Triazoles

Electric Literature of 16227-12-6, These common heterocyclic compound, 16227-12-6, name is 4-Phenyl-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.

EXAMPLE 131 4-phenyl-1-(tetradec-1-yl)-(1,2,4)-triazolium bromide 0.100 g (0.0007 mol) 4-phenyl-(1,2,4)-triazole 1 and 0.572 g (0.0021 mol) 1-bromotetradecane 2 are combined in a pressure tube. The reaction mixture is stirred 3 d at 110 C. To the resulted solid 10 ml petroleum ether was added. The product is filtered off, washed with petroleum ether/THF 1:1 and diethylether, and is dried in high vacuum. M 422.53 C22H36N3Br Yield: 0.242 g (74%) 1H-NMR DM-233 (300 MHz/DMSO): (ppm)=0.85 (t, 3H, 20-H); 1.24 (m, 24H, 9-19-H); 1.94 (q, 2H, 8-H); 4.42 (t, 21-1,7-H); 7.71 (m, 3H, 5/5’/6H); 7.82 (d, 2H, 4/4′-H); 9.78 (s, 1H, 1-H); 10.79 (s, 1H, 2-H) 13C-NMR DM-233 (75.475 MHz/DMSO):

The synthetic route of 16227-12-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TECHNISCHE UNIVERSITAET DRESDEN; US2011/105761; (2011); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 1455-77-2, name is 3,5-Diamino-1,2,4-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 1455-77-2, Computed Properties of C2H5N5

General procedure: A total of 2.47 g (0.01 mol) 2,4,6-trinitrochlorobenzene (picrylchloride) was dissolved in 50 mL MeOH by heating in a two-necked flask. Then, the solution was heated up to its boiling point under reflux. There was 0.01 mol solution of amino-heterocyclic compound in 20 mL hot MeOH added to it. It was heated under reflux for 4 h evaporating to the half. The yellow productwas filtered off and dried in air.

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

Reference:
Article; Yigiter, Aynur Ozler; Atakol, Melike Kundurac?; Levent Aksu; Atakol, Orhan; Journal of Thermal Analysis and Calorimetry; vol. 127; 3; (2017); p. 2199 – 2213;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference of 143426-50-0, 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. 143426-50-0, name is 4-(1,2,4-Triazol-1-yl)benzyl Alcohol belongs to Triazoles compound, it is a common compound, a new synthetic route is introduced below.

General procedure: To a 25-mL Schlenk tube equipped with a magnetic stirrer, PdCl2(CH3CN)2 (0.05mol, 5mol%), Bi(OTf)3 (0.05mol, 5mol%), K2CO3 (1mmol) were added. Substrates 1 (1mmol) and MeOH (2mL) were added subsequently. The reaction tube was vacuumed and backfilled with oxygen (3 times). Then the reaction mixture was stirred at 60C for 3h in the presence of an oxygen balloon. The progress of the reaction was monitored by TLC. After completion, the reaction mixture was diluted with water and extracted with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate. Subsequently, the combined organic layer was concentrated under reduced pressure and the crude product was purified by column chromatography with hexane/ethyl acetate to afford the corresponding products 2.

The synthetic route of 4-(1,2,4-Triazol-1-yl)benzyl Alcohol has been constantly updated, and we look forward to future research findings.

Reference:
Article; Hu, Yongke; Li, Bindong; Tetrahedron; vol. 73; 52; (2017); p. 7301 – 7307;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Application of 82767-64-4, These common heterocyclic compound, 82767-64-4, name is 3-Bromo-5-cyclopropyl-1H-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.

Example 294; cis-4-(5-Cyclopropyl-1 H-[1 ,2,4]triazol-3-yl)-4-hydroxy-1 – phenylcyclohexanecarbonitrile and trans-4-(5-cyclopropyl-1 H-[1 ,2,4]triazol-3-yl)-4- hydroxy-1-phenylcyclohexanecarbonitrile1.0 g of 3-bromo-5-cyclopropyl-1 H-[1 ,2,4]triazole was dissolved in 25 ml of anhydrous THF and 4.7 ml of a 2.7 M solution of n-butyllithium in HEP were added dropwise at -75C. The mixture was stirred at -65C to -75C for 2 h, and then a solution of 1.3 g of 4-oxo-1 -phenylcyclohexanecarbonitrile in 10 ml of anhydrous THF was added dropwise. The mixture was stirred at -65C to -75C for 1 h, subsequently warmed to room temperature and added to 100 ml of a saturated aqueous sodium hydrogencarbonate solution. The mixture was extracted three times with 50 ml each of EA. The combined organic phases were dried over magnesium sulfate and the solvent was removed in vacuo. Chromatography on reversed phase silica gel yielded 590 mg of the title compound (cis/trans mixture) as an amorphous solid. MS (ESI+): 309

Statistics shows that 3-Bromo-5-cyclopropyl-1H-1,2,4-triazole is playing an increasingly important role. we look forward to future research findings about 82767-64-4.

Reference:
Patent; SANOFI-AVENTIS; WO2008/148468; (2008); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 6523-49-5, name is 4-(1,2,4-Triazol-1-yl)aniline, 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 6523-49-5, Recommanded Product: 6523-49-5

[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)+.

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)aniline, other downstream synthetic routes, hurry up and to see.

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

103755-58-4, name is (1-Phenyl-1H-1,2,3-triazol-4-yl)methanol, 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. HPLC of Formula: C9H9N3O

General procedure: Into a round-bottom flask were added 5.71mmolof alditolyl-triazole 12 or 21a in 50ml dichloromethane, 0.9mL of pyridine (2 eq.), 5.71mmolof acyl chloride and catalytic amount of DMAP. The mixture was stirred vigorously at room temperature, and the reaction progress was monitored by thin layer chromatography. Next, the mixture was washed with distilled water (3¡Á100mL), saturated sodium bicarbonate solution (5¡Á100mL), dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The product was purified via silica-gel column chromatography using gradient mixture of hexane-ethyl acetate, to afford the pure derivatives 13a-k and 22a-d.

The synthetic route of 103755-58-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Gonzaga, Daniel; Senger, Mario Roberto; Da Silva, Fernando De Carvalho; Ferreira, Vitor Francisco; Silva Jr., Floriano Paes; European Journal of Medicinal Chemistry; vol. 74; (2014); p. 461 – 476;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Application of 202931-88-2, 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. 202931-88-2, name is 1-Methyl-1H-1,2,3-triazole-5-carbaldehyde belongs to Triazoles compound, it is a common compound, a new synthetic route is introduced below.

-78 in hexane ofn-butyllithium solution (1.6 M, 0.71 mL, 1.1 mmol) in tetrahydrofuran (11 mL) of 3 – (4 – (1H-pyrazol-1- yl) benzyl) -6 – bromo-4-chloro-2-methoxy-quinoline (490 mg, 1.1 mmol, intermediate 4: step d) of stirring the solution was added dropwise.After two minutes, tetrahydrofuran (1 mL) of 1-methyl -1H- 1, 2,3-triazole-5-carbaldehyde (140 mg, 1.1 mmol, Intermediate 18). After 5 minutes, the flask was placed in an ice water bath.After 1 hour, water was added (10 mL) and ethyl acetate (60 mL).The two phase mixture was stirred for 10 min.By the addition of half saturated aqueous sodium chloride solution (50 mL), the layers were separated.The organic layer was dried over sodium sulfate, filtered, the solution dried.Addition of silica gel (4 g) to the filtrate, the mixture was concentrated by rotary evaporation to give a free-flowing powder.Powder was loaded onto a silica gel column for flash column chromatography purification.Initially with 100% hexane and eluted by a grading to 100% ethyl acetate to give the title compound as an impure white foam.Suspending the foam in methanol (20 mL) and then the suspension was sonicated for 5 minutes.Collect the solid by filtration, and rinsed with methanol (5 mL).The combined solids dried to a white solid as the title compound was obtained.

The synthetic route of 1-Methyl-1H-1,2,3-triazole-5-carbaldehyde has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Janssen Pharmaceuticals N.V; Leonardo, Christi.A.; Barvei, Kent; Edward, James P.; Gloita, Kevin D.; Kummer, David .A.; Maharoof, Umar; Nishimura, Rachael; Urbanski, Mode; Venkatesan, Hariharan; Wang, Ai Hua; Olin, Ronald L.; Woods, Craig; Fourier, Anne; Shu, Jih; Cumings, Maxwell D.; (86 pag.)KR2016/68948; (2016); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 6818-99-1, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 6818-99-1 as follows.

Step 1: Synthesis of Compounds of the Formula (IV) 6′-(3-Chloro-1,2,4-triazol-1-yl)-[1(2H), 3′-bipyridin]-2-one (IV-29) 250.0 mg (1.21 mmol) of 6′-chloro-[1(2H),3′-bipyridin]-2-one (IV-14) were stirred in 10 ml of N,N-dimethylformamide (DMF), 438.3 mg (4.23 mmol) of 3-chloro-1,2,4-triazole, 496.0 mg (3.58 mmol) of potassium carbonate, 29.9 mg (0.15 mmol) of copper(I) iodide and 65.4 mg (0.46 mmol) of N,N-dimethylcyclohexane-1,2-diamine were added and the mixture was stirred at 110 C. for 2 days. After cooling, the reaction mixture was extracted with saturated sodium chloride solution and ethyl acetate. For work-up, the organic phase was dried and concentrated under reduced pressure and the residue that remained was purified by column chromatography on silica gel (mobile phase: cyclohexane acetone gradient). This gave 38 mg (100.0% pure, 11.4% yield) of 6′-(3-chloro-1,2,4-triazol-1-yl)-[1(2H),3′-bipyridin]-2-one. Log P value (HCOOH)=1.23 LC-MS (ESI positive)=274.0 (M+) C12H8ClN5O (273.7 g/mol) 1H-NMR (400.0 MHz, DMSO-d6): delta=6.40; 6.55; 7.57; 7.79; 7.97; 8.22 (m, 6H, hetaryl-H); 8.67 (d, 1H, hetaryl-H); 9.51 (s, 1H, hetaryl-H) ppm.

According to the analysis of related databases, 6818-99-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Bayer CropScience Aktiengesellschaft; JESCHKE, Peter; GUTBROD, Oliver; FISCHER, Reiner; HELLWEGE, Elke; LOESEL, Peter; MALSAM, Olga; EILMUS, Sascha; ILG, Kerstin; PORTZ, Daniela; GOERGENS, Ulrich; LISHCHYNSKYI, Anton; (69 pag.)US2018/201600; (2018); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 1455-77-2, A common heterocyclic compound, 1455-77-2, name is 3,5-Diamino-1,2,4-triazole, molecular formula is C2H5N5, 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.

General procedure: A suspension of 3,5-diamino-1,2,4-triazole (0.1 g, 1 mmol) in absolute EtOH (10 mL) was added to a stirring solution of azo-coupled precursors, Ia-IVa, (2 mmol) in absolute EtOH (50 mL) during a period of 10 min at 60-70 ¡ãC. The mixture was heated in water bath for 15 h at 80 ¡ãC with stirring. The mixture was filtered whilst hot and the obtained solid was washed with hot ethanol (three time) and then with diethylether. The resulted product was dried in air.

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; Khanmohammadi, Hamid; Erfantalab, Malihe; Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy; vol. 86; (2012); p. 39 – 43;,
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. 288-88-0, name is 1H-1,2,4-Triazole, A new synthetic method of this compound is introduced below., COA of Formula: C2H3N3

In 250ml three bottles,23.8 g of 2-tert-butyl-2- (4-chlorophenethyl) oxirane was added,2.0 g of potassium hydroxide and 800 g of PEG were added,And 8.0 g of 1,2,4-triazole was added,Temperature and control the temperature 130 ,Reaction for 7 hours,Stop the reaction.The filter mother liquor in Example 6 was added and the temperature was adjusted to 30 C for 3 hours and evacuated.The filter cake was dried to obtain 29.1 g of tebuconazole (white solid)Content of 98.1%,Yield 94.0%.

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; Yancheng Glorious Chemical Co., Ltd.; Dong Jiansheng; Guo Jianfa; Lu Chunhua; Wang Zhengrong; (7 pag.)CN106588791; (2017); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics