0.026 mol, 1.72 g) and water (50 ml) were added. The reaction mixture was heated to 700C to 750C for 30 hours and formation of the azide intermediate was monitored by thin layer chromatography (TLC). After the completion of reaction, the reaction contents were cooled to room temperature and then to this methyl propiolate (0.024 mol, 2.1 ml) was added dropwise, maintaining the contents at room temperature. On complete addition, the mixture was again heated at 600C to 650C for 4 to 5 hours. After the reaction was completed, the contents were cooled to room temperature and to this 25% aqueous ammonia (40 ml) solution was added dropwise. The reaction contents were heated to 700C to 750C for 4 to 5 hours and then gradually cooled to room temperature. The solid obtained was filtered and washed with water. The product was dried under vacuum at 700C – 750C to give 3.0 g of rufinamide.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 217448-86-7, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; CIPLA LIMITED; KANKAN, Rajendra, Narayanrao; RAO, Dharmaraj, Ramachandra; BIRARI, Dilip, Ramdas; CURTIS, Philip, Anthony; WO2010/43849; (2010); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics