Triazoles

Synthetic Route of 10570-40-8, These common heterocyclic compound, 10570-40-8, name is 4-Methyl-4H-1,2,4-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 4-methyl-1,2,4-triazole (0.55 g, 6.6 mmol) and CH3I (2.1 g, 15 mmol) in MeOH (1.5 mL) was heated in a pressure vessel (bath temperature 100 C) for 1 h. After cooling the solvent was evaporated. The residue was suspended in Et2O, filtered and dried to yield a gray powder (1:27 g, 85%). The spectroscopic data were as previously reported [49].

The synthetic route of 10570-40-8 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Laus, Gerhard; Kahlenberg, Volker; Wurst, Klaus; Schottenberger, Herwig; Zeitschrift fur Naturforschung – Section B Journal of Chemical Sciences; vol. 69; 9-10; (2014); p. 950 – 964;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 13273-53-5, name is 4-Bromo-1-methyl-1H-1,2,3-triazole, 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 13273-53-5, category: Triazoles

Intermediate 602: 1-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-1,2,3-triazole Compound 601 (0.6 g, 3.69 mmol) was dissolved in 15 ml of 1,4-dioxane, added with 1.125 g (4.43 mmol) of bis(pinacolato)diboron, 1.086 g (11.07 mmol) of potassium acetate, and 0.3 g (0.37 mmol) of [1,1-bis(di-phenylphosphino)ferrocene]palladium chloride dichloromethane complex under the protection of nitrogen, heated to 95 C, reacted for 5 h, and then cooled to room temperature. 50 mL of water was added and stirred for 30 min, and filtered to afford 0.35 g of solid. Yield: 45.39%.

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; Beijing Forelandpharma Co. Ltd.; ZHANG, Xingmin; JI, Qi; WANG, Lei; GAO, Congmin; WANG, Ensi; DU, Zhenjian; GONG, Longlong; CHEN, Bo; (137 pag.)EP3072893; (2016); A1;,
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. 930-33-6, name is 1H-1,2,4-Triazol-3(2H)-one belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. Application In Synthesis of 1H-1,2,4-Triazol-3(2H)-one

To a mixture of l,2-dihydro-5H-l,2,4-triazol-3-one (5.74 mmol) in toluene (70 ml), al- pha,alpha-diphenylbenzenemethanol (4.7 mmol) and p-toluenesulphonic acid (1.91 mmol) were added. The reaction was heated at reflux using a Dean-Stark separa- tor under Nitrogen atmosphere for 20 hours. The solution was cooled and quenched with 2 % of an aqueous solution of NaHCO3 and extracted with CH2Cl2 (3×100 ml). The organic layer was separated, dried (Na2SO4) and the solvent evaporated. The resi- due was purified by column chromatography (eluent: CH2Cl2/Me0H 9/1). Yield: 925 mg of intermediate compound 26 (60 %).

The synthetic route of 930-33-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JANSSEN PHARMACEUTICA N.V.; WO2006/67139; (2006); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference of 22300-52-3, A common heterocyclic compound, 22300-52-3, name is 4,5-Dibromo-2H-1,2,3-triazole, molecular formula is C2HBr2N3, 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.

Step 2. tert-butyl 4-(4,5-dibromo-2H-l,2,3-triazol-2-yl)piperidine-l-carboxylate and tert-butyl 4-(4,5-dibromo-lH-l,2,3-triazol-l-yl)piperidine-l-carboxylate [0261] A mixture of 4,5-dibromo-2H-l,2,3-triazole (2.27 g, 10.08 mmol), tert-butyl 4- (methylsulfonyloxy)piperidine-l -carboxylate (2.79 g, 10.00 mmol), and cesium carbonate (9.75 g, 29.91 mmol) in N,N-dimethylformamide (50 mL) stirred overnight at 100 ¡ãC. The reaction mixture was cooled to room temperature, poured into water (100 mL) and extracted with ethyl acetate (2 x 100 mL). The combined organic layers were washed with brine (100 mL), dried over anhydrous sodium sulfate, filtered, and concentrated to afford a mixture of tert-butyl 4-(4,5-dibromo-2H- 1 ,2,3- triazol-2-yl)piperidine- 1 -carboxylate and tert-butyl 4-(4,5-dibromo- 1 H- 1 ,2,3-triazol- 1 -yl)piperidine- 1-carboxylate (4.00 g, 97percent) as a yellow oil. MS (ESI, pos. ion) m/z 411 , 409, 413 [M+H]+.

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:
Patent; BAIR, Kenneth W.; HERBERTZ, Torsten; KAUFFMAN, Goss Stryker; KAYSER-BRICKER, Katherine J.; LUKE, George P.; MARTIN, Matthew W.; MILLAN, David S.; SCHILLER, Shawn E. R.; TALBOT, Adam C.; WO2015/74064; (2015); A2;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference of 15294-81-2, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 15294-81-2 name is 4,5-Dibromo-1H-1,2,3-triazole, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

General procedure: The reaction was performed according to the preparation of compound 2 by using deuterium oxide instead of water to give the desired product as a white solid (95 mg, 64percent yield). FontWeight=”Bold” FontSize=”10″ 1H NMR (400 MHz, DMSO-d6) No notable peak was observed. 13C NMR (100 MHz, DMSO-d6) delta 130.5, 120.4 ppm. HRMS calculated for [C2HDBrN3+H]+ 148.9568, found: 148.9566.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4,5-Dibromo-1H-1,2,3-triazole, and friends who are interested can also refer to it.

Reference:
Article; Sakurada, Isao; Tetrahedron Letters; vol. 58; 32; (2017); p. 3188 – 3190;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 16681-70-2, name is 1H-[1,2,3]Triazole-4-carboxylic acid, 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 16681-70-2, Computed Properties of C3H3N3O2

HATU (79 mg, 207 mumol) was added to a stirred solution of 1H-1,2,3-triazole-4-carboxylic acid (23 mg, 207 mumol) in DMF (1.3 mL) and stirred for 10 minutes. DIPEA (49 mg, 376 mumol) was added and after 5 minutes, Compound 2 (66 mg, 188 mumol) pre-dissolved in DMF and DIPEA (1.3 mL, 2 eq.) was added. After 90 minutes LCMS indicated the major product. The mixture was then concentrated in vacuo. The product was determined to be a mixture of the isomers with an additional impurity. The product was purified by preparative HPLC to yield the title isomer a (2.75 min retention time; 1.1 mg) and b (2.68 min retention time; 3.1 mg) as TFA salts.

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; THERAVANCE BIOPHARMA R&D IP, LLC; Fleury, Melissa; Beausoliel, Anne-Marie; Hughes, Adam D.; Long, Daniel D.; Wilton, Donna A.A.; US2015/209352; (2015); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 584-13-4, name is 4H-1,2,4-Triazol-4-amine, 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 584-13-4, SDS of cas: 584-13-4

General procedure: Synthesis of triazole Schiff?s bases was reportedpreviously [44]. Briefly, 4-arylimino-1,2,4-triazoles (1-14)and 3-arylimino-1,2,4-triazoles (15-23) were synthesized byrefluxing 4-amino-1,2,4-triazoles, or 3-amino-1,2,4-triazoles(2 mM) with equimolar amounts of substituted benzaldehydeand H2SO4 (2 mL) in ethanol (15 mL) for 4-10 h. Reactionprogress was monitored by TLC under UV light at 254 and365 nm or via exposure to iodine vapours. After completionof reaction, the solvent was vaporised under reducedpressure on a rotary evaporator. Resulting compounds werewashed with hexane and crystallized from ethanol to obtain apure compounds.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4H-1,2,4-Triazol-4-amine, and friends who are interested can also refer to it.

Reference:
Article; Choudhary, Muhammad I.; Imad, Rehan; Khan, Khalid M.; Naqeeb, Uzma; Shaikh, Muniza; Siddiqui, Salman; Subzwari, Fakiha; Zafar, Humaira; Medicinal Chemistry; vol. 16; 4; (2020); p. 575 – 591;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 7170-01-6, A common heterocyclic compound, 7170-01-6, name is 3-Methyl-1H-1,2,4-triazole, molecular formula is C3H5N3, 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.

500 mg of intermediate 4, 60% sodium hydride (oil), And 2.5 mL of DMF,113 mg of 3-methyl-1H-1,2,4-triazole (synthesized by the method described in US Patent Application Publication No. 2006/0293304) was added under ice cooling.After stirring for 2.5 hours under ice cooling,Saturated multilayer aqueous solution was added to the reaction mixture,And extracted with ethyl acetate. The organic layer was washed with water,And washed with saturated brine,And dried over anhydrous sodium sulfate.The obtained organic layer was dried under reduced pressure.The obtained residue was subjected to silica gel chromatography,153 mg of the present compound 18 described below was obtained.

The synthetic route of 7170-01-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Sumitomo Chemical; Ikari, Kaori; (123 pag.)JP2019/6686; (2019); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 27996-86-7, name is 4-[1,2,4]Triazol-1-yl-benzaldehyde, 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 27996-86-7, name: 4-[1,2,4]Triazol-1-yl-benzaldehyde

General procedure: Oleanolic acid analogues 4e29 were obtained from Scheme 1.Firstly, oleanolic acid (0.66 mmol) and selectfluor (1-chloromethy l-4-fluoro-1, 4-diazoniabicyclo [2.2.2] octane bis (tetrafluoroborate))(1.98 mmol) were dissolved in the mixed solution of anhydrousdioxane (4 mL) and nitromethane (6 mL), and stirred at 80 C for4 h. Then the reaction mixture was concentrated under reducedpressure, extracted with ethyl acetate and deionized water, filteredand dried with anhydrous magnesium sulfate. Next, the crudeproduct was purified on a silica gel column with petroleum ether/ethyl acetate (v/v 5:1) as the eluent to obtain the intermediate OA-F.Secondly, OA-F (0.51 mmol) was added into 75 mL of acetone andstirred at 0 C until it was completely dissolved. Then the Jonesreagent (0.5 mL) was slowly added into the solution and stirred for5 min. After pretreatment similar with OA-F, the crude product waspurified via dichloromethane/petroleum ether (v/v 2:1/3:1) asthe eluent on silica gel column to produce another intermediateOA-F-01. Finally, OA-F-01 (0.44 mmol) and potassium hydroxide(0.88 mmol) were dissolved in the mixed solution of dichloromethane(10 mL) and ethanol (10 mL) followed by adding aldehyde(0.88 mmol) and stirring at room temperature for 12 h. After pretreatmentsimilar with OA-F and OA-F-01, petroleum ether/dichloromethane or ethyl acetate were used as the eluent to purifythe crude product for gaining the analogues 4-29.

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, 4-[1,2,4]Triazol-1-yl-benzaldehyde, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Zhong, Ying-Ying; Chen, Hui-Sheng; Wu, Pan-Pan; Zhang, Bing-Jie; Yang, Yang; Zhu, Qiu-Yan; Zhang, Chun-Guo; Zhao, Su-Qing; European Journal of Medicinal Chemistry; vol. 164; (2019); p. 706 – 716;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Some common heterocyclic compound, 7343-33-1, name is 5-Bromo-1H-1,2,4-triazole, molecular formula is C2H2BrN3, 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. Safety of 5-Bromo-1H-1,2,4-triazole

Example 6 Preparation of 3-bromo-1-(4-(trifluoromethoxy)Phenyl)-1H-1,2,4-triazole A dry round bottom flask was charged with 3-bromo-1H-1,2,4-triazole (5 g, 33.8 mmol), CuI (0.644 g, 3.38 mmol), and Cs2CO3 (11.01 g, 33.8 mmol). The flask was evacuated/backfilled with N2, then DMSO (33.8 mL) and 1-iodo-4-(trifluoromethoxy)benzene (4.87 g, 16.90 mmol) were added. The reaction mixture was heated to 100¡ã C. for 36 h. The reaction mixture was cooled to RT, diluted with EtOAc, filtered through a plug of Celite? and further washed with EtOAc. Water was added to the combined organics, and the layers were separated. The aqueous phase was neutralized to pH 7, and further extracted with EtOAc. The combined organics were concentrated in vacuo. Purification via flash column chromatography (EtOAc/Hexanes) yielded the title compound as an off white solid (3.78 g, 73percent): mp 67-69¡ã C.; 1H NMR (400 MHz, CDCl3) delta 8.43 (s, 1H), 7.70 (m, 2H), 7.38 (m, 2H); 19F NMR (376 MHz, CDCl3) delta -58.02.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 7343-33-1, its application will become more common.

Reference:
Patent; Dow AgroSciences LLC; GIAMPIETRO, Natalie C.; CREEMER, Lawrence C.; US2014/275504; (2014); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics