Day: March 18, 2021

Adding a certain compound to certain chemical reactions, such as: 61-82-5, name is 1H-1,2,4-Triazol-5-amine, 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 61-82-5, Product Details of 61-82-5

General procedure: A mixture of 1,2,4-triazol-3-amine 1 (1 mmol), aromatic aldehydes2a-o (1 mmol) and 1,3-cyclohexanedione 3 (1 mmol) were taken into a RB flask, irradiated under MW at 150 W for 60 s. The progress ofthe reaction was observed by TLC. After cooling, the reaction mass becamegummy,washed thoroughlywith 1:1 hexane and ethyl ethanoateto afford the compounds 4a-o (Scheme 1).

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

Reference:
Article; Sompalle, Rajesh; Arunachalam, Prabhakarn; Roopan, Selvaraj Mohana; Journal of Molecular Liquids; vol. 224; (2016); p. 1348 – 1357;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 1001401-62-2, These common heterocyclic compound, 1001401-62-2, name is 2-(2H-1,2,3-Triazol-2-yl)benzoic acid, 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.

A mixture of 2{2H-i,2,3?.triazol?.2?yl)benzoic acid (4.2 g, 22.2 mmol) and SOCI2 (10 mL) in toluene (50 mL) was refluxed for 3 hours. The mixture was concentrated in vacuo. The residue was dissolved in anhydrous DCM (30 mL). This solution was added to a solution of the product from step 1(2.2 g, 19,1 mmoi) and Et3N (3.9 g, 38.2 mmol) in DCM (10() mL) at 0Cunder N2. The mixture was stirred at 0C for 1 hour. The mixture was diluted with water (200 mL) and extracted with DCM (100 mL x3). The organic layer was combined, dried over Na2SO4, filtered, and concentrated in vaciw. The residue was purified by silica gel gradient chromatography (50% EtOAc in petroleum ether) to give the title compound (4.9 g) as white solid. LRMS m/z (M+H) 287.1 found, 287.1 required.

Statistics shows that 2-(2H-1,2,3-Triazol-2-yl)benzoic acid is playing an increasingly important role. we look forward to future research findings about 1001401-62-2.

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

Synthetic Route of 3641-13-2, These common heterocyclic compound, 3641-13-2, name is 5-Amino-4H-1,2,4-triazole-3-carboxylic acid, 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 benzil (0.01 mol), aldehydes (0.01 mol), 3-amino-1,2,4-triazole-5-carboxylic acid (0.01 mol), ammonium acetate (0.01 mol) and ceric ammonium nitrate (15 mol%) as a catalyst were refluxed in ethanol (15 mL) for about 3-4 h. The progress of the reaction was monitored by TLC. After completion of reaction, the mixture was cooled to room temperature. The solid formed was filtered and dried. The crude products were recrystallized by ethanol.

Statistics shows that 5-Amino-4H-1,2,4-triazole-3-carboxylic acid is playing an increasingly important role. we look forward to future research findings about 3641-13-2.

Reference:
Article; Nikalje, Anna Pratima G.; Ghodke, Mangesh S.; Kalam Khan, Firoz A.; Sangshetti, Jaiprakash N.; Chinese Chemical Letters; vol. 26; 1; (2015); p. 108 – 112;,
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 584-13-4 as follows. Application In Synthesis of 4H-1,2,4-Triazol-4-amine

General procedure: 4-Amino-1,2,4-triazole (0.005 mol) was taken in 150 mL beaker and dissolved in ethanol (10 mL). Equimolar amount of substituted benzaldehyde was added to the ethanolic solution. Then, 0.5 mL of glacial acetic acid was added dropwise to the reaction mixture and stirred with glass rod. The contents were irradiated in MW at 360W for required time with continuous monitoring by TLC. Then the reaction mixture was filtered. Crude product was recrystallized from ethanol to obtain pure compound. Same procedure was repeated but with different amount of catalysts, i.e., 0.75 mL and 1 mL. The progress of reaction was monitored by TLC after 10 s interval. On completion of reaction, resultant mass was filtered and recrystallized from ethanol. The same procedure was used for the synthesis of rest of the compounds. The work was continued by using different amounts of lemon juice as catalyst at 360 W for required time. 4-((4H-1,2,4-triazol-4-ylimino)methyl)phenol (I) IR (numax, KBr, cm-1): 3378 (O-H str.), 3107 (aromatic -C-H str.), 1665 (C=N str.), 1590 (N-N str.), 1607, 1567, 1507, 1475 (C=C str.), 1311 (O-H bending), 1275 (C-N str.), 1168 (C-O), 861 (C-N bending), 755 (C-H bending), and 771/cm (C=C bending); 1H NMR (DMSO-d6, 400 MHz, delta): delta 10.23 (s, 1H, OH), 8.98 (s, 2H, -CH=), 8.91 (s, IH, -CH=N-), 7.71-6.89 (m, 4H, Ar-H); 13C NMR (DMSO-d6, 100 MHz, delta): delta 159.3, 157.4, 148, 131.67, 126.13, 116.89; Analysis calculated for C9H8N4: C, 57.44; H, 4.25; N, 29.78. Found: C, 57.45; H, 4.26; N, 29.79.

According to the analysis of related databases, 584-13-4, the application of this compound in the production field has become more and more popular.

Reference:
Article; Mhaske, Sadhana D.; Takate, Sushama J.; Dhawale, Rhushikesh N.; Akolkar, Hemantkumar N.; Randhavane, Pratibha V.; Karale, Bhausaheb K.; Indian Journal of Heterocyclic Chemistry; vol. 27; 1; (2017); p. 89 – 97;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Application of 6523-49-5,Some common heterocyclic compound, 6523-49-5, name is 4-(1,2,4-Triazol-1-yl)aniline, 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.

a 2-[5-(1,2,4-Triazol-1-yl)-1H-indol-3-yl]ethyl alcohol Prepared from 4-(1,2,4-triazol-1-yl)aniline (EP497512) as described for Intermediate 3, delta (250 MHz, D6 -DMSO) 2.89 (2H, t, J=7.2 Hz, CH2), 3.64-3.74 (2H, m, CH2), 4.67 (1H, t, J=5.3 Hz, OH), 7.29 (1H, d, J=2.3 Hz, Ar–H), 7.47 (1H, dd, J=8.7 and 1.5 Hz, Ar–H), 7.53 (1H, dd, J=8.7 and 2.3 Hz, Ar–H), 7.95 (1H, d, J=1.9 Hz, Ar–H), 8.19 (1H, s, Ar–H), 9.19 (1H, s, Ar–H), 11.10 (1H, s, NH).

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

Reference:
Patent; Merck Sharp & Dohme, Ltd.; US5854268; (1998); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 288-36-8, These common heterocyclic compound, 288-36-8, name is 1H-1,2,3-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.

Combine 1,2,3-triazole (3.45g, 50mmol), 2-iodo-5-methylbenzoic acid (5.24g, 20mmol), cesium carbonate (11.72g, 36mmol), trans-N, N ‘ -Dimethyl-1,2-cyclohexanediamine (0.51g, 3.6mmol), cuprous iodide (0.38g, 2mmol), N, N-dimethylformamide (30mL) were added to 100mL single-port round In a bottom flask, the temperature was gradually raised to 100 C under nitrogen protection for 4 hours. The reaction was stopped, cooled, diluted with tap water and extracted with ethyl acetate (200 mL ¡Á 2).The aqueous layer was acidified with concentrated hydrochloric acid (pH = 1-2) and extracted with ethyl acetate (200 mL ¡Á 2). The organic layers were combined, dried over anhydrous sodium sulfate, filtered, and the filtrate was evaporated to dryness under reduced pressure and purified by column chromatography ( Dichloromethane / methanol (v / v) = 50/1) gave the title compound (yellow solid, 2.76 g, 68%).

Statistics shows that 1H-1,2,3-Triazole is playing an increasingly important role. we look forward to future research findings about 288-36-8.

Reference:
Patent; GUANGDONG HEC PHARMACEUTICAL; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; JIN CHUANFEI; Jin Chuanfei; LAO JINHUA; Lao Jinhua; ZHANG YINGJUN; Zhang Yingjun; (35 pag.)CN108299437; (2018); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 1001401-62-2, name is 2-(2H-1,2,3-Triazol-2-yl)benzoic acid, 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 1001401-62-2, category: Triazoles

A solution of 4-(2,2-difluoroethoxy)-2-(((3R,6R)-6-methylpiperidin-3- yl)oxy)pyridine (33 mg, 0.1 1 mmol), 2-(2H-l,2,3-triazol-2-yl)benzoic acid (20 mg, 0.1 1 mmol), EtaOmicronBetaTau (1.6 mg, 0.01 1 mmol), and EDC (30 mg, 0.16 mmol) in DMF (1.1 ml) was treated with triethylamine (37 mu^, 0.26 mmol) and heated at 50 C overnight. Additional 2-(2H- 1,2,3 -triazol- 2-yl)benzoic acid (1.3 equiv.), EDC (1 equiv.), and triethylamine (1 equiv.) were added and heating continued overnight. The reaction was diluted with saturated, aqu. aHC03 and extra water, then extracted 2x with EtOAc. The combined organics were washed with brine, dried over Na2S04, filtered, and concentrated. The crude material was purified by silica gel gradient chromatography (0-40% EtOAc in hexanes), then further purified by reverse phase HPLC, providing the titled compound as a tacky solid. HRMS m/z (M+H) 444.1827 found, 444.1842 required.

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; MERCK SHARP & DOHME CORP.; KUDUK, Scott, D.; SKUDLAREK, Jason, W.; WO2014/137883; (2014); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference of 41253-21-8, 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 41253-21-8 as follows.

General procedure: 2-Chloro-N-(6-alkoxybenzo[d]thiazol-2-yl)acetamide (5 mmol) and sodium 1,2,4-triazole (6 mmol)were dissolved in N,N-dimethylformamide (10 mL) and stirred for 10 h at room temperature. Half of thesolvent was then evaporated, the solution was poured in 50 mL water, and extracted with ethyl acetate(30 mL 3). The ethyl acetate layer was dried over anhydrous MgSO4. After removing the solventunder reduced pressure, the crude product was obtained and recrystallized from dichloromethane toyield a white solid.

According to the analysis of related databases, 41253-21-8, the application of this compound in the production field has become more and more popular.

Reference:
Article; Liu, Da-Chuan; Zhang, Hong-Jian; Jin, Chun-Mei; Quan, Zhe-Shan; Molecules; vol. 21; 2; (2016);,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Some common heterocyclic compound, 288-36-8, name is 1H-1,2,3-Triazole, molecular formula is C2H3N3, 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. name: 1H-1,2,3-Triazole

Intermediate D 2-(2H)-l ,2,3-Triazol-2-yl)thiophene-3-carboxylic acid Intermediate D A solution of 2-bromo-3-thiophene carboxylic acid (1.50 g, 7.24 mmo’ 1 ,2,3-triazole (0.600 g, 8.69 mmol), potassium carbonate (2.00 g, 14.5 mmol), and copper(I) iodide (0.138 g, 0.724 mmol) in DMF (36.2 mL) was sparged with nitrogen and heated to 75 C for 96 h. The cooled reaction mixture was diluted with water and washed with ether. The aqueous layer was acidified with cone. HCl. The acidic aqueous solution was extracted 3x with EtOAc and the combined organic fractions were washed with brine, dried over MgSC>4, filtered, and concentrated in vacuo. The crude material was purified by silica gel chromatography [0- 70% (1 % acetic acid in EtOAc) in hexanes] to provide the title compound. LRMS m/z (M+H) 196.2 found, 196.1 required.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 288-36-8, its application will become more common.

Reference:
Patent; MERCK SHARP & DOHME CORP.; KIM, Ronald; KUDUK, Scott, D.; LIVERTON, Nigel; ZHUO, Gang; (116 pag.)WO2016/100161; (2016); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 956317-36-5, 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. 956317-36-5, name is 5-Methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: TEA (1.20 mL, 8.63 mmol) was added to a solution of N-ethyl-2[3-(5-fluoro-pyridin-2-yl)-1H-pyrazol-l-yl] ethanamine dihydrochloride(0.50 g, 1.63 mmol) in CHC13 (5 mL) at room temperature.5-methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid (0.36 g, 1.79 mmol)and propylphosphonic acid anhydride (cyclic trimer) (50% solutionin DMF [approximately 1.6 mol/L], 1.32 mL, 2.12 mmol) wereadded to the reaction solution under cooling in ice water. Theresultant mixture was stirred at 50 C for 5 h. After standing untilcooled to room temperature, water was added thereto, followedby extraction with CHCl3. The organic layer was washed with brine.Then, the organic layer was dried over MgSO4 and the desiccantwas filtered off. Then, the solvent was distilled off under reducedpressure. The obtained residue was purified by column chromatography(20-80% EtOAc in hexanes) and washed with Et2O to yieldthe title compound 4a as a colorless powder (0.51 g, 75%).

The chemical industry reduces the impact on the environment during synthesis 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.

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