Triazoles

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. 7170-01-6, name is 3-Methyl-1H-1,2,4-triazole, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 7170-01-6

To a stiffing solution of 4-fluorobenzaldehyde (5.0 g, 40.32 mmol) in DMF (50 mL), were added K2CO3 (3.34 g, 40.32 mmol) and 3-methyl-1,2,4-trizole (3.34 g, 40.32 mmol) and the resultant reaction mixture was stirred at ambient temperature for 4 h. After completion of the reaction (TLC), the reaction mixture was diluted with water and extracted with EtOAc (3×). The combined EtOAc layer was washed with water and brine then dried over Na2SO4 and concentrated under reduced pressure to afforded the title compound as a white solid (4.1 g, 60%): mp 125-128 C.; 1H NMR (400 MHz, CDCl3) delta 10.05 (s, 1H), 8.76 (s, 1H), 8.02 (d, 2H), 7.85 (d, 2H), 2.50 (s, 3H); ESIMS m/z 188.04 ([M+H]+).

According to the analysis of related databases, 7170-01-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Dow AgroSciences LLC; Lo, William C.; Hunter, James E.; Watson, Gerald B.; Patny, Akshay; Iyer, Pravin S.; Boruwa, Joshodeep; US2014/171308; (2014); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 6086-21-1, 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 6086-21-1 as follows.

Intermediate 291 -Methyl-1 H-1 ,2,4-triazole-5-carboxylic acid 1 -Methyl-1 H-1 ,2,4-triazole (1.19g) was dissolved in THF (15ml) and cooled to -78°C under nitrogen. A 1.6M solution of butyllithium in hexane (9.4ml) was added dropwise. The solution was stirred for 1.5h at -78°C, then the solution was treated with solid carbon dioxide (2g). After 30min at -78°C the solution was allowed to warm to RT and stirred overnight. The reaction was quenched with water (1 ml) and the solvent was decanted off. To the residue was added ethyl acetate (20ml) and water (20ml). The solvent was removed in vacuo and the residue was dried in a vacuum oven for 1 day (5O0C) to give the title compound (1.61g) as a white solid. LC/MS R1 0.46min m/z 126 [MH”]. Method A

According to the analysis of related databases, 6086-21-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GLAXO GROUP LIMITED; WO2009/147188; (2009); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 1157938-97-0,Some common heterocyclic compound, 1157938-97-0, name is 1-(2,5-Difluorophenyl)-2-(1H-1,2,4-triazol-1-yl)ethanone, molecular formula is C10H7F2N3O, 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.

Zinc (11.7 g, 179 mmol, 4.0 eq.) was suspended in THF (200 mL) and stirred in the presence of TMSCl (2.25 mL) under a nitrogen atmosphere at ambient temperature for 30 minutes in a 250 mL 3-neck flask. Subsequently, the suspension was cooled to 0 C. and ethyl-2-bromopropionate (11.6 mL, 89.6 mmol, 2.0 eq) was added via a syringe pump over 45 minutes. The reaction mixture was stirred for an additional 15 minutes at 0 C. (conversion checked with GC to be 100%), after which the suspension was filtered via cannula over a glass filter under a nitrogen stream to the reaction vessel (500 mL 3-neck flask). Subsequently, a solution of ketone III (R1=F, 10 g, 44.8 mmol, 1.0 eq.) in THF (130 mL) was dosed to the reaction mixture over 1 hour at room temperature. The mixture was stirred for an additional 72 hours at which point a solid had formed. The suspension was filtered and the off-white solid was suspended in EtOAc and dissolved by addition of water and aqueous HCl until a clear biphasic system was obtained (pH 1). The layers were separated and the aqueous layer was extracted with EtOAc (2×). The combined organic layers were washed with water and brine, dried (Na2SO4), filtered and concentrated in vacuo to give racemic RR/SS ester I (R1=F, 8.8 g, 27 mmol, 60%) as a light yellow solid with >99% d.e. as determined by GC. The filtrate was subjected to the same aqueous work-up. GC-analysis showed that the remaining ketone was present in the filtrate as well as racemic ester I with a d.e. of -25% (in favor of the undesired RS/SR diastereomer).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-(2,5-Difluorophenyl)-2-(1H-1,2,4-triazol-1-yl)ethanone, its application will become more common.

Reference:
Patent; Basilea Pharmaceutica AG; Van Summeren, Ruben; Vaessen, Harrie; Mink, Daniel; Waser, Mario; (11 pag.)US2019/77771; (2019); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Some common heterocyclic compound, 7170-01-6, name is 3-Methyl-1H-1,2,4-triazole, molecular formula is C3H5N3, 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. Computed Properties of C3H5N3

EXAMPLE 7 In a sealed tube dicarbonyl intermediate 10 (50 mg, 0.13 mmol), 3-methyl-1,2,4-triazole (22 mg, 0.38 mmol) and ethanol (1 mL) were combined and heated at 140 C. with microwaves for 45 min. The reaction was diluted with MeOH/DMF (1:1, 3 mL), filtered and the filtrate was purified by preparative HPLC to yield 15 (9 mg, 0.02 mmol, 17%) as a white solid. 1H NMR: (500 MHz, DMSO-d6) delta 12.74 (br s, 1H), 9.54 (s, 1H), 8.94 (s, 1H), 8.54 (s, 1H), 7.55-7.35 (m, 5H), 3.90-3.22 (m, 8H), 2.53 (s, 3H); LC/MS: (ES+) m/z (M+H)+=445; HPLC Rt=0.88 min., column G, conditions B.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 7170-01-6, its application will become more common.

Reference:
Patent; Bender, John A.; Yang, Zhong; Kadow, John F.; Meanwell, Nicholas A.; US2005/124623; (2005); 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. 27996-86-7, name is 4-[1,2,4]Triazol-1-yl-benzaldehyde, A new synthetic method of this compound is introduced below., Application In Synthesis of 4-[1,2,4]Triazol-1-yl-benzaldehyde

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.

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; 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

Reference of 16681-70-2,Some common heterocyclic compound, 16681-70-2, name is 1H-[1,2,3]Triazole-4-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.

[0799] lH-1,2,3-triazole-5-carboxylic acid (3.4 mg, 30f.tmol) was combined with HATU (11 mg, 30 f.tmol) in DMF(0.3 mL) and stirred at room temperature for 10 minutes;DIPEA (1 eq.) was added and the mixture was stirred for 1minute. Compound 2 (1 0 mg, 30 f.tmol) was dissolved in DMF(0.5 mL) and DIPEA (5.2 f.LL, 30 fllllOI) was added, followedby addition of the activated acid solution. The mixture wasstirred at room temperature for 30 minutes, after which timeLCMS indicated desired product formation. Half of the crudeproduct was purified using reverse phase chromatography toyield Compound a (1.4 mg) as a TFA salt. MS m/z [M+Hrcalc’d for C26H22CIF3N50 3 , 550.18; found 550. Half of thecrude product was used in the next step without further purification.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1H-[1,2,3]Triazole-4-carboxylic acid, its application will become more common.

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

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. 4928-87-4, name is 1,2,4-Triazole-3-carboxylic acid, A new synthetic method of this compound is introduced below., Quality Control of 1,2,4-Triazole-3-carboxylic acid

To a reaction of 1/7-1, 2, 4-triazole-3 -carboxylic acid (226 mg, 2.0 mmol) and 4- phenylbutan-l -amine (0.33 mL, 2.1 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, filtered and concentrated under reduced pressure and chromatographed on silica gel using EtOAc and Hexanes (75:25) as eluents to get the desired amide 16 (129.1 mg, 25 % yield) as a white solid compound. -NMR (400 MHz, DMSO-de): 1H), 7.28-7.24 (m, 2H), 7.20-7.14 (m, 3H), 3.31-3.24 (m, 2H), 2.63-2.56 (m, 2H), 1.68- 1.54 (m, 4H) ppm. MH+ = 245.3 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

Electric Literature of 41253-21-8, 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. 41253-21-8, name is Sodium 1,2,4-triazol-1-ide belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below.

(4) Synthesis of 5-(4-chlorobenzyl)-2,2-bis-methoxymethoxymethyl-1-[1,2,4]triazol-1-ylmethylcyclopentanol (Compound (XXIV), G2=CH2OCH3, Ym=4-Cl, A=N)[1,2,4]-Triazole sodium salt (526 mg, 5.78 mmol) was dissolved in NMP (3 ml), and heated to an internal temperature of 115 degrees C. To this, 1 ml of a solution of 5-chlorobenzyl-2,2-bis-methoxymethoxymethyl-cyclopentanone (Compound No. (Compound (XXII), G2=CH2OCH3, Ym=4-Cl) 1.374g (3.85 mmol) in NMP was added. To this solution, sodium t-butoxide 333mg (3.47 mmol) and TMSOB 1.193 g (6.87 mmol) were added in portions while conducting the reaction at 115 degrees C for 5 hours. After completion of the reaction, the reaction solution was cooled to 35 degrees C, combined with 15 ml of water, and extracted with ethyl acetate. The organic layer was washed with water and saturated brine, dried over anhydrous sodium sulfate. The solvent was distilled away and the residue was subjected to silica gel column chromatography (eluent; ethyl acetate) for purification to obtain the desired substance. Product: 680.2 mgYield: 40.2 %Description: Colorless viscous liquid1H-NMR (CDCl3) delta:1.47-1.56 (1 H, m), 1.60-1.80 (2 H, m), 1.73-1.83 (1 H, m), 2.17 (1 H, dd, J = 13.2, 4.0 Hz), 2.22-2.31 (1 H, m), 2.44 (1 H, dd, J = 13.2, 10.3 Hz), 3.31 (3 H, s), 3.33 (1 H, d, J = 9.7 Hz), 3.38 (3 H, s), 3.46 (1 H, d, J = 9.7 Hz), 3.59 (2 H, s), 4.32 (1 H, d, J = 14.2 Hz), 4.41 (1 H, s), 4.45 (1 H, d, J = 6.4 Hz), 4.48 (1 H, d, J = 6.4 Hz), 4.54 (1 H, d, J = 14.2 Hz), 4.64 (2 H, s), 7.04 (2 H, d, J = 8.4 Hz), 7.21 (2 H, d, J = 8.4 Hz), 7.95 (1 H, s), 8.24 (1 H, s).

The synthetic route of Sodium 1,2,4-triazol-1-ide has been constantly updated, and we look forward to future research findings.

Reference:
Patent; KUREHA CORPORATION; ARAKI, Nobuyuki; YAMAZAKI, Toru; KUSANO, Nobuyuki; IMAI, Eiyu; KANNO, Hisashi; MORI, Masaru; MIYAKE, Taiji; WO2011/70771; (2011); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

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

Synthesis of N-carbethoxy-N’-(3-phenyl-1H-1,2,4-triazol-5-yl)thiourea (17). To the solution of3-phenyl-1,2,4-triazol-5-amine (12, 0.48 g, 3 mmol) in anhydrous DMF (4 mL), ethoxycarbonylisothiocyanate (0.43 mL, 3.3 mmol) was added. After stirring the mixture for 5 h at room temperature,cold water (60 mL) was added. The precipitated product was filtered, washed with cold water andrecrystalized from EtOH. Yield 0.74 g, 85%; mp 180-181 C (EtOH). 1H-NMR (300 MHz, DMSO-d6): 1.28 (3H, t, J = 7.1 Hz, CH3), 4.25 (2H, q, J = 7.1 Hz, CH2), 7.37-7.66 (3H, m, H-30, H-40 and H-50), 8.01(2H, d, J = 7.2 Hz, H-20 and H-60), 11.56* (12H, brs, 2NH), 11.87 (1H, brs, NH), 12.16 (1H, brs, NH), 13.93(1H, brs, N(1)H), 14.47 (1H, brs, N(1)H)*. *-signals of the minor tautomer. Combustion elementalanalysis calculated for C12H13N5O2S: C, 49.47; H, 4.50; N, 24.04. Found: C, 49.33; H, 4.62; N, 23.95.

The synthetic route of 4922-98-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Junaid, Ahmad; Lim, Felicia Phei Lin; Zhou, Yvonne Peijun; Chui, Wai Keung; Dolzhenko, Anton V.; Molecules; vol. 24; 8; (2019);,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 61-82-5, These common heterocyclic compound, 61-82-5, name is 1H-1,2,4-Triazol-5-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.

General procedure: A mixture of aromaticaldehyde (1.0 mmol) and dimedone(1.0 mmol) with 2-aminobenzimidazole or 3-amino-1,2,4-triazole (1.0 mmol) was stirred in acetic acid (5 mL) at 60 Cfor the appropriate time (Tables 3, 4). The progress of thereaction was monitored by TLC. After completion of thereaction, a thick precipitate was obtained. The solid productwas filtered off and washed with acetic acid (3 × 2 mL) togive the pure products 4 and 6, and subsequently dried in air.The pure products were characterized by conventional spectroscopicmethods. Physical and spectral data for the compounds,4b, 4c, 4h, 4j, 6a, 6c, and 6h are represented below:

Statistics shows that 1H-1,2,4-Triazol-5-amine is playing an increasingly important role. we look forward to future research findings about 61-82-5.

Reference:
Article; Mousavi, Mir Rasul; Maghsoodlou, Malek Taher; Hazeri, Nourallah; Habibi-Khorassani, Sayyed Mostafa; Journal of the Iranian Chemical Society; vol. 12; 8; (2015); p. 1419 – 1424;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics