Tag: M.W:100-200

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. 7343-33-1, name is 5-Bromo-1H-1,2,4-triazole, A new synthetic method of this compound is introduced below., SDS of cas: 7343-33-1

300 mg of Intermediate 4, 133 mg of potassium carbonate,And 3 mL of DMF was added 132 mg of 3-bromo-1 H-1,2,4-triazole under ice cooling.After stirring for 2.5 hours under ice cooling,Saturated multilayer aqueous solution was added to the reaction mixture,And extracted with ethyl acetate. The organic layer was washed with water,And washed with saturated brine,And dried over anhydrous sodium sulfate.The obtained organic layer was dried under reduced pressure.The obtained residue was subjected to silica gel chromatography,370 mg of the present compound 12 described below was obtained.

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; Sumitomo Chemical; Ikari, Kaori; (123 pag.)JP2019/6686; (2019); A;,
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. 7343-33-1, name is 5-Bromo-1H-1,2,4-triazole, A new synthetic method of this compound is introduced below., Recommanded Product: 5-Bromo-1H-1,2,4-triazole

Example 2 Preparation of 2-(3-bromo-1H-1,2,4-triazol-1-yl)-5-(trifluoromethoxy)pyridine (C2) To a reaction vial were added 2-bromo-5-(trifluoromethoxy)pyridine (1.0 g, 4.1 mmol) and 3-bromo-1H-1,2,4-triazole (0.91 g, 6.2 mmol). N,N-Dimethylformamide (16 mL) and cesium carbonate (2.6 g, 8.2 mmol) were added, and the vial was degassed for 5 minutes with argon. Copper(I) iodide (0.077 g, 0.41 mmol) was added, and the vial was further degassed for 5 minutes with argon. The vial was capped and heated at 100 C. for 1 hour in a Biotage Initiator microwave reactor, with external IR-sensor temperature monitoring from the side of the vessel. The reaction mixture was cooled to room temperature, poured onto crushed ice (3 volumes), and extracted with ethyl acetate (3*150 mL). The combined organic layers were dried over sodium sulfate, filtered, and concentrated. Purification by flash column chromatography using 0-40% ethyl acetate/hexanes as eluent provided the title compound as a pale brown liquid (0.40 g, 31%): 1H NMR (400 MHz, CDCl3) delta 9.01 (s, 1H), 8.39 (d, J=2.4 Hz, 1H), 7.94 (d, J=8.8 Hz, 1H), 7.77 (dd, J=1.6 Hz, 8.8 Hz, 1H); ESIMS m/z 309 ([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; Dow AgroSciences LLC; Giampietro, Natalie C.; Crouse, Gary D.; Sparks, Thomas C.; Demeter, David A.; (145 pag.)US2017/64962; (2017); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Application of 27996-86-7,Some common heterocyclic compound, 27996-86-7, name is 4-[1,2,4]Triazol-1-yl-benzaldehyde, molecular formula is C9H7N3O, 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 azolyl ketone (1a/1b) (1 mmol) and aryloxy benzaldehyde (2a-f) (1 mmol) were dissolved in 10% NaOH-EtOH (5 mL), it was stirred at room temperature for 9-10 h. After completion, 5 mL water was added to the reaction mixture. The separated solid compound was filtered and washed with water. It was purified by crystallization with methanol/chloroform or basic alumina column chromatography to give the desired compounds (3-13).The compounds (16-31) were prepared by the reaction of their corresponding aldehyde and ketone partners.

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-benzaldehyde, its application will become more common.

Reference:
Article; Marrapu, Vijay K.; Chaturvedi, Vinita; Singh, Shubhra; Singh, Shyam; Sinha, Sudhir; Bhandari, Kalpana; European Journal of Medicinal Chemistry; vol. 46; 9; (2011); p. 4302 – 4310;,
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. 1001401-62-2, name is 2-(2H-1,2,3-Triazol-2-yl)benzoic acid, A new synthetic method of this compound is introduced below., Recommanded Product: 1001401-62-2

tgrt-butvU7Sr)-7-methyl-8-r2-(‘2H-1.2.3-triazol-2-v?benzoyll-5.8-diazaspiror2.61nonane-5- carboxylate (2-5); A solution of 1.26 g (3.8 mmol) 2jtheta in 40 mL MeOH was evacuated under reduced pressure and purged with N2 three times before adding a portion of palladium hydroxide on carbon. After purging three more times with N2, the atmosphere was replaced with H2 and the reaction was stirred under a balloon of H2 for 2 h. The reaction was filtered through a pad of celite by rinsing with EtOAc and MeOH, and the filtrate was concentrated to provide a colorless oil. This material was dissolved in 3 mL of DMF and to it was added 683 mg of 2j4 (3.6 mmol; prepared in an analogous fashion to J^, see example 1-C), 668 mg (4.3 mmol) 1- hydroxybenzotriazole hydrate, 1.5 mL (10.8 mmol) triethylamine and 831 mg (4.3 mmol) EDC and the reaction was stirred overnight at 60C. The reaction was partitioned between EtOAc and 10% aqueous citric acid, the layers were separated, and the organic was washed with water, brine, dried over Na2Stheta4 and concentrated by rotary evaporation. The residue was purified by column chromatography on silica gel (EtOAc/hexanes) to provide 2^5 as a white solid. Data for M: LC/MS: rt = 2.36 min; m/z (M + H) = 412.3 found; 412.2 required.

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; MERCK & CO., INC.; WO2009/58238; (2009); A1;,
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 103755-58-4 as follows. Safety of (1-Phenyl-1H-1,2,3-triazol-4-yl)methanol

(l-Phenyl-lH-[l,2,3]triazol-4-yl)-methanol (700 mg) was treated with thionyl chloride (2 mL) in dichloromethane (10 mL). The mixture was stirred and heated under reflux to form a solution. The excess reagent and solvent were removed under vacuum and the residue dissolved in dichloromethane (50 mL). The dichloromethane solution was passed through a pad of silica which was further washed with dichloromethane followed by diethyl ether. The eluants were combined and concentrated to give the sub-titled compound as a solid (600 mg).1H NMR (400 MHz, CDCl3) 5 8.00 (IH, s), 7.73 – 7.68 (2H, m), 7.54 – 7.48 (2H, m), 7.47 – 7.41 (IH, m), 4.77 (2H, s).

According to the analysis of related databases, 103755-58-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ARGENTA DISCOVERY LIMITED; ASTRAZENECA AB; WO2009/153536; (2009); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Some common heterocyclic compound, 15988-11-1, name is 4-Phenyl-1,2,4-triazolidine-3,5-dione, molecular formula is C8H7N3O2, 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. SDS of cas: 15988-11-1

General procedure: A mixture of malononitrile 1 (1 mmol), aldehyde 2(1 mmol), 4-phenylurazole 3 (1 mmol), and zeolite (0.05 g)was placed in a mortar. The reaction mixture was then heatedat 80 C for 60 min. After completion of the reaction as monitored by TLC analysis, the reaction mixture was cooled,and the solid was dissolved in acetone (15 mL), filtered and evaporated under vacuum to give the product, which was crystallized from ethanol to afford pure compound 4.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 15988-11-1, its application will become more common.

Reference:
Article; Nejat, Razieh; Mahjoub, Mohammad Amin; Hekmatian, Zahra; Javidi, Mohammad Amin; Babashah, Sadegh; Journal of the Iranian Chemical Society; vol. 15; 5; (2018); p. 1133 – 1143;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature 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.

[0789] lH-1,2,3-triazole-5-carboxylic acid (3.4 mg, 30f.tmol) was combined with HATU (11 mg, 30 f.tmol) in DMF(0.3 mL) and stirred at room temperature for 10 minutes;DIPEA (1 eq.) was added and the mixture was stirred for 1minute. Compound 2 (1 0 mg, 30 f.tmol) was dissolved in DMF(0.5 mL) and DIPEA (5.2 f.LL, 30 fllllOI) was added, followedby addition of the activated acid solution. The mixture wasstirred at room temperature for 30 minutes, after which timeLCMS indicated desired product formation. Half of the crudeproduct was purified using reverse phase chromatography toyield Compound a (7.7 mg) as a TFA salt. MS m/z [M+Hrcalc’d for C22H28CIFN60 3 , 539.19; found 539. Half of thecrude product was carried to the next step without furtherpurification.

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; THERAVANCE BIOPHARMA R&D IP, LLC; Fleury, Melissa; Beausoliel, Anne-Marie; Hughes, Adam D.; Long, Daniel D.; Wilton, Donna A.A.; US2015/210690; (2015); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 252742-72-6, These common heterocyclic compound, 252742-72-6, name is 3-(Chloromethyl)-1H-1,2,4-triazol-5(4H)-one, 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.

Benzylmercaptan (1.75 mL; 14.9 mmol) was dissolved in DMF (20 mL) and solid K2CO3 (2. 35 g; 17 mmol) was added. To the resulting slurry was added a solution of 5-(chloromethyl)-2,4-dihydro-3H-1, 2,4-triazol-3-one (2.0 g; 15 mmol) in DMF (12 mL), prepared by a literature procedure (C. J. Cowden et. al., Tetrahedron Letters 41 (2000) 8661-8664). The reaction mixture was stirred at room temperature for 20.5 h. Water (80 mL) was added and a thick slurry was formed. The solid product was collected by filtration and washed with water. The remaining filtrate and wash liquid still contained product and was extracted four times with EtOAc, and the organic phase was then washed with water (twice), brine (twice) and dried (Na2SO4). Evaporation of solvents gave another crop of crude product. The combined solid materials were suspended in toluene and evaporated to remove water residues. The crude product was then suspended in a boiling mixture of EtOAc/heptane (1: 4) and allowed to cool before the solid product was collected by filtration. The subtitle compound was obtained as a colourless solid (2.03 g; 61percent yield). APCI-MS m/z: 222.1 [MH+]. ‘H-NMR (DMSO-D6): 8 11.35 (1H, vbrs), 11.26 (1H, brs), 7.37-7. 21 (5H, m), 3.72 (2H, s), 3.36 (2H, s) ppm. ‘3C-NMR (DMSO-D6): 8 156.09, 144.75, 137.66, 128.83, 128.23, 126.79, 34.75, 25.80 ppm.

Statistics shows that 3-(Chloromethyl)-1H-1,2,4-triazol-5(4H)-one is playing an increasingly important role. we look forward to future research findings about 252742-72-6.

Reference:
Patent; ASTRAZENECA AB; WO2005/95362; (2005); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 13273-53-5,Some common heterocyclic compound, 13273-53-5, name is 4-Bromo-1-methyl-1H-1,2,3-triazole, molecular formula is C3H4BrN3, 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-((4-chlorophenethyl)amino)-2-phenyl-l-(6-(4,4,5,5-tetramethyl- l,3,2-dioxaborolan-2-yl)-lH-indol-3-yl)ethan-l-one (0.06 g, 0.11 mmol), 4-bromo-l -methyl – 1H- 1,2, 3 -triazole (0.019 g, 0.11 mmol), and cesium carbonate (0.095 g, 0.29 mmol) in a mixture of 4:1 dioxane:water (5 ml) was degassed for 20 minutes with argon. S-Phos Pd precatalyst G3 (0.009 g, 0.01 mmol) was added and degassing was continued for another 10 minutes. The reaction mixture was heated in a sealed tube with microwave heating at 135 C for 1 hour. After completion of the reaction (monitored by TLC), the reaction mixture was treated with water (15 ml) and extracted with ethyl acetate (2 x 15 ml). The combined organic layers were washed with brine, dried over anhydrous Na2S04 and concentrated under reduced pressure. The residue was purified by silica gel chromatography to afford the title compound as solid (0.040 g, 74%) in racemic form.

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

Reference:
Patent; CONSTELLATION PHARMCEUTICALS, INC.; WILSON, Jonathan, E.; LEVELL, Julian, R.; (152 pag.)WO2019/161157; (2019); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 1001401-62-2, 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. 1001401-62-2, name is 2-(2H-1,2,3-Triazol-2-yl)benzoic acid, This compound has unique chemical properties. The synthetic route is as follows.

A mixture of A-I (0.72 g, 3.8 mmol) and thionyl chloride (0.36 mL, 5.0 mmol) in toluene (7.0 mL) and a drop of DMF is heated to 60C for 2h, then cooled and concentrated. The residue isdissolved in dry DCM (5 mL) and added dropwise to a stirred mixture of B-I (0.65 g, 4.64 mmol)and TEA (1.44 mL, 10.3 mmol) in dry DCM (10 mL) at 0C. The reaction is stirred at RTfor2h.Water is added and the organic layer is separated, washed with citric acid (10% aq. solution)and with NaHCO3 (sat. aq. solution). The organic layer is dried and concentrated to provide 0.94g of C-4. ESI-MS: 275 [M+H], HPLC (Rt): 0.69 mm (method M)

The chemical industry reduces the impact on the environment during synthesis 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:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; RIETHER, Doris; FERRARA, Marco; HEINE, Niklas; LESSEL, Uta; NICHOLSON, Janet Rachel; PEKCEC, Anton; (65 pag.)WO2017/178339; (2017); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics