Category: Triazoles

Reference of 956317-36-5, The chemical industry reduces the impact on the environment during synthesis 956317-36-5, name is 5-Methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid, I believe this compound will play a more active role in future production and life.

General procedure: 1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride(WSCHCl) (37.4 g, 0.20 mol) was added to a solution of Nethyl-2[3-(5-fluoro-pyridin-2-yl)-1H-pyrazol-1-yl] ethanaminedihydrochloride (50 g, 0.16 mol), 5-methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid (33.9 g, 0.18 mol), 1-hydroxy-1H-benzotriazolehydrate (HOBtH2O) (26.4 g, 0.20 mol) and triethylamine (TEA)(39.5 g, 0.39 mol) in THF (500 mL) at 0 C, followed by stirring atroom temperature for 20.5 h. The solvent of the reaction solutionwas distilled off under reduced pressure. An aqueous NaHCO3 solutionand EtOAc were added to the resulting residue, followed byextraction with EtOAc. The organic layer was washed with water,and the solvent was distilled off under reduced pressure to yieldthe crude product (72 g). An additional 196.7 g of the crude productwas synthesized using the same method from N-ethyl-2[3-(5-fluoro-pyridin-2-yl)-1H-pyrazol-1-yl] ethanamine dihydrochloride(140 g, 0.46 mol) and 5-methyl-2-(2H-1,2,3-triazol-2-yl)benzoicacid (94.8 g, 0.50 mol). The obtained crude product (268.7 g) wasrecrystallized with heptane and EtOAc. The deposited solid wasthen collected by filtration. The obtained solid was dried by heatingunder reduced pressure to yield the title compound 27e as acolorless powder (217.3 g).

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-Methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Suzuki, Ryo; Nozawa, Dai; Futamura, Aya; Nishikawa-Shimono, Rie; Abe, Masahito; Hattori, Nobutaka; Ohta, Hiroshi; Araki, Yuko; Kambe, Daiji; Ohmichi, Mari; Tokura, Seiken; Aoki, Takeshi; Ohtake, Norikazu; Kawamoto, Hiroshi; Bioorganic and Medicinal Chemistry; vol. 23; 6; (2015); p. 1260 – 1275;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 1001401-62-2,Some common heterocyclic compound, 1001401-62-2, name is 2-(2H-1,2,3-Triazol-2-yl)benzoic acid, molecular formula is C9H7N3O2, 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 mixture of the product from step 5 (50 mg, 0.17 mmoi), FIATU (95 mg, 0.25 mmol), TEA (0.3 mL) and 2-.(2fi-J,234riazoi-2y1)benzoic acid (34.8 mg, 0.18 mmoi) in DMF (2 mL) was stirred at RI for 9 hours under the N2 atmosphere. Then the mixture was poured into water(5 rnL x 3) and extracted with EtOAc (5 mL x 3). The combined organic layer was washed withbrine, dried over magnesium sulfate, filtered and concentrated in vacuo. The residue waspurified by Prep?HPLC to give the title compound (30 mg) as yellow oil, LRMS m/z (M¡ÂH)471.1 found, 471.1 required.

The synthetic route of 1001401-62-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME CORP.; LIVERTON, Nigel; KUDUK, Scott D.; BESHORE, Doug C.; MENG, Na; LUO, Yunfu; (127 pag.)WO2016/101119; (2016); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 4922-98-9, A common heterocyclic compound, 4922-98-9, name is 5-Phenyl-1H-1,2,4-triazol-3-amine, molecular formula is C8H8N4, 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.

6.02.04.37 5-bromo-3-phenyl-1H-(1,2,4)triazole 115 mL bromine hydro acid was added to 9.5 g 5-phenyl-2H-(1,2,4)triazol-3-ylamine and 12.3 g sodiumnitrite at -5¡ã C. The reaction was warmed to RT and refluxed for 20 min. Then the mixture was cooled and basicfied with sodiumdicarbonate and extracted with ethyl acetate. The organic layer was dried and evaporated to give 11 g of the desired product. Rt: 1.07 min (method B), (M+H)+: 223/225 By using the same synthesis strategy as for 5-bromo-3-phenyl-1H-(1,2,4)triazole the following compound 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; Boehringer Ingelheim International GmbH; GRAUERT, Matthias; BISCHOFF, Daniel; DAHMANN, Georg; KUELZER, Raimund; RUDOLF, Klaus; US2013/184248; (2013); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 41253-21-8, These common heterocyclic compound, 41253-21-8, name is Sodium 1,2,4-triazol-1-ide, 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.

The 2mmol 3b dissolved in 10mLDMF, to the reaction solution was added 10mmol triazole sodium salt compound 4 and 2mmol DMPU, heated to 100-110 C and stirred for 24 hours. The mixture was quenched with water (1.5 L) and extracted with dichloromethane (50 mL * 2). The dichloromethane phase was washed once with saturated brine (20 mL), dried over Na2SO4 and concentrated to give a yellow oil which was purified by silica gel column chromatography Yellow solid 5b, yield 51%, purity 96%.

Statistics shows that Sodium 1,2,4-triazol-1-ide is playing an increasingly important role. we look forward to future research findings about 41253-21-8.

Reference:
Patent; Gansu Haotian Chemical Technology Co., Ltd.; Wei Pengfei; Wang Ning; Feng Weiwei; Wang Shixiang; Zhu Yingpu; (8 pag.)CN106397417; (2017); A;,
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 16681-65-5 as follows. Quality Control of 1-Methyl-1H-1,2,3-triazole

To a flask containing 1-methyl-1H-1,2,3-triazole (111 mg, 1.34 mmol) was added THF (10 mL) and the solution was cooled to -45 C. using a CH3CN-CO2 bath. n-BuLi (2.5 M in hexanes, 0.5 mL, 1.25 mmol) was added dropwise to provide a white suspension. The suspension was stirred at -45 C. for 25 minutes. A pre-warmed THF solution of (2,4-dichloro-3-(2,2,2-trifluoroethyl)quinolin-6-yl)(1,2-dimethyl-1H-imidazol-5-yl)methanone (470 mg, 1.17 mmol in 7 mL THF, Intermediate 70) was introduced at -45 C. The reaction temperature was allowed to warm gradually to room temperature over 70 minutes then quenched with aqueous NH4Cl solution. The aqueous portion was extracted with EtOAc (3*40 mL), and the combined organics were washed with brine, dried over MgSO4, filtered and concentrated. Chromatography on silica gel (2% MeOH-DCM increasing to 8% MeOH) afforded the title compound as a tan amorphous solid. MS (ESI): mass calcd. for C20H17Cl2F3N6O, 484.1. found, 485.0 (M+H)+. 1H NMR (500 MHz, CDCl3) delta ppm 8.60 (s, 1H), 8.44-8.40 (m, 2H), 7.95 (d, J=8.8 Hz, 1H), 7.62 (dd, J=8.8, 1.8 Hz, 2H), 6.95 (s, 1H), 5.89 (s, 1H), 4.05 (q, J=9.6 Hz, 2H), 3.89 (s, 3H), 3.32 (s, 3H).

According to the analysis of related databases, 16681-65-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; JOHNSON & JOHNSON; LEONARD, KRISTI A.; BARBAY, KENT; EDWARDS, JAMES P.; KREUTTER, KEVIN D.; KUMMER, DAVID A.; MAHAROOF, UMAR; NISHIMURA, RACHEL; URBANSKI, MAUD; VENKATESAN, HARIHARAN; WANG, AIHUA; WOLIN, RONALD L.; WOODS, CRAIG R.; FOURIE, ANNE; XUE, XIAOHUA; CUMMINGS, MAXWELL D.; MCCLURE, KELLY; TANIS, VIRGINIA; US2015/111870; (2015); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 27996-86-7, 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. 27996-86-7, name is 4-[1,2,4]Triazol-1-yl-benzaldehyde, This compound has unique chemical properties. The synthetic route is as follows.

Example 94 Preparation of 1-(4-Vinylphenyl)-1H-1,2,4-triazole (DI59) To a stirred solution of 4-[1,2,4]triazol-1-yl-benzaldehyde (9.0 g, 52 mmol) in 1,4-dioxane (100 mL), were added K2CO3 (10.76 g, 78 mmol) and methyl triphenyl phosphonium bromide (22.2 g, 62.4 mmol) at room temperature. The resultant reaction mixture was heated to 70 C. for 18 h. After completion of the reaction (TLC), the reaction mixture was cooled to room temperature and filtered and the obtained filtrate was concentrated under reduced pressure. Purification by flash chromatography (SiO2, 100-200 mesh; 25-30% EtOAc in petroleum ether) to afforded the title compound as a white solid (5.6 g, 63%): ESIMS m/z 172.09 ([M+H]+).

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

Reference:
Patent; Dow AgroSciences LLC; Lo, William C.; Hunter, James E.; Watson, Gerald B.; Patny, Akshay; Iyer, Pravin S.; Boruwa, Joshodeep; US2014/171314; (2014); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

These common heterocyclic compound, 4923-01-7, name is 5-Methyl-4H-1,2,4-triazol-3-amine, 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. Product Details of 4923-01-7

A mixture of methyl 3-oxo-2-(4-(4-(trifluoromethoxy)phenyl)piperazin-1 -yl)butanoate (12B) (450 mg, 1 .249 mmol) and 3-methyl-1 H-1 ,2,4-triazol-5-amine (184 mg, 1 .873 mmol) in Acetic Acid (10 mL) was heated at 130 C for 2 h. Then reaction mixtre was diluted with water (25 mL) and adjusted to pH=6 by addition of Na2C03 solution. The resluting mixture was extracted with EtOAc twice. Organic layers were dried over Na2S04 and concentrated to give a crude product that was purified by ISCO with 0-100% EtOAc:EtOH (3:1 ) in hexanes to give two peaks of same mass. Peak two was the desired one based on NMR and LCMS. 1 H NMR (400 MHz, Methanol- d4) delta 7.44 – 7.21 (m, 5H), 5.16 (s, 2H), 4.19 – 3.98 (m, 2H), 3.61 – 3.39 (m, 2H), 3.23 – 2.97 (m, 2H), 2.85 – 2.58 (m, 2H), 2.50 (s, 3H), 2.42 (s, 3H). M/Z (M+H) = 409.1 .

The synthetic route of 5-Methyl-4H-1,2,4-triazol-3-amine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NOVARTIS AG; CHIANELLI, Donatella; GIBNEY, Michael; LERARIO, Isabelle K.; LIANG, Fang; LIU, Xiaodong; MOLTENI, Valentina; NAGLE, Advait Suresh; SMITH, Jeffrey M.; SUPEK, Frantisek; XIE, Yongping; YEH, Vince; (64 pag.)WO2018/229683; (2018); 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. 6523-49-5, name is 4-(1,2,4-Triazol-1-yl)aniline belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. HPLC of Formula: C8H8N4

A mixture of formamidine from Step 3 (594 mg) and 4-triazolyl-aniline(279 mg, 1 eq) in AcOH (6 ml) was heated to 125 for 2 h. On cooling and dilution with water (20 ml), a yellow precipitate was isolated by filtration, slurried with IN NaOH and washed with water. After drying, this material was triturated with MeOH / water/ acetone ~ 10:5:5 to give, after filtration and drying, a pale cream solid (510mg, 64%).1H NMR delta 10.1 (IH, br s), 9.27(1H, s), 8.8 (IH, s), 8.58 (IH, s), 8.24(1H, s), 8.18 (IH, d, J 8.85Hz), 8.03 (2H, d, J8.85Hz), 7.84 (4H, m), 7.68 (IH5 d, J9.5Hz), 7.35 (IH, t, J 8.85Hz), 4.26 (2H, m), 3.72 (2H, m), 3.35 (3H, obscured by H2O); LC-MS rt 2.4 m/z 457 ES+.

The synthetic route of 6523-49-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ARROW THERAPEUTICS LIMITED; WO2007/80401; (2007); 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. 1001401-62-2, name is 2-(2H-1,2,3-Triazol-2-yl)benzoic acid, This compound has unique chemical properties. The synthetic route is as follows., category: Triazoles

General procedure: A mixture of the primary amine, 5-methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid 31 (0.33 g, 1.6 mmol), N,N-diisopropylethylamine(DIPEA, 2.5 mL, 14.7 mmol), and 1-[bis(dimethylamino)methylene]-1H-1,2,3-triazolo[4,5-b]pyridinium 3-oxide hexafluorophosphate(HATU, 0.91 g, 2.4 mmol) in DMF (3.2 mL) was stirredat room temperature for 17 h. The reaction was quenched by theaddition of water, and the mixture was extracted with EtOAc.The organic layer was washed with brine, dried over Na2SO4, filtered,and concentrated under reduced pressure. The resulting residuewas purified by preparative HPLC to obtain the title compound7a as a colorless solid (0.18 g, 28% over 2 steps).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 1001401-62-2.

Reference:
Article; Futamura, Aya; Nozawa, Dai; Araki, Yuko; Tamura, Yunoshin; Tokura, Seiken; Kawamoto, Hiroshi; Tokumaru, Yuichi; Kakihara, Sora; Aoki, Takeshi; Ohtake, Norikazu; Bioorganic and Medicinal Chemistry; vol. 25; 20; (2017); p. 5203 – 5215;,
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. 3641-08-5, name is 2H-1,2,4-Triazole-3-carboxamide, A new synthetic method of this compound is introduced below., Computed Properties of C3H4N4O

EXAMPLE 2 Preparation of 1(or 2 or 4)-(Methylsulfonyl)-s-triazole-3-carboxamide A mixture of 2.0 g. of 1,2,4-triazole-3-carboxamide and 5.0 g. of methane sulfonic acid anhydride is inserted into an oil bath preheated to about 150 C. and kept at this temperature for 30 minutes. The liquid product obtained is allowed to cool for 10 minutes then triturated with ether to give a thick opaque gum. This is then triturated with dry acetonitrile to obtain a colorless solid which is collected, washed with additional acetonitrile and dried in vacuo for 4 hours, m.p. 172-180 C.

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; American Cyanamid Company; US4007198; (1977); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics