Triazoles

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 1455-77-2 as follows. HPLC of Formula: C2H5N5

A mixture of Zn(NO3)26H2O (0.030 g, 0.1 mmol), H3bpt (0.025 g,0.1 mmol), Hdatrz (0.01 g, 0.1 mmol), DMF (3 mL) and CH3OH(1 mL) was placed in a small vial at 90 C for 72 h and then cooledto room temperature slowly. Colorless block crystals were obtainedin 42percent yield based on Zn(NO3)26H2O. Anal. calcd. forC36H29N11O12Zn3 (1004.88): C, 42.99; H, 2.89; N, 15.33percent. Found: C,42.89; H, 2.85; N, 15.42percent. IR (cm1): 3422(w), 1712(m), 1675(s),1587(m), 1509(m), 1389(m), 1378(m), 1109(w), 1025(w), 958(m),893(m), 826(m), 778(w), 690(w), 674(w), 589(w), 562(w).

According to the analysis of related databases, 1455-77-2, the application of this compound in the production field has become more and more popular.

Reference:
Article; Zhao, Haixiang; Dong, Yanli; Liu, Haiping; Journal of Molecular Structure; vol. 1105; (2016); p. 112 – 117;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 61-82-5, 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 61-82-5 as follows.

General procedure: A mixture of 3-amino-1,2,4-triazole or benzimidazole (1.0 mmol), benzaldehyde (1.0 mmol), dimedone (1.0 mmol), and acetonitrile (5 mL) was taken in a round bottom flask and added iodine (10 mol %) and stirred at 80 C for 10 min. After completion of the reaction, as monitored by TLC, the reaction mass was cooled to room temperature and the solid separated was filtered and washed with water and dried at reduced pressure.Data of representative examples

According to the analysis of related databases, 61-82-5, the application of this compound in the production field has become more and more popular.

Reference:
Article; Puligoundla, Ravinder Goud; Karnakanti, Shuklachary; Bantu, Rajashaker; Nagaiah, Kommu; Kondra, Sudhakar Babu; Nagarapu, Lingaiah; Tetrahedron Letters; vol. 54; 20; (2013); p. 2480 – 2483;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference of 13273-53-5, 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 13273-53-5 as follows.

General procedure: To a 50 mL round bottle flask was added 1,1?-Bis(diphenylphosphino)ferrocenedichloro Palladium(II) (0.1equiv), bromide (1.0equiv) and vinylboronic acid pinacol ester (2.0equiv) in 20mL dioxane. The mixture was degassed for 5min, and sodium carbonate aqueous solution (2.0M, 10equiv) was added. The mixture was then heated to 85C for 14h. After cooled to rt, the reaction mixture was filtered through a short Celite pad and washed with EtOAc. The organic solution was concentrated under reduced pressure and the residue was loaded into combi flush for purification to afford the product as oil.

According to the analysis of related databases, 13273-53-5, the application of this compound in the production field has become more and more popular.

Reference:
Article; Lian, Yajing; Burford, Kristen; Londregan, Allyn T.; Tetrahedron; vol. 71; 50; (2015); p. 9509 – 9514;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 7411-23-6, 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. 7411-23-6, name is 3,5-Dibromo-1H-1,2,4-triazole belongs to Triazoles compound, it is a common compound, a new synthetic route is introduced below.

Step 1:A solution of triazole A6a (5.0 g, 22.0 mmol, Matrix) in DMF (100 mL) at RT is treated with potassium carbonate (7.6 g, 55.1 mmol) and potassium iodide (365.9 mg, 2.2 mmol) before the addition of benzyl 3-bromopropyl ether A8a (4.3 mL, 24.2 mmol, Aldrich). The resulting mixture is heated to 75C overnight, allowed to cool to RT, and then EtOAc (400 ml) is added. The organic layer is washed with brine, water then again with brine and dried over Mg504. Solvent evaporation affords the crude product that is purified using the CombiFlash (20% EtOAc/hexanes) to afford A8b.

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, 3,5-Dibromo-1H-1,2,4-triazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; FADER, Lee; BILODEAU, Francois; POIRIER, Maude; PARISIEN, Mathieu; KUHN, Cyrille; THIBEAULT, Carl; TRINH, Thao; WO2014/70978; (2014); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference of 16681-65-5, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 16681-65-5 name is 1-Methyl-1H-1,2,3-triazole, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

The title compound was prepared according to the patent application WO2008/135826. To a 50 mL 2-necked flask containing 1-methyl-1H-1,2,3-triazole (1.0 g, 12.0 mmol, prepared according to PCT Int. Appl., 2008098104) was added THF (45 mL) and the colorless solution was cooled to -40 C. Then, n-BuLi (2.5 M in hexanes, 4.8 mL, 12.0 mmol) was added dropwise which afforded a dark reddish-brown viscous solution. The mixture was stirred between -30 to -20 C. for 45 minutes, then neat DMF (3 mL, 38.5 mmol) was introduced at -10 C. The mixture was allowed to warm up to room temperature and stirred for 60 minutes, followed by pouring into water. The aqueous portion was extracted with EtOAc (4*50 mL) and the combined organics were washed with brine, dried over MgSO4, filtered and concentrated. The aqueous portion was back-extracted with DCM (3*50 mL) and dried as above. The combined organics were concentrated to give a light brown oil that was much more UV active than the starting material. TLC in either 25% CH3CN-DCM or 25% EtOAc-DCM showed the product to have a slightly higher Rf than the starting material. Chromatography on silica gel (100% DCM increasing to 25% CH3CN-DCM) provided the title compound as a colorless oil.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Methyl-1H-1,2,3-triazole, and friends who are interested can also refer to it.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; 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.; US2015/105372; (2015); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 3641-13-2,Some common heterocyclic compound, 3641-13-2, name is 5-Amino-4H-1,2,4-triazole-3-carboxylic acid, molecular formula is C3H4N4O2, 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.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Amino-4H-1,2,4-triazole-3-carboxylic acid, its application will become more common.

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

Adding a certain compound to certain chemical reactions, such as: 6818-99-1, name is 3-Chloro-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 6818-99-1, SDS of cas: 6818-99-1

A suspension of (1S,4aR,6aS,7R,8R,10aR,10bR,12aR,14R,15R)-14-(acetyloxy)- 15-[2-(dimethylamino)-2,3-dimethylbutoxy]-8-[(lR)-1,2-dimethylpropyl]- 1,6,6a,7,8,9,10,10a,10b,11,12,12a-dodecahydro-l^deltaJOa-tetramethyl–oxo-4H-l^a-propano- 2H-phenanthro[1,2-c]pyran-7-carboxylic acid (the compound of Example 130 in International Patent Publication No. WO 2007/127012, herein incorporated by reference in its entirety; 20 mg, 0.03 mmol), 3-chloro-iH-1,2,4-triazole (26.8 mg, 0.259 mmol) and boron trifluoride etherate (75 muL, 0.592 mmol) in dichloroethane (0.7 mL) was blanketed with nitrogen and placed in a 50C oil bath for 24 hours. The mixture was cooled to room temperature, evaporated and the residual oil was separated by reverse phase EtaPLC using a 19 x 150 mm Sunfire Preparative C18 OBD column. The product containing fractions were evaporated and freeze-dried from a mixture of ethanol and benzene to give EXAMPLE 9A as a white solid (3.4 mg), EXAMPLE 9B as a white solid (2.0 mg) and EXAMPLE 9C as a white solid (2.0 mg).EXAMPLE 9A:1H NMR (CD3OD, 600MHz, ppm) delta 0.70 (d, 3H, Me), 0.77 (d, 3H, Me), 0.80 (s, 3H, Me), 0.86-0.98 (multiple Me signals), 1.09 (s, 3H, Me), 1.16 (s, 3H, Me), 1.18 (s, 3H, Me), 1.29-1.48 (m), 1.52-1.57 (m), 1.70 (s, 3H, Me), 1.67-1.86 (m), 1.94-1.99 (m), 2.20-2.26 (m), 2.52 (dd, 1H, H13), 2.54 (dd, 1H, H13), 2.74 (s, NMe2), 2.80 (s, NMe2), 2.82 (s, NMe2), 2.85 (s, NMe2), 3.09 (s, 1H, H7), 3.58 (d, 1H), 3.62 (dd, 1H), 3.68 (d, 1H), 3.79 (d, 1H), 3.85 (d, 1H), 5.60 (br m, 1H, H14), 5.79 (dd, 1H, H5), 5.80 (dd, 1H, H5), 9.04 (br s, 1H, triazole). Mass spectrum: (ESI) m/z = 715.38 (M+H).EXAMPLE 9B:1H NMR (CD3OD, 600MHz, ppm) delta 0.72 (d, 3H, Me), 0.76 (d, 3H, Me), 0.80 (s, 3H, Me), 0.88 (d, 3H, Me), 0.89 (d, 3H, Me), 0.91 (d, 3H, Me), 0.92 (d, 3H, Me), 0.95 (d, 3H, Me), 0.96 (s, 3H, Me), 1.09 (s, 3H, Me), 1.16 (s, 3H, Me), 1.29-1.48 (m), 1.52-1.57 (m), 1.67 (s, 3H, Me), 1.68-1.86 (m), 1.90-1.99 (m), 2.04-2.09 (m), 2.19-2.26 (m), 2.37 (dd, 1H, H13), 2.39 (dd, 1H, H13), 2.66-2.72 (m), 2.71 (s, NMe2), 2.79 (s, NMe2), 2.81 (d, 1H), 3.09 (s, 1H, H7), 3.17 (d, 1H), 3.57 (d, 1H), 3.60-3.64 (m), 3.68 (dd, 1H), 3.72 (d, 1H), 3.80 (d, 1H), 3.86 (d, 1H), 3.99 (d, 1H), 4.20 (d, 1H), 5.72 (m, 1H, H14), 5.77 (dd, 1H, H5), 8.07 (s, 1H, triazole). Mass spectrum: (ESI) m/z = 715.38 (M+H).EXAMPLE 9C:1H NMR (CD3OD, 600MHz, ppm) 50.72 (d, 3H, Me), 0.75 (d, 3H, Me), 0.77 (d, 3H, Me), 0.80 (s, 3H, Me), 0.86-0.96 (multiple Me signals), (s, 3H, Me), 1.03 (s, 3H, Me), 1.05 (s, 3H, Me), 1.09 (s, 3H, Me), 1.17 (s, 3H, Me), 1.19 (s, 3H, Me), 1.28-1.48 (m), 1.50 (s, 3H, Me), 1.52-1.54 (m), 1.69 (s, 3H, Me), 1.60-1.81 (m), 1.90-1.98 (m), 2.20-2.26 (m), 2.46 (dd, 1H, H13), 2.48 (dd, 1H, H13), 2.76 (s, NMe2), 2.80 (s, NMe2), 2.81 (d, 1H), 3.09 (s, 1H, H7), 3.10 (s, 1H, H7), 3.52-3.68 (m), 3.71-3.90 (m), 5.60 (m, 1H, H14), 5.76 (dd, 1H, H5), 8.63 (s, 1H, triazole).Mass spectrum: (ESI) m/z = 715.38 (M+H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-Chloro-1,2,4-triazole, and friends who are interested can also refer to it.

Reference:
Patent; MERCK SHARP & DOHME CORP.; SCYNEXIS, INC.; GREENLEE, Mark, L.; WILKENING, Robert; APGAR, James; SPERBECK, Donald; WILDONGER, Kenneth, James; MENG, Dongfang; PARKER, Dann, L.; PACOFSKY, Gregory, James; HEASLEY, Brian, Haid; MAMAI, Ahmed; NELSON, Kingsley; WO2010/19204; (2010); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 4928-87-4, These common heterocyclic compound, 4928-87-4, name is 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.

To a reaction of 1/7-1, 2, 4-triazole-3 -carboxylic acid (226 mg, 2.0 mmol) and butan-l-amine (0.21 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 (80:20) as eluents to get the desired amide 12 (32 mg, 10 % yield) as a white solid compound. -NMR (400 MHz, DMSO-de): <514.75-14.44 (m, 1H), 8.58 (br s, 1H), 8.41 (br s, 1H), 3.26- 3.20 (m, 2H), 1.54-1.45 (m, 2H), 1.35-1.23 (m, 2H), 0.89 (t, J= 7.2 Hz, 3H) ppm. MH+ = 169.2 m/z. Statistics shows that 1,2,4-Triazole-3-carboxylic acid is playing an increasingly important role. we look forward to future research findings about 4928-87-4. 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

Some common heterocyclic compound, 3641-13-2, name is 5-Amino-4H-1,2,4-triazole-3-carboxylic acid, molecular formula is C3H4N4O2, 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. Application In Synthesis of 5-Amino-4H-1,2,4-triazole-3-carboxylic acid

3-Amino-1,2,4-triazole-5-carboxylic acid hydrate (1.28g, O.OImol) was dissolved in water (50ml). Sodium nitrite (0.76g, 0.011mol) was added and the solution was stirred until the sodium nitrite had dissolved. The mixture was then added dropwise to a cooled mix of ice-water (30g) and concentrated hydrochloric acid (3.0ml) at 0-5C. The mixture was stirred for 30 minutes at 0-5C and then excess nitrous acid was destroyed by the addition of sulfamic acid. The resultant diazonium salt suspension was added slowly to a solution of 6-hydroxyquinoline (1.45g, O.OImol) in water (100ml) at pH 8-9 (adjusted with 2M NaOH) and cooled to below 5C. The reaction mixture was then stirred at 0-5C for one hour and the product was precipitated by acidification to pH 4 with 2M HCI and collected by filtration. The product was washed with water and then dried in a vacuumdesiccator to give an orange solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3641-13-2, its application will become more common.

Reference:
Patent; AVECIA LIMITED; WO2004/108834; (2004); A2;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

These common heterocyclic compound, 162848-16-0, name is 4-[1,2,4]Triazol-1-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. category: Triazoles

A mixture of Cd(NO3)2¡¤4H2O (0.0308g, 0.1mmol), Hcpt (0.0189g, 0.1mmol) and DMF/CH3CN/H2O (8mL, 6:1:1, v/v/v) was placed in a tightly capped 20mL vial under ultrasonic irradiation to produce a clear solution, which was then heated at 85C for 3days and cooled to room temperature at a rate of 10Ch-1. Colorless block shaped crystal of 1 were collected in 56% yield (based on Cd). The resulting crystals were rinsed with DMF three times and then dried at room temperature. Elemental analysis for C10H7CdN3O4 (Mr=345.60) (1): calcd: C 34.75, H 2.04, N 12.16%; found: C 34.68, H 2.09, N 12.47%. The phase purity of the bulk crystals was proved by their powder X-ray diffraction (PXRD) pattern (Fig. S1).

The synthetic route of 4-[1,2,4]Triazol-1-yl-benzoic acid has been constantly updated, and we look forward to future research findings.

Reference:
Article; Xia, Yu-Pei; Li, Yun-Wu; Li, Da-Cheng; Du, Yu-Chang; Yao, Qing-Xia; Dou, Jian-Min; Journal of Molecular Structure; vol. 1081; (2015); p. 362 – 365;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics