Category: Triazoles

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.

(25,^5)-4-Amino-54jiphenyl-4-yl-2-methoxymethylpentanoic acid ethyl ester (16 mg, 47 muiotaetaomicron) was dissolved in DMF (0.3 mL). lH-l,2,3-Triazole-4-carboxylic acid (5.3 mg, 47 muiotaetaomicron) and HATU (18 mg, 47 muiotaetaomicron) were added followed by DIPEA (25 mu, 141 muetaiotaomicron). The mixture was stirred for 30 minutes and concentrated under reduced pressure to yield Compound 1, which was used in the next step without 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.; WO2015/116786; (2015); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Application of 16681-70-2, 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. 16681-70-2, name is 1H-[1,2,3]Triazole-4-carboxylic acid, This compound has unique chemical properties. The synthetic route is as follows.

To a stirred solution of 504 mg (2 mmol) 8-(phenylsulfonyl)-3,8- diazabicyclo[3.2.1 ]octane (Intermediate 2) in 6 mL NMP were added at RT 452 mg (2 eq, 4 mmol) 1 H-1 ,2,3-triazole-5-carboxylic acid, 1045 mu (3 eq, 6 mmol) DIPEA and 1 .52 g (2 eq, 4 mmol) HATU and the mixture was stirred for 6 h. The mixture was taken up in ethyl acetate, washed with water, dried with sodium sulfate, evaporated and the residue was subjected to flash chromatography using ethyl acetate and hexane to yield 787 mg (1 .93 mmol, 96 %) of the title compound 3,8-diazabicyclo[3.2.1 ]oct-3-yl(1 H- 1 ,2,3-triazol-4-yl)methanone.

The chemical industry reduces the impact on the environment during synthesis 1H-[1,2,3]Triazole-4-carboxylic acid. I believe this compound will play a more active role in future production and life.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; KOPPITZ, Marcus; SIEBENEICHER, Holger; STEUBER, Holger; TER LAAK, Antonius; NUBBEMEYER, Reinhard; ROTTMANN, Antje; IRLBACHER, Horst; BADER, Benjamin; PETERS, Michaele; WAGENFELD, Andrea; TEREBESI, Ildiko; (123 pag.)WO2017/202817; (2017); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 61-82-5, 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. 61-82-5, name is 1H-1,2,4-Triazol-5-amine, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: 20 mg of gamma-Fe2O3Ph-PMO-NaHSO4 was added to a roundbottomflask containing an aromatic aldehyde (1 mmol), 3-amino-1,2,4-triazole 2 (1.0 mmol), b-diketones (dimedone 3, 1,3-cyclohexadione 4 or ethyl acetoacetate 5) (1.0 mmol) and stirredunder solvent-free conditions at 100 C in certain times. Meanwhile,the progress of the reactionwas indicated by TLC (n-hexane:ethyl acetate; 7:3). With completing the reaction, 3ml ethanol waspoured and the magnetic nanocomposite was separated in thepresence of a magnetic stirring bar; the reaction mixture becameclear. The crude product was recrystallized from ethanol to give thepure product. The pure products were characterized by conventionalspectroscopic methods. Physical and spectral data for theselected compounds are represented below.

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

Reference:
Article; Haghighat, Mahdieh; Shirini, Farhad; Golshekan, Mostafa; Journal of Molecular Structure; vol. 1171; (2018); p. 168 – 178;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 16681-72-4, 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. 16681-72-4, name is 5-Bromo-1-methyl-1H-1,2,4-triazole belongs to Triazoles compound, it is a common compound, a new synthetic route is introduced below.

Example 245. 4-(2-(l-(3-Chloro-2-fluorophenyl)-lH-l,2,3-triazole-4-carbonyl)- 5-(l -methyl- 1H- 1 ,2,4-triazol-5-yl)- 1 ,2,3 ,4-tetrahydroisoquinoline- 1 -carboxamido) benzoic acid, TFA salt: Intermediate 44 (0.050 g, 0.071 mmol), 5-bromo-l -methyl- 1H- 1,2,4-triazole (0.017 g, 0.107 mmol), and Na2C03 (2.0M aq. solution) (0.178 mL, 0.356 mmol) were added to dioxane (1.0 mL) and degassed for 15 min. Tetrakis (triphenylphosphine)palladium(O) (8.23 mg, 7.12 muiotaetaomicron) was added and the mixture was irradiated at 120 C for 15 min. The reaction mixture was poured into EtOAc, washed with saturated aHC03 solution, brine, dried over sodium sulfate, filtered, and concentrated. The /-butyl ester group was removed was treatment with 50% TFA/DCM, concentrated, purified by reverse phase prep. HPLC, and freeze-dried to give the title compound as a white solid (14.3 mg, 27%). NMR (400MHz, DMSO-d6) delta 11.02 (s, 1H), 9.21 – 9.15 (m, 1H), 8.14 – 8.05 (m, 1H), 7.93 – 7.84 (m, 5H), 7.75 (d, J = 8.8 Hz, 2H), 7.54 – 7.45 (m, 3H), 6.05 (s, 1H), 4.51 – 4.40 (m, 1H), 4.19 (ddd, J = 12.7, 8.3, 4.2 Hz, 1H), 3.76 (s, 3H), 3.11 – 3.02 (m, 1H), 2.91 – 2.81 (m, 1H) ppm. MS (ESI) m/z: 601(M+H)+. Analytical HPLC: RT = 6.14 min (Method B).

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, 5-Bromo-1-methyl-1H-1,2,4-triazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; PINTO, Donald J.P.; CLARK, Charles G.; SMITH, II, Leon M.; ORWAT, Michael J.; JEON, Yoon; CORTE, James R.; WO2014/160668; (2014); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

15294-81-2, name is 4,5-Dibromo-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. Computed Properties of C2HBr2N3

Iodomethane (1.819 mL, 29.1 mmol) was added cautiously to a suspension of 4,5- dibromo-lH-l,2,3-triazole (4.4 g, 19.40 mmol) and potassium carbonate (5.36 g, 38.8 mmol) in THF (20 mL) at room temperature. The resulting mixture was stirred overnight. The reaction was poured into water (50 mL) and extracted with ethyl acetate (3×100 mL). The combined organics were washed with brine (50 mL), dried over sodium sulphate, filtered and concentrated in vacuo. Purification was by silica gel chromatography (eluted with a 0-50% ethyl acetate/isohexane) to give 4,5-dibromo-l-methyl-lH-l,2,3-triazole as a white solid (M+H 239.7; LCMS method 2).

The synthetic route of 15294-81-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; IRM LLC; NOVARTIS AG; TELLEW, John Edward; WANG, Xia; WAN, Yongqin; XIE, Yun Feng; PAN, Shifeng; JIANG, Jiqing; XIE, Yongping; HUNT, Thomas Anthony; EDWARDS, Lee; BEATTIE, David; HEALY, Mark Patrick; WEST, Ryan; LISTER, Andrew Stuart; WO2012/138648; (2012); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Application of 68744-64-9, These common heterocyclic compound, 68744-64-9, name is 5-(Trifluoromethyl)-4H-1,2,4-triazole-3-thiol, 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.

5-Trifluoromethyl-lH- (1, 2,4)-triazole-3-thiol (l. 0g), heptafluoro-l-iodopropane (3.5 g) and triethyl- amine (0.90 g) were stirred in DMF (10 ml) at 90 C for 24 hours. After cooling to room temperature, he reaction mixture was diluted with ethyl acetate and washed with water and saturated aqueous solution of sodium chloride. After drying the organic layer with magnesium sulfate, the solvent was distilled off under the reduced pressure to obtain 3-heptafluoropropylsulfanyl-5-trifluoro- methyl-lH- (1, 2,4)-triazole (0.70g).

The synthetic route of 68744-64-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER CROPSCIENCE AG; WO2005/95351; (2005); 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. 3641-08-5, name is 2H-1,2,4-Triazole-3-carboxamide, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 3641-08-5

EXAMPLE 3 Preparation of 1(and 2 and 4)-Heptanoyl-s-triazole-3-carboxamide To a cooled, stirred mixture of 3 g. of 1,2,4-triazole-3-carboxamide and 4 g. of heptanoic anhydride in 125 ml. of anhydrous diethyl ether is added rapidly 2.75 g. of triethylamine. The cooling bath is removed and the mixture is stirred at room temperature for 17.5 hours. The heterogeneous mixture is filtered, washed with diethyl ether, cold water and then diethyl ether, dried for about 15 minutes and then dried in vacuo yielding 4 g. of colorless solid. The solid is extracted in hot dry acetonitrile and on cooling to room temperature the product is collected, washed with acetonitrile and dried in vacuo, yielding 0.4 g. of colorless crystals, m.p. 184-187 C. (dec.).

According to the analysis of related databases, 3641-08-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; American Cyanamid Company; US4006159; (1977); A;,
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, Recommanded Product: 5-Bromo-1H-1,2,4-triazole

To a 250 mL reaction flask was added 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 nitrogen gas, and 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 20 hours (h). The reaction was cooled to room temperature (RT), diluted with EtOAc and filtered through a plug of Celite?. The Celite? was 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 chromatography (silica/EtOAc/hexanes) yielded 3-bromo-1-(4-(trifluoromethoxy)phenyl)-1H-1,2,4-triazole as an off-white solid (3.78 g, 12.27 mmol, 72.6percent): mp 69-70¡ã C.; 1H NMR (400 MHz, CDCl3) delta 8.44 (s, 1H), 7.70 (d, J=8.9 Hz, 2H), 7.38 (d, J=8.5 Hz, 2H); 19F NMR (376 MHz, CDCl3) delta ?58.04; EIMS m/z 307.

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; Dow AgroSciences LLC; GIAMPIETRO, Natalie C.; CROUSE, Gary D.; WHITEKER, Gregory T.; US2014/275563; (2014); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 74205-82-6, 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. 74205-82-6, name is (1H-1,2,4-Triazol-1-yl)methanol belongs to Triazoles compound, it is a common compound, a new synthetic route is introduced below.

Step 2–Preparation of 1-(chloromethyl)-1,2,4-triazole hydrochloride A 4 neck 1 liter flask equipped with condenser, addition funnel and mechanical stirrer was charged 45 gms of 1-(hydroxymethyl)-1,2,4-triazole (0.464 mole) in 500 ml of THF was heating to 40 C. with vigorous stirring. Then SOCl2 (61 ml, 0.84 mole) was added dropwise maintaining the temperature at 45 C. During the addition, a precipitate formed and the mixture was stirred for an additional 2 hours. The product was filtered, washed three times with ethyl acetate and vacuum dried at room temperature. 67.3 gms of product having a melting point of 118-130 C. resulted (94.2% yield).

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

Reference:
Patent; Rohm and Haas Company; US5087635; (1992); A;,
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, SDS of cas: 6523-49-5

A mixture of formamidine from Step 1 (300 mg) and 4-triazolyl-aniline (167 mg, 1 eq) in AcOH (3 ml) was heated to 80 for 2 h. Cooled, and the resulting solid was isolated by filtration, washed with sodium bicarbonate, water and MeCN. The solid was purified by column chromatography on silica gel with DCM:EtOH:NH3 (400:8:1 to 200:8:1) as eluant to give the title compound.1H NMR delta 10.36 (IH, br s), 9.29 (IH, s), 8.93 (IH, s), 8.63 (IH, s), 8.25 (2H, m), 8.03 (3H, m), 7.86 (2H, d, J 9.25Hz), 7.81 (3H, m); LC-MS rt 2.61 m/z 418 ES+.

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; ARROW THERAPEUTICS LIMITED; WO2007/80401; (2007); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics