Tag: M.W:200-300

Reference of 22300-52-3, A common heterocyclic compound, 22300-52-3, name is 4,5-Dibromo-2H-1,2,3-triazole, molecular formula is C2HBr2N3, 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. tert-butyl 4-(4,5-dibromo-2H-l,2,3-triazol-2-yl)piperidine-l-carboxylate and tert-butyl 4-(4,5-dibromo-lH-l,2,3-triazol-l-yl)piperidine-l-carboxylate [0261] A mixture of 4,5-dibromo-2H-l,2,3-triazole (2.27 g, 10.08 mmol), tert-butyl 4- (methylsulfonyloxy)piperidine-l -carboxylate (2.79 g, 10.00 mmol), and cesium carbonate (9.75 g, 29.91 mmol) in N,N-dimethylformamide (50 mL) stirred overnight at 100 ¡ãC. The reaction mixture was cooled to room temperature, poured into water (100 mL) and extracted with ethyl acetate (2 x 100 mL). The combined organic layers were washed with brine (100 mL), dried over anhydrous sodium sulfate, filtered, and concentrated to afford a mixture of tert-butyl 4-(4,5-dibromo-2H- 1 ,2,3- triazol-2-yl)piperidine- 1 -carboxylate and tert-butyl 4-(4,5-dibromo- 1 H- 1 ,2,3-triazol- 1 -yl)piperidine- 1-carboxylate (4.00 g, 97percent) as a yellow oil. MS (ESI, pos. ion) m/z 411 , 409, 413 [M+H]+.

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; BAIR, Kenneth W.; HERBERTZ, Torsten; KAUFFMAN, Goss Stryker; KAYSER-BRICKER, Katherine J.; LUKE, George P.; MARTIN, Matthew W.; MILLAN, David S.; SCHILLER, Shawn E. R.; TALBOT, Adam C.; WO2015/74064; (2015); A2;,
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. 7411-23-6, name is 3,5-Dibromo-1H-1,2,4-triazole, A new synthetic method of this compound is introduced below., Quality Control of 3,5-Dibromo-1H-1,2,4-triazole

In a 50 mL round bottomed flask, 3,5-dibromo-1H-1,2,4-triazole (Int-1, 1.50 g, 6.61 mmol) was dissolved in DMF (15 mL) and the solution was cooled to 0-5 C (ice bath). Sodium hydride (55% dispersion in mineral oil, 317 mg, 7.93 mmol) was added in portions and the resulting mixture was stirred for 30 min at 0-5 C and for 15 min at room temperature. After that, 1- fluoro-2-iodoethane (1.15 g, 537 mu, 6.61 mmol) was added dropwise at room temperature. The resulting mixture was stirred for 18 h at room temperature. After that, it was concentrated in vacuo, the residue was purified by column chromatography (silica gel, 70 g, eluting with ethyl acetate / n-heptane, gradient 0: 100 to 40:60 v/v) to yield the title compound as yellow oil (1.51 g, 84%). 1H NMR (CDCl3, 300 MHz): delta 4.46 (td, J = 4.7, 24.2 Hz, 2 H), 4.80 (td, J = 4.7, 46.3 Hz, 2 H). MS (ES+) m/z 271.9, 273.9, 275.9 [M+H, 2 Br isotopes].

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; 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

Reference of 956317-36-5, 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 956317-36-5 as follows.

A round-bottom flask equipped with a magnetic stirrer bar was charged with CH2C12(70 mL) and 5-methyl-2-(2H-1,2,3-triazole-2-yl)benzoic acid (2.Og, 9.4 mmol, 1 equiv).To the clear solution, pentafluoro phenol (1.72 g, 9.4 mmol, 1 equiv) and EDChydrochloride (1.79 g, 9.4 mmol, 1 equiv) were successively added. After addition ofDMAP (0.23 g, 1.9 mmol, 0.2 equiv), the clear solution was stirred at room temperature for 2 h. The reaction mixture was evaporated to dryness under reduced pressure and purified by column chromatography (Si02, cyclohexane/ethyl acetate 9: 1), yielding perfluorophenyl 5-methyl-2-(2H-1,2,3-triazole-2-yl)benzoate (2.5 g, 72 %) as a colorlesspowder.?H NMR (500 MHz, CDC13) oe = 7.83 (s, 2H), 7.78 (d, J = 8.20 Hz, 1H), 7.76 (d, J = 1.40, 1H), 7.54 (dd, J = 1.40, 8.25 Hz, 1H), 2.51 (s, 3H)?3C NMR (125 MHz, CDC13) oe = 162.8, 139.2, 136.6, 136.1, 134.0, 131.1, 124.6, 123.6, 21.1 (CM omitted due to low intensity)?9F NMR (470 MHz, CDC13) oe = -151.2 (m), -157.8 (t, J = 21.7 Hz), -162.3 (m)

According to the analysis of related databases, 956317-36-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SANDOZ AG; HOeFERL-PRANTZ, Kathrin; BARTH, Roland; RICHTER, Frank; ZUPANCIC, Borut; (126 pag.)WO2016/20403; (2016); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Some common heterocyclic compound, 7411-23-6, name is 3,5-Dibromo-1H-1,2,4-triazole, molecular formula is C2HBr2N3, 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. Formula: C2HBr2N3

A solution of 1.4 g (36 mmol) of sodium hydroxide in13 mL of water was added to a solution of 8.0 g (36 mmol) of 3,5-dibromo-1H-1,2,4-triazole (1) in100 mL of acetone. The two-phase system thus formed was stirred at 20 C until it became homogeneous, and 4.6 g (36 mmol) of dimethyl sulfate was added dropwise at such a rate that the temperature of the mixture did not exceed 40 C. The mixture was then refluxed for 2 h. The reaction was assumed to be complete when the mixture became weakly acidic and sodium methyl sulfate precipitated. The mixture was filtered,and the solvent was distilled off from the filtrate under reduced pressure. The residue was washed with water, and the precipitate was filtered off and recrystallized from hexane. Yield 7.8 g (88 %), mp 64-65 C [22]. IR spectrum, nu, cm-1: 2951, 1717, 1699, 1464, 1418,1391, 1354, 1275, 1250, 1115, 1016, 989, 712, 700. 1H NMR spectrum, delta, ppm: 3.87 s (3H, CH3). 13C NMR spectrum, deltaC, ppm: 37.4 (CH3), 131.3 (C3),139.1 (C5). Mass spectrum, m/z (Irel, %): 243 (51.1) [M]+, 241 (100) [M]+, 239 (48.9) [M]+, 229 (21.3), 227 (48.3), 225 (24.2), 218 (1.2), 200 (6.1), 198 (12.3), 196 (5.1), 162 (14.5), 160 (13.1), 136 (33.4), 134 (34.9), 122 (30.6), 120 (31.3), 119 (6.3), 117 (7.4), 108 (14.6), 107 (7.7), 106 (16.2), 105 (8.9), 93 (15.9), 91 (18.9), 81 (40.9), 79 (32.5), 52 (12.7), 43 (33.8), 41 (12.2), 40 (13.3), 39 (9.1), 38 (18.5), 29 (53.2), 28 (10.7), 27(16.3), 26 (8.2), 15 (60.3), 12 (7.4).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 7411-23-6, its application will become more common.

Reference:
Article; Tolstyakov; Russian Journal of Organic Chemistry; vol. 54; 10; (2018); p. 1537 – 1547; Zh. Org. Khim.; vol. 54; 10; (2018); p. 1525 – 1534,10;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

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

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. 1186050-58-7, name is 2-Fluoro-6-(2H-1,2,3-triazol-2-yl)benzoic acid, A new synthetic method of this compound is introduced below., name: 2-Fluoro-6-(2H-1,2,3-triazol-2-yl)benzoic acid

Method B:Step A: A one-piece EasyMax reactor was equipped with a mechanical stirred, a temperature probe, a reflux condenser and an NaOH scrubber. To the reactor was added 2-fluoro-6-triazol-2-yl benzoic acid (15.01 g, 72.5 mmol) and toluene (150.0 g), N, N dimethylformamide (0.06 g, 0.26 mmol) was then added, the reaction was held at 20 C prior to the addition of thionyl chloride (1 1 .31 g, 94.1 mmol) via syringe pump. The reaction mixture was then heated to 50 C over 15 minutes and then was stirred at that temperature for 1 .5 hours. The mixture was then heated to 55 C and 20.4 g of solvent were distilled in vacuo to give 139.4 g of acid chloride solution which was used as is in Step C below.

The synthetic route of 1186050-58-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; LETAVIC, Michael; RUDOLPH, Dale, A.; SAVALL, Brad, M.; SHIREMAN, Brock, T.; SWANSON, Devin; WO2012/145581; (2012); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Application 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.

General procedure: 3,5-Dibromo-1,2,4-triazole (1; 658 mg, 2.9 mmol) or 3-chloro-1,2,4-triazole (300 mg, 2.9 mmol), o-quinone methide precursor 2 (2.9mmol), and K2CO3 (1.2 g, 8.7 mmol) were refluxed for 4 h in DMF (10mL). After completion of the reaction, the mixture was cooled, andpoured into H2O (30 mL). The precipitate formed was collected by filtration,washed with H2O, dried, and recrystallized.

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

Reference:
Article; Osipov, Dmitry V.; Osyanin, Vitaly A.; Voskressensky, Leonid G.; Klimochkin, Yuri N.; Synthesis; vol. 49; 10; (2017); p. 2286 – 2296;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 1257633-67-2, These common heterocyclic compound, 1257633-67-2, name is 1-(tert-Butyl)-4-(diethoxymethyl)-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.

Synthesis of 1-tert-butyl-1H-1,2,3-triazole-4-carbaldehyde To a 50-mL round bottom flask was added a solution of 1-tert-butyl-4-(diethoxymethyl)-1H-1,2,3-triazole (1.28 g, 5.63 mmol) in dichloromethane (6.0 mL), followed by addition of water (3.0 mL) and trifluoroacetic acid (1.0 mL). The reaction was stirred vigorously under nitrogen for 3 h until TLC analysis indicated the complete disappearance of the starting material (10% EtOAc in dichloromethane, starting material Rf 0.5, product Rf 0.6, KMnO4 stain). The reaction mixture was diluted with EtOAc (100 mL), washed with sat aq NaHCO3 (3*40 mL) and brine (40 mL). The combined organic phases were dried over anhydrous MgSO4, filtered, and concd in vacuo to provide 0.71 g of a light yellow oil (yield: 82%). The crude product was used without purification.

Statistics shows that 1-(tert-Butyl)-4-(diethoxymethyl)-1H-1,2,3-triazole is playing an increasingly important role. we look forward to future research findings about 1257633-67-2.

Reference:
Patent; Albert Einstein College of Medicine of Yeshiva Uni; Wu, Peng; Soriano del Amo, David; Wang, Wei; Marlow, Florence L.; US2013/295019; (2013); 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. 22300-52-3, name is 4,5-Dibromo-2H-1,2,3-triazole, This compound has unique chemical properties. The synthetic route is as follows., category: Triazoles

4,5-dibromo-2-methyl-2H-l,2,3-triazole. Iodomethane (19.0 g, 133.8 mmol) was added to a solution of 4,5-dibromo-2H-l,2,3-triazole (15.0 g, 66.7 mmol) and potassium carbonate (18.1 g, 131.2 mmol) in N,N-dimethylformamide (100 mL) at -10C. The mixture was warmed to room temperature and stirred for 12 hours. The reaction mixture was concentrated to give a residue. The residue was dissolved in ethyl acetate (200 mL), washed by brine (50 mL x 3), dried over anhydrous sodium sulfate and then filtered. The filtrate was concentrated and the residue was purified by column chramtography (silica gel, dichloromethane/methanol = 15 : 1) to afford 4,5-dibromo-2-methyl-2H-l,2,3-triazole as a white solid (5.9, 36.9 %).

According to the analysis of related databases, 22300-52-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; CONSTELLATION PHARMACEUTICALS, INC.; ALBRECHT, Brian, K.; GEHLING, Victor, S.; HEWITT, Michael, C.; TAYLOR, Alexander, M.; HARMANGE, Jean-Christophe; WO2012/151512; (2012); A2;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 7411-23-6,Some common heterocyclic compound, 7411-23-6, name is 3,5-Dibromo-1H-1,2,4-triazole, molecular formula is C2HBr2N3, 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: 3,5-Dibromo-1,2,4-triazole (1; 658 mg, 2.9 mmol) and p-quinonemethide precursor 7 (2.9 mmol) were refluxed for 4 h in DMF (10mL). Products were isolated analogously to compound 4a.

The synthetic route of 7411-23-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Osipov, Dmitry V.; Osyanin, Vitaly A.; Voskressensky, Leonid G.; Klimochkin, Yuri N.; Synthesis; vol. 49; 10; (2017); p. 2286 – 2296;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics