Tag: M.W:200-300

Synthetic Route of 7411-23-6, These common heterocyclic compound, 7411-23-6, name is 3,5-Dibromo-1H-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.

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.

Statistics shows that 3,5-Dibromo-1H-1,2,4-triazole is playing an increasingly important role. we look forward to future research findings about 7411-23-6.

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

Adding a certain compound to certain chemical reactions, such as: 118863-62-0, name is 3-(4-Bromophenyl)-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 118863-62-0, Quality Control of 3-(4-Bromophenyl)-1H-[1,2,4]triazole

Example 15 Preparation of 3-(4-bromophenyl)-1-(4-(trifluoromethoxy)phenyl)-1H-1,2,4-triazole (C7) 3-(4-Bromophenyl)-1H-1,2,4-triazole (C6) (10.9 g, 48.5 mmol), copper(I) iodide (2.38 g, 12.5 mmol), and cesium carbonate (30.3 g, 93.0 mmol) in a round-bottomed flask was flushed with nitrogen. Dimethylsulfoxide (85 mL) was added, followed by 1-iodo-4-(trifluoromethoxy)benzene (13.2 g, 45.8 mmol). The reaction was degassed for 5 minutes, then heated at 100 C. for 3 days. The reaction was cooled to room temperature, diluted with ethyl acetate, and filtered through a plug of Celite rinsing with ethyl acetate. To the filtrate was added saturated ammonium chloride and stirred for 1.5 hours. The layers were separated and the aqueous layer was extracted with ethyl acetate (3*). The combined organic layers were dried over magnesium sulfate, filtered, and concentrated onto Celite. Purification by flash column chromatography using 0-40% EtOAc/hexanes as eluent provided the title compound as an off-white solid (9.65 g, 52%): mp 109-112 C.; 1H NMR (400 MHz, CDCl3) delta 8.56 (s, 1H), 8.10-8.03 (m, 2H), 7.83-7.75 (m, 2H), 7.64-7.57 (m, 2H), 7.42-7.35 (m, 2H); ESIMS m/z 386 ([M+2H]+).

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-(4-Bromophenyl)-1H-[1,2,4]triazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; DOW AGROSCIENCES LLC; Fischer, Lindsey G.; Crouse, Gary D.; Sparks, Thomas C.; Goldsmith, Miriam E.; (77 pag.)US2016/24026; (2016); 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. 23579-79-5, name is 3,5-Dibromo-1-methyl-1H-1,2,4-triazole, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C3H3Br2N3

Synthesized according to the method described in WO2011 / 006903A13,5-Dibromo-1-methyl-1 H-1,2,4-triazole (0.5 g)Was dissolved in dioxane (20 ml)And the mixture was stirred at room temperature. To this was added water (3 ml),2-fluoro-4- (trifluoromethyl) phenylboronic acid (0.43 g),Tetrakis (triphenylphosphine) palladium (0) (0.12 g),Cesium carbonate (1.0 g) was added,The inside of the reaction vessel was replaced with nitrogen,The mixture was stirred under heating reflux overnight.The reaction solution was poured into water,And extracted with ethyl acetate.The obtained organic layer was washed with saturated brine,It was dried over anhydrous magnesium sulfate,It was filtered.The filtrate was concentrated under reduced pressure,The obtained residue was purified by silica gel column chromatography to obtain 0.31 g (yield 46%) of the objective compound.

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 23579-79-5.

Reference:
Patent; Nippon Soda Co., Ltd.; Aoyama, Hikaru; Banzai, Keita; Iwasa, Takao; Kobayashi, Asami; (43 pag.)JP2017/110003; (2017); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Some common heterocyclic compound, 956317-36-5, name is 5-Methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid, molecular formula is C10H9N3O2, 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. Product Details of 956317-36-5

Compound (R)-I will be implemented in Preparation Example 1 -1 (5.54g, 20mmol, ee> 99%) is placed dichloro Methane (100 mL) and added triethylamine (12g, 120mmol), stirred for 1 hour at room temperature, mixing, Cooled to 0 C, the acid chloride solution prepared above was added dropwise to the mixture was slowly warmed to room temperature, After stirring for 16 hours. After completion of the reaction, adding 50mL of dichloromethane was added a saturated aqueous Aqueous sodium hydroxide (40 ml), the aqueous layer separated, the organic phase was washed with aqueous saturated sodium chloride, Dried over anhydrous magnesium sulfate to give a brown oil, ethyl acetate: n-heptane (volume ratio 5: 1) Decolorization and recrystallization to give a pale yellow waxy solid 7.4g, namely compound 10 in 95% yield.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 956317-36-5, its application will become more common.

Reference:
Patent; CR Double-Crane Pharmaceuticals Co., Ltd; Liu, Kaixiang; Ma, Hongmin; Li, Kai; (22 pag.)CN105367506; (2016); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 342617-08-7, 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 342617-08-7 as follows.

Step 2: [3-(3-Bromophenyl)-1H-1,2,4-triazol-1-yl]methyl 2,2-dimethylpropanoate 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).

According to the analysis of related databases, 342617-08-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Smithkline Beecham Corporation; US2011/124559; (2011); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference of 423165-07-5, A common heterocyclic compound, 423165-07-5, name is exo-3-(3-Isopropyl-5-methyl-4H-1,2,4-triazol-4-yl)-8-azabicyclo[3.2.1]octane, molecular formula is C13H22N4, 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: 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.

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; 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

Electric Literature of 1533519-84-4, 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 1533519-84-4 as follows.

The compound of Formula (4-B) (2.1 g, 6.53 mmol), the compound of Formula (5) (5.33 g, 19.92 mmol), sodium bicarbonate (2.19 g, 26.12 mmol) and N,N-dimethylformamide (10 mL) were combined in a flask and the resulting suspension was stirred at room temperature for 6 days. The reaction mixture (containing ?18 mol % of the compound of Formula (5) by 1H-NMR) was then poured onto ice water (60 mL) over 10 minutes whereupon a suspension formed. The formed suspension was stirred for 30 minutes during which time the solution was warmed to room temperature. The solid product was then collected by filtration, washed with water (4*8 mL), and suction dried for 15 minutes to provide a damp cake. A new flask was charged with the damp cake along with dichloromethane (75 mL), and the mixture stirred at room temperature for 30 minutes to afford a biphasic solution. The organic phase was removed and washed with water (3*30 mL), dried over anhydrous sodium sulfate, and concentrated in vacuo at 30-35 C. to afford the compound of Formula (3-B) (5.78 g; 86% yield from the compound of Formula (4-B); HPLC purity=92 area %) as a light yellow foamy solid. 1H-NMR (CDCl3, 300 MHz) delta: 0.75-0.90 (6H, m), 1.15 (6H, d, J=8.50 Hz), 2.33-2.46 (3H, m), 3.96-4.20 (6H, m), 4.21-4.39 (4H, m), 5.27-5.36 (1H, m), 7.29-7.36 (6H, m), 7.36-7.43 (3H, m), 7.50-7.59 (3H, m), 7.59-7.68 (3H, m), 8.23 (1H, s), 8.25 (2H, s), 8.48-8.56 (3H, m).

According to the analysis of related databases, 1533519-84-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Apotex Inc.; Bodhuri, Prabhudas; Green, Melanie R. A.; Karadeolian, Avedis; Weeratunga, Gamini; Gorin, Boris; (33 pag.)US2018/258057; (2018); 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. 15294-81-2, name is 4,5-Dibromo-1H-1,2,3-triazole, A new synthetic method of this compound is introduced below., Recommanded Product: 15294-81-2

EXAMPLE 4 1(2 or 3)-N,N-Diethylcarbamyl-4,5-dibromo-1H-1,2,3-triazole STR13 To a suspension of 213 milligrams (mg) (8.89 mmoles) of sodium hydride in 20 ml of anhydrous tetrahydrofuran was added 2 g (8.89 mmoles) of 4,5-dibromo-1H-1,2,3-triazole. The resulting suspension was cooled to 0¡ã C. and 1.2 g (8.89 moles) of N,N-diethylcarbamoyl chloride was added by drop. The reaction mixture was heated to reflux overnight and the precipitated sodium chloride was removed by filtration. Concentration of the filtrate in vacuo gave 2.4 g (82percent) of 1(2 or 3)-N,N-diethylcarbamyl-4,5-dibromo-1H-1,2,3-triazole as a yellow oil. The structure was confirmed by n.m.r. and I.R.

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; Stauffer Chemical Company; US4596596; (1986); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference of 1186050-58-7, A common heterocyclic compound, 1186050-58-7, name is 2-Fluoro-6-(2H-1,2,3-triazol-2-yl)benzoic acid, molecular formula is C9H6FN3O2, 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 [6-(hexahydro-pyrrolo[3,4-c]pyrrol-2-yl)-2-trifluoromethyl-pyrimidin- 4-yl]-dimethyl-amine (50 mg, 0.17 mmol), 2-fluoro-6-[1 ,2,3]triazol-2-yl-benzoic acid (37.8 mg, 0.18 mmol), HATU (94.6 mg, 0.25 mmol) and DIPEA (0.09 mL, 0.50 mmol) in DMF (4.0 mL) was stirred at room temperature for 30 minutes. The reaction mixture was diluted with ethyl acetate (60.0 mL) and washed with water (2 X 100 mL). The organic phase was dried (Na2SO ), filtered and concentrated to dryness. The crude product was purified using Agilent HPLC (Basic system) to yield pure title compound (19.0 mg, 23.4 %). MS (ESI) mass calcd. for C22H22F4N8O, 490.46; m/z found [M+H]+. 1 H NMR (CDCI3): 7.89-7.79 (m, 2H), 7.74 (s, 1 H), 7.55-7.37 (m, 1 H), 7.21 -7.05 (m, 1 H), 5.25-5.09 (m, 1 H), 4.25-3.51 (m, 6H), 3.50-2.95 (m, 10H).

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; JANSSEN PHARMACEUTICA NV; CHAI, Wenying; LETAVIC, Michael, A.; LY, Kiev, S.; PIPPEL, Daniel, J.; RUDOLPH, Dale, A.; SAPPEY, Kathleen, C.; SAVALL, Brad, M.; SHAH, Chandravadan, R.; SHIREMAN, Brock, T.; SOYODE-JOHNSON, Akinola; STOCKING, Emily, M.; SWANSON, Devin, M.; WO2011/50198; (2011); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Application 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) 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.

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

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