Day: January 13, 2021

Adding a certain compound to certain chemical reactions, such as: 7411-23-6, name is 3,5-Dibromo-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 7411-23-6, SDS of cas: 7411-23-6

In a 50 mL round bottomed flask, 3,5-dibromo-lH-l,2,4-triazole (Int-1, 1.00 g, 4.41 mmol) was dissolved in DMF (13 mL) and the solution was cooled to 0-5 C (ice bath). Sodium hydride (55% dispersion in mineral oil, 231 mg, 5.29 mmol) was added in portions and the resulting mixture was stirred for 5 min at 0-5 C and for 15 min at room temperature. After that, propyl methanesulfonate (1.24 g, 1.08 mL, 8.82 mmol) was added dropwise at room temperature. The resulting mixture was stirred for 15 h at room temperature, followed by 1 h at 100 C. After that, it was concentrated in vacuo, the residue was diluted with ethyl acetate (50 mL) and water (50 mL), the aqueous phase was extracted with ethyl acetate (3 x 50 mL). The combined organic layers were dried (sodium sulfate) and concentrated in vacuo, the residue was purified by column chromatography (silica gel, 70 g, eluting with ethyl acetate / n-heptane, gradient 0: 100 to 28:72 v/v) to yield the title compound as colorless oil (672 mg, 57%). 1H NMR (CDCl3, 300 MHz): delta 0.97 (t, J= 7.4 Hz, 3 H), 1.85-1.98 (m, 2 H), 4.12 (q, J= 7.0 Hz, 2 H). MS (ES+) m/z 267.9, 270.0, 271.9 [M+H, 2 Br isotopes].

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; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; BARTELS, Bjoern; BERCHTOLD, Stefan; GALLEY, Guido; GOERGLER, Annick; JAKOB-ROETNE, Roland; KRUMMENACHER, Daniela; LIMBERG, Anja; NEIDHART, Werner; RATNI, Hasane; REUTLINGER, Michael; RODRIGUEZ SARMIENTO, Rosa Maria; SCHNIDER, Christian; (309 pag.)WO2018/87018; (2018); 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. 16681-65-5, name is 1-Methyl-1H-1,2,3-triazole, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 1-Methyl-1H-1,2,3-triazole

The title compound was prepared according to No. WO2008 / 135826 International Patent Application Publication. In 1-methyl -1H-1,2,3- triazole (1.0g, 12.0 mmol, prepared according to International Patent Application No. 2008098104) 50 mL 2-neck flask containing, by the addition of THF (45 mL) , colorless solution was cooled to -40 . Then, by adding dropwise the (2.5 M, 4.8 mL, 12.0 mmol in hexane) n-BuLi, to give a dark reddish brown viscous solution. The mixture was stirred for 45 minutes at -30 to -20 in the following, was introduced into a pure DMF (3mL, 38.5 mmol) at -10 . The mixture was allowed to warm to room temperature, after stirring for 60 minutes, poured into water. Extract the aqueous portion with EtOAc (4 ¡Á 50 mL), the combined organics washed with brine, dried with MgSO4, filtered, and concentrated. The aqueous portion was extracted with DCM (3 ¡Á 50 mL) station, and dried as described above. The combined organics were concentrated to give a light brown oil The UV activity much higher than the starting material. DCM-25% CH3CN, according to TLC or of from 25% EtOAc-DCM, showed the product has a slightly higher Rf than the starting material. (With 100% DCM, 25% CH3CN-DCM increased) by silica gel chromatography on to give the title compound as a colorless oil.

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 16681-65-5.

Reference:
Patent; Janssen Pharmaceuticals N.V; Leonardo, Christi.A.; Barvei, Kent; Edward, James P.; Gloita, Kevin D.; Kummer, David .A.; Maharoof, Umar; Nishimura, Rachael; Urbanski, Mode; Venkatesan, Hariharan; Wang, Ai Hua; Olin, Ronald L.; Woods, Craig; Fourier, Anne; Shu, Jih; Cumings, Maxwell D.; (86 pag.)KR2016/68948; (2016); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products 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.

General procedure: To a stirred solution of 680 mg (1 .78 mmol) (3aR,4S,7R,7aS)-8-{[2-(trifluoro-methyl)phenyl]sulfonyl}octahydro-1H-4,7-epiminoisoindole hydrochloride (1 :1 ) (Intermediate 1) in 10 mL DMF were added 301 mg 1 H-1 ,2,3-triazole-4-carboxylic acid (2.66 mmol, 1 .5 eq), 590 mu 4-methylmorpholine (5.3 mmol, 3 eq) and 1 .01 g HATU (2.66 mmol, 1 .5 eq). After stirring for 16 h at RT, the solution was subjected to preparative HPLC to yield 473 mg (60 %) 1 H-1,2,3-triazol-5-yl[(3aR,4S,7R,7aS)-8-{[2-(trifluoromethyl)phenyl]sulfonyl}octahydro-2H-4,7-epiminoisoindol-2-yl]methanone. LC-MS (Method A1 ): Rt = 0.98 min; MS (ESIpos): m/z = 442 [M+H]+ 1 H NMR (400 MHz, DMSO-d6): delta [ppm] = 1 .40 – 1 .65 (m, 4 H) 2.80 – 3.01 (m, 2 H) 3.1 1 (dd, 1 H) 3.44 (dd, 1 H) 3.93 – 4.10 (m, 1 H) 4.23 (br s, 2 H) 4.39 (br s, 1 H) 7.83 – 7.96 (m, 2 H) 7.98 – 8.07 (m, 1 H) 8.23 – 8.29 (m, 1 H) 8.34 (br s, 1 H) 1H-NMR (400 MHz, DMSO-d6) delta [ppm]: 0.851 (1 .86), 1 .154 (4.18), 1 .171 (8.33), 1 .189 (4.15), 1 .232 (5.06), 1 .352 (1 .25), 1 .476 (3.05), 1 .498 (3.54), 1.545 (3.32), 1 .568 (2.64), 1.907 (4.52), 1 .987 (16.00), 2.006 (1.15), 2.332 (1 .00), 2.518 (4.20), 2.523 (3.25), 2.673 (1 .07), 2.686 (1 .44), 2.727 (2.10), 2.869 (1.54), 2.888 (4.37), 2.900 (1.51), 2.919 (1.42), 2.936 (1.81), 2.950 (1.59), 3.079 (1.93), 3.098 (1.95), 3.112 (2.32), 3.133 (1.78), 3.418 (1.78), 3.437 (1.88), 3.450 (2.13), 3.469 (1.64), 3.987 (3.57), 3.999 (1.42), 4.017 (5.50), 4.021 (3.40), 4.034 (3.49), 4.052 (1.15), 4.229 (4.91), 7.884 (3.44), 7.886 (3.44), 7.894 (3.96), 7.901 (8.45), 7.905 (3.69), 7.913 (4.08), 7.918 (4.32), 7.932 (1.44), 7.936 (1.00), 8.004 (4.86), 8.010 (4.74), 8.022 (2.59), 8.027 (3.37), 8.256 (4.32), 8.261 (3.10), 8.274 (4.15), 8.279 (3.47), 8.342 (1.47).

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; BAYER PHARMA AKTIENGESELLSCHAFT; KOPPITZ, Marcus; SIEBENEICHER, Holger; STEUBER, Holger; TER LAAK, Antonius; NUBBEMEYER, Reinhard; ROTTMANN, Antje; IRLBACHER, Horst; BADER, Benjamin; PETERS, Michaele; WAGENFELD, Andrea; (110 pag.)WO2018/114677; (2018); A2;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 423165-07-5, 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. 423165-07-5, name is exo-3-(3-Isopropyl-5-methyl-4H-1,2,4-triazol-4-yl)-8-azabicyclo[3.2.1]octane belongs to Triazoles compound, it is a common compound, a new synthetic route is introduced below.

General procedure: To an aqueous solution of active hydrogen containing amide, few drops of aqueous ammonia solution (1 eq.) and secondary amine (1 eq.) were added in drops in an ice-cold solution under constant stirring for dissolution. Aromatic aldehydes dissolved in methanol, added dropwise to the above mixture and stirring was continued for 2 h. The formation of compounds were observed within 30 min. Reaction was monitored by TLC, after completion of reaction, the product was filtered and washed with distilled water and dried at 45-50 C.

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, exo-3-(3-Isopropyl-5-methyl-4H-1,2,4-triazol-4-yl)-8-azabicyclo[3.2.1]octane, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Viveka, T. Lakshmi; Sharada, L. Nalanda; Asian Journal of Chemistry; vol. 30; 9; (2018); p. 2029 – 2034;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 41253-21-8, name is Sodium 1,2,4-triazol-1-ide, 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 41253-21-8, Quality Control of Sodium 1,2,4-triazol-1-ide

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.

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

Reference:
Article; Liu, Da-Chuan; Zhang, Hong-Jian; Jin, Chun-Mei; Quan, Zhe-Shan; Molecules; vol. 21; 3; (2016);,
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. 16681-65-5, name is 1-Methyl-1H-1,2,3-triazole belongs to Triazoles compound, it is a common compound, a new synthetic route is introduced below. Computed Properties of C3H5N3

Example 43a: (4-chloro-2-methoxy-3-((6-(trifluoromethyl)pyridin-3-yl)methyl)quinolin-6-yl)(1,2-dimethyl-1H-imidazol-5-yl)(1-methyl-1H-1,2,3-triazol-5-yl)methanol A solution of n-BuLi (2.5 M in hexanes, 1.25 mL, 3.12 mmol) was added dropwise by syringe to a solution of 1 -methyl- 1 H- 1 ,2,3-triazole (268 mg, 3.22 mmol) in dry THF (32 mL) in a dry ice- methanol bath. The suspension was stirred for 30 minutes, slowly allowing the reaction mixture to warm to -10 C, (4-Chloro-2-methoxy-3-((6-(trifluoromethyl)pyTidin-3-yl)methyl)quinoiin-6- yi)(l ,2-dimethyl-lH-imida.zol-5-yl)methanone (0.500 g, 1 ,05 mmol, Intermediate 45: step f) in dry THF (5 mL) was added to the mixture via syringe and the resulting mixture was allowed to warm to ambient temperature overnight. The reaction was quenched with water. Brine was added and the aqueous mixture was extracted with ethyl acetate. The combined organic layers were dried (Na2S04), filtered, and concentrated. The crude product was purified by flash column chromatography (silica gel, 0-8% MeOH-DCM) to provide the title compound.JH NMR (500MHz, CDC1 delta 8.69 (d, J = 1.7 Hz, 1H), 8.24 (d, J = 1.9 Hz, 1H), 8.22 (s, IH), 7.79 – 7.76 (m, 1H), 7.75 (d, J = 8.7 Hz, 1H), 7.57 (d, J = 8.1 Hz, 1H), 7.42 (dd, J = 8.7, 2.0 Hz, 1H), 6.97 (s, 1H), 5.95 (s, 1H), 4.30 (s, 2H), 4.08 (s, 3H), 3.88 (s, 3H), 3.33 (s, 3H), 2.12 (s, 3H); MS m/e 557.8 [M+H]+.Example 43a was purified by ehiral SFC (ChiralPak AD-H, 70:30 C02:mixture of MeOH/iPrOH (50:50 with 0.3% /PrNH2)) to provide two pure enantiomers. The first eluting enantiomer was Example 43b: 1H NMR (400 MHz, CDC13) delta 8.72 (d, J = 1 .7 Hz, 1H), 8.21 (d, J = 2.1 Hz, 1H), 7.78 (dd, J —— 8.1 , 1 .7 Hz, I I I). 7.74 (d, J —— 8.7 Hz, 1 H), 7.58 id, J = 7.9 Hz,I I I). 7.40 (dd, J —– 8.7, 2,2 Hz, i l l). 7.50 (s, I H), 6.04 (s, 1H), 4.34 (s, 2H), 4.08 (s, M i l 3.89 (s,3H), 3.36 (s, 3H), 2.24 (s, 3H); MS m/e 557.2 [MJ+. The second eluting enantiomer was Example 43c: H NMR (400 MHz, CDC13) delta 8.73 (d, J = 1.8 Hz, 5 H), 8.20 (d, J === 2.0 Hz, 1H), 7.80 – 7.73 (m, 2H), 7.58 (d, J = 8.0 Hz, 1 H), 7.40 (dd, J = 8.7, 2.1 Hz, 1H), 7.52 (s, IH), 6.06 (s, IH), 4.35 (s, 21 1). 4.08 (s, 3H), 3.90 (s, 3H), 3.37 (s, 3H), 2.26 (s, 3H); MS m/e 557.2 i VI i

The synthetic route of 16681-65-5 has been constantly updated, and we look forward to future research findings.

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.; JONES, William Moore; GOLDBERG, Steven; WO2015/57205; (2015); 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. 61-82-5, name is 1H-1,2,4-Triazol-5-amine, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C2H4N4

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.

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 61-82-5.

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 288-36-8,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.

2H-1,2,3-triazole (3.45 g, 50 mmol),2-iodo-5-methylbenzoic acid (5.24 g, 20 mmol)Cesium carbonate (11.72 g, 36 mmol),Trans-N, N’-dimethyl-1,2-cyclohexanediamine (0.51 g, 3.6 mmol)Cuprous iodide (0.38 g, 2 mmol),N, N-dimethylformamide (30 mL) were successively added to a 100 mL single-necked round bottom flask,Under the protection of nitrogen gradually heated to 100 ,Reaction for 4 hours.Stop the reaction,cool down,Diluted with tap water and extracted with ethyl acetate (200 mL x 2).The aqueous layer was acidified with concentrated hydrochloric acid to pH = 1 to 2 and extracted with ethyl acetate (200 mL x 2)The combined organic layers were combined and dried over anhydrous sodium sulphate,filter,The filtrate was evaporated under reduced pressure and purified by column chromatography (dichloromethane / methanol (v / v) = 50 / 1) to afford the title compound (yellow solid, 2.76 g, 68%).

The synthetic route of 288-36-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Guangdong HEC Pharmaceutical Co., Ltd.; Jin, Chuanfei; Gao, Jinheng; Zhang, Yingjun; (39 pag.)CN106243052; (2016); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Application of 342617-08-7, These common heterocyclic compound, 342617-08-7, name is 3-(3-Bromophenyl)-4H-1,2,4-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.

Step 2: [3-(3-Bromophenyl)-1H-1,2,4-triazol-1-yl]methyl 2,2-dimethyipropanoate A slurry of 3-(3-bromophenyl)-1H-1,2,4-triazole (58.5 g; 261 mmol; Step 1 above), anhydrous K2CO3 (43.2 g; 313 mmol), and chloromethylpivalate (45 mL; 313 mmol) in dry MeCN (250 mL) was heated to 80 C. (Note 1) for 1 hour. The mixture was cooled, solid was collected by filtration and the filtrate was concentrated in vacuo. Residue from the filtaret was combined with the filtered solid and the whole was stirred with water approximately 20 minutes. Solid was collected by filtration, washed with water (*3) and recrystallized from MeOH/water, affording the title compound as a colorless solid. LC/MS (method E) tR 0.88 min, m/z 338, 340 (M+H, Br isotopes). The following were prepared from the appropriate benzamides by a procedure similar to Example IV-25.

The synthetic route of 342617-08-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; IGNAR, DIANE MICHELE; US2010/113512; (2010); 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. 1455-77-2, name is 3,5-Diamino-1,2,4-triazole, A new synthetic method of this compound is introduced below., Safety of 3,5-Diamino-1,2,4-triazole

Added to three neck fever bottle 126mmol stearic acid, 60mmol3,5-diamino -1, 2, 4-three nitrogen […] 21g glycol solvent, under the protection of argon gas, heating 80 ¡ãC after melting, by adding 3mmol potassium hydroxide, wherein stearic acid: 3,5-diamino -1, 2, 4-triazole: potassium hydroxide mole ratio is 2.1: 1 : 0.05, glycol as the above-mentioned reactant of the total weight of the 50percent. Continued heating to 150 ¡ãC, reaction 12h rear, with 1percent sodium carbonate water solution, in order to remove unreacted stearic acid and the solvent is ethylene glycol, drying to obtain yellow solid containing heterocyclic stearic acid amide-based intermediate A.

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; China Petroleum & Chemical Corporation; Yu, Jianye; Lu, Minhui; Yuan, Ping; Yuan, Yufeng; (9 pag.)CN105693640; (2016); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics