Triazoles

584-13-4, name is 4H-1,2,4-Triazol-4-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. Recommanded Product: 4H-1,2,4-Triazol-4-amine

1) 30 g of 5-bromomethyl-alpha, alpha, alpha ‘, alpha’-tetramethyl-1,3-benzenediacetonitrile was added successively to a glass reactor, 4-amino-1,2,4-triazole, acetonitrile 80 ml, heated to reflux under stirring, after 12 h, cooling, crystallization at 0 deg. 8h. Filtration, dried, to give 35.58 g of intermediate I, yield 93.0%;

The synthetic route of 584-13-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Yangtze River Pharmaceutical Group Jiangsu Haici Biological Pharmaceutical Co., Ltd.; Yangtze River Pharmaceutical Group Co., Ltd.; Niu, Mingyu; Ma, Lijin; Liang, Wen; Wang, Qinghui; Lu, Guihua; Lu, Tianyu; Wang, Wei; (8 pag.)CN106083748; (2016); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference of 4928-87-4,Some common heterocyclic compound, 4928-87-4, name is 1,2,4-Triazole-3-carboxylic acid, molecular formula is C3H3N3O2, 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.

To a reaction of 1/7-1, 2, 4-triazole-3 -carboxylic acid (226 mg, 2.0 mmol) and 4- (trifluoromethyl)aniline (0.28 mL, 2.2 mmol) in dry DMF (10 mL) was added 1- hydroxybenzotriazole monohydrate (337 mg, 2.2 mmol) and EDC (N-(3-Dimethylaminopropyl)-N’-ethylcarbodiimide) (422 mg, 2.2 mmol) followed by N- methylmorpholine (0.88 mL, 8.0 mmol via syringe). The mixture was stirred at room temperature under nitrogen and the solids were gradually dissolved. The contents were stirred at room temperature for 24.0 h, and then slowly diluted into iced water and extracted with DCM (2 x 50 mL). The DCM phase was washed with ice cold water (2 x 100 mL). The DCM phase was dried over anhydrous Na2S04, concentrated under reduced pressure and chromatographed on silica gel using EtOAc and Hexanes (80:20) as eluents to get the desired amide 11 (44.4 mg, 9 % yield) as a white solid compound. -NMR (400 MHz, DMSO-de): <514.86 (br s, 1H), 10.90 (br s, 1H), 8.70 (br s, 1H), 8.12 (d, J= 8 Hz, 2H), 7.75 (d, J= 8 Hz, 2H); 19F - NMR (376 MHz, DMSO-de): <5 -60.46 ppm. MH+ = 257.0 m/z. The synthetic route of 4928-87-4 has been constantly updated, and we look forward to future research findings. Reference:
Patent; THE REGENTS OF THE UNIVERSITY OF COLORADO, A BODY CORPORATE; NATIONAL JEWISH HEALTH; WEMPE, Michael Fitzpatrick; VAZQUEZ-TORRES, Andres; DAI, Shaodong; (72 pag.)WO2020/41556; (2020); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 7343-33-1, name is 5-Bromo-1H-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 7343-33-1, SDS of cas: 7343-33-1

To a 100 mL round bottomed flask, equipped with a stir bar, was added copper(I) iodide (0.397 g, 2.08 mmol), 3-bromo-1H-1,2,4-triazole (4.62 g, 31.2 mmol), and cesium carbonate (6.79 g, 20.83 mmol), as solids. These solids were diluted with anhydrous dimethyl sulfoxide (34.7 mL). Then 1-iodo-4-(trifluoromethoxy)benzene (1.65 mL, 10.4 mmol) was added as a liquid. The flask was placed under nitrogen atmosphere, and the suspension was heated to an internal temperature of 100¡ã C. for 20 hours. The reaction mixture was allowed to cool to room temperature and filtered through a pad of Celite?, washing with excess ethyl acetate (200 mL). The filtrate was poured into a brine solution (200 mL), and the layers were partitioned. The aqueous phase was extracted with additional ethyl acetate (2*100 mL). The combined organic layers were dried over anhydrous magnesium sulfate, filtered, and concentrated. The resulting residue was purified via flash column chromatography using 10-50percent ethyl acetate/hexanes as eluent to afford the title compound as a white solid (1.80 g, 54percent): 1H NMR (400 MHz, DMSO-d6) delta 9.35 (s, 1H), 7.97 (d, J=8.9 Hz, 2H), 7.60 (d, J=8.4 Hz, 2H); 19F NMR (376 MHz, DMSO-d6) delta -57.06; ESIMS m/z 308, 310 ([M+H]+).

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Reference:
Patent; DOW AGROSCIENCES LLC; Fischer, Lindsey G.; Baum, Erich W.; Crouse, Gary D.; DeAmicis, Carl; Lorsbach, Beth; Petkus, Jeff; Sparks, Thomas C.; Whiteker, Gregory T.; US2014/274688; (2014); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 27996-86-7, These common heterocyclic compound, 27996-86-7, name is 4-[1,2,4]Triazol-1-yl-benzaldehyde, 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 mixture of azolyl ketone (1a/1b) (1 mmol) and aryloxy benzaldehyde (2a-f) (1 mmol) were dissolved in 10% NaOH-EtOH (5 mL), it was stirred at room temperature for 9-10 h. After completion, 5 mL water was added to the reaction mixture. The separated solid compound was filtered and washed with water. It was purified by crystallization with methanol/chloroform or basic alumina column chromatography to give the desired compounds (3-13).The compounds (16-31) were prepared by the reaction of their corresponding aldehyde and ketone partners.

Statistics shows that 4-[1,2,4]Triazol-1-yl-benzaldehyde is playing an increasingly important role. we look forward to future research findings about 27996-86-7.

Reference:
Article; Marrapu, Vijay K.; Chaturvedi, Vinita; Singh, Shubhra; Singh, Shyam; Sinha, Sudhir; Bhandari, Kalpana; European Journal of Medicinal Chemistry; vol. 46; 9; (2011); p. 4302 – 4310;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

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 6523-49-5 as follows. Safety of 4-(1,2,4-Triazol-1-yl)aniline

Step 1 intermediate (310 mg) was treated with DMF-DMA (5 ml) in DMF(3 ml) at 80 for 3 h. The mixture was evaporated, dissolved in toluene and concentrated to a pale yellow solid which was dried overnight. A portion of this material (74 mg) was treated with 4-triazolylaniline (57 mg) in AcOH (1 ml) at 80 for 2 h. The cooled mixture was basified with aq sodium bicarbonate and the resulting precipitate filtered, washed with water, ether and MeCN to give the title compound (88 mg, 59 %). 1H NMR delta 10.5 (IH, brs), 9.26 (IH5 s), 8.87 (IH5 s), 8.59 (3H5 m), 8.23 (IH5 s), 8.1 (3H5 m), 7.84 (5H, m) 7.47 (5H, m), 7.18 (2H, m), 5.29 (2H5 s); LC-MS rt 2.23 m/z472 ES+.

According to the analysis of related databases, 6523-49-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ARROW THERAPEUTICS LIMITED; WO2007/80401; (2007); 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. 584-13-4, name is 4H-1,2,4-Triazol-4-amine belongs to Triazoles compound, it is a common compound, a new synthetic route is introduced below. name: 4H-1,2,4-Triazol-4-amine

General procedure: In a typical experiment Pd(OAc)2 (5.6mg, 0.025mmol), triphenylphosphine (13.2mg, 0.05mmol), iodoalkene (1-4) or iodoarene (5-19) (1mmol) were dissolved in DMF (10mL) under argon in a three-necked flask equipped with a reflux condenser and a balloon on the top. Aminotriazole nucleophile (a, b or c) (1.2mmol) and triethylamine (0.5mL) were added. The atmosphere was changed to carbon monoxide. (Caution: High pressure carbon monoxide should only be used with adequate ventilation (hood) using CO sensors as well.) The reaction was conducted for the given reaction time upon stirring at 70C. The mixture was then concentrated and evaporated to dryness. Toluene (15mL) was added to the residue, the precipitate (product) was filtered, washed with water on the filter and dried. The off-white powder-like material was dissolved in methanol, the palladium-black was filtered off and methanol was evaporated.

The synthetic route of 584-13-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Gergely, Mate; Boros, Borbala; Kollar, Laszlo; Tetrahedron; vol. 73; 48; (2017); p. 6736 – 6741;,
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. 7343-33-1, name is 5-Bromo-1H-1,2,4-triazole, A new synthetic method of this compound is introduced below., SDS of cas: 7343-33-1

300 mg of Intermediate 4, 133 mg of potassium carbonate,And 3 mL of DMF was added 132 mg of 3-bromo-1 H-1,2,4-triazole 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,370 mg of the present compound 12 described below was obtained.

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

60166-43-0, name is 1,4-Dimethyl-1H-1,2,3-triazole, 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. category: Triazoles

A solution of 1,4-dimethyltriazole (14.1, 500 mg, 5.15 mmol, 1 equivalent) in THF (2 mL) was added dropwise to a solution of n-BuLi (2.5 M, 2.47 mL, 1.2 equivalent) in THF (15 mL) at -78 C. under nitrogen atmosphere. The resulting cloudy mixture was stirred at -70 C. for 1 h. After this time, tributyl tinchloride (1.84 g, 5.66 mmol, 1.52 mL, 1.1 equivalent) was added; the reaction mixture became clear and was stirred at -70 C. for 30 min, then it was allowed to warm to 20 C. The reaction mixture was poured into saturated NH4Cl solution (10 mL) and extracted with EtOAc (50 mL*3). The combined organic layers were washed with brine (50 mL*2), were dried over sodium sulfate then filtered. The solvent was concentrated under reduced pressure to give tributyl-(3,5-dimethyltriazol-4-yl)stannane (14.2, 2.2 g) as a yellow oil; LCMS [M+1]: 388.2.

The synthetic route of 60166-43-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Mirati Therapeutics, Inc.; Marx, Matthew Arnold; Lee, Matthew Randolph; Galemmo, Robert Anthony; Bobinski, Thomas P.; US2018/265517; (2018); 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. 956317-36-5, name is 5-Methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid, A new synthetic method of this compound is introduced below., COA of Formula: C10H9N3O2

A solution of 2-iodo-5-methylbenzoic acid (4.0 g, 15.3 mmol) in DMF (10 mL) was treated with 1,2,3-triazole (2.1 g, 30.5 mmol), CsCO3 (9.95 g, 30.5 mmol), CuI (0.145 g, 0.76 mmol) and trans-N,N’-dimethylcyclohexane-l,2-diamine (0.43 g, 3.05 mmol). The mixture was heated at 120 0C for 10 min in a microwave reactor. The reaction was cooled to room temperature, diluted with water, and washed with EtOAc. The aqueous phase was acidified with IN HCl and extracted with EtOAc. The organic layer was dried over Na2SO4, filtered and concentrated. The residue was purified by gradient elution on SiO2 (0 to 10% MeOH in DCM with 0.1% AcOH) to give the faster eluting 2-(2H-l,2,3-triazol~2-yl)-5-methylbenzoic acid, followed by the undesired regioisomer isomer, I -(2H- 1 ,2,3-triazoI-2-yl)-5-methylbenzoic acid. A solution of the acid (3.56 g, 17.52 mmol) in 150 mL of DCM was stirred and cooled to O0C. The solution was treated with oxalyl chloride (1.9 mL, 21.9 mmol) and DMF (68 muL, .878 mmol). The solution was slowly warmed to room temperature and stirred overnight. Solvent was concentrated and the resulting solid was azetroped with DCM and concentrated to provide A-7 as a yellow solid.

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; MERCK SHARP &amp; DOHME CORP.; BRESLIN, Michael, J.; COLEMAN, Paul, J.; COX, Christopher, D.; SCHREIER, John, D.; WHITMAN, David, B.; WO2010/48010; (2010); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Application of 16681-70-2, A common heterocyclic compound, 16681-70-2, name is 1H-[1,2,3]Triazole-4-carboxylic acid, molecular formula is C3H3N3O2, 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.

[0734] A solution of Compound 1 (8.9 mg, 18 flillOI) in HCI(88 f.LL, 351 flillOI) was stirred at room temperature for 20minutes. After this time, LCMS indicated that the BOC grouphad been cleaved so the solution was concentrated in vacuo.In a separate flask, a solution of 3H-[1,2,3]triazole-4-carboxylicacid (2.4 mg, 21 f.tmol) and HATU (8.0 mg, 21 flillOI)in DMF (180 f.LL) was stirred at room temperature for 30minutes. After this time, a solution of the crude amine inDMF(180 f.LL) was added, followed by DIPEA (9.2 f.LL, 53 f.tmol).The resulting solution was stirred overnight at room temperature.LCMS indicated that the reaction was complete and thesolution was concentrated in vacuo to yield Compound 2 (8.9mg), which was used without further purification.

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; THERAVANCE BIOPHARMA R&D IP, LLC; Fleury, Melissa; Beausoliel, Anne-Marie; Hughes, Adam D.; Long, Daniel D.; Wilton, Donna A.A.; US2015/210690; (2015); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics