Month: January 2021

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. 956317-36-5, name is 5-Methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 5-Methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid

General procedure: A mixture of the primary amine, 5-methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid 31 (0.33 g, 1.6 mmol), N,N-diisopropylethylamine(DIPEA, 2.5 mL, 14.7 mmol), and 1-[bis(dimethylamino)methylene]-1H-1,2,3-triazolo[4,5-b]pyridinium 3-oxide hexafluorophosphate(HATU, 0.91 g, 2.4 mmol) in DMF (3.2 mL) was stirredat room temperature for 17 h. The reaction was quenched by theaddition of water, and the mixture was extracted with EtOAc.The organic layer was washed with brine, dried over Na2SO4, filtered,and concentrated under reduced pressure. The resulting residuewas purified by preparative HPLC to obtain the title compound7a as a colorless solid (0.18 g, 28% over 2 steps).

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 956317-36-5.

Reference:
Article; Futamura, Aya; Nozawa, Dai; Araki, Yuko; Tamura, Yunoshin; Tokura, Seiken; Kawamoto, Hiroshi; Tokumaru, Yuichi; Kakihara, Sora; Aoki, Takeshi; Ohtake, Norikazu; Bioorganic and Medicinal Chemistry; vol. 25; 20; (2017); p. 5203 – 5215;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 27808-16-8, name is 4-Methyl-1H-1,2,3-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 27808-16-8, Computed Properties of C3H5N3

DMF (1.5 ml) was added to a mixture of methyl 3-iodo-6-methyl-2-pyridinecarboxylate D44 (200 mg), 4-methyl-1H-1,2,3-triazole D77 (120 mg), (1R,2R)-N,N’-dimethyl-1,2-cyclohexanediamine (20.54 mg, 0.144 mmol), copper(I) trifluoromethanesulfonate benzene complex (18.17 mg, 0.036 mmol) and cesium carbonate (470 mg, 1.444 mmol) in a screw-topped vial. The mixture was degassed via 3 vacuum/nitrogen cycles and heated with shaking to 120 C. for 5 hours. The reaction mixture was evaporated to dryness under reduced pressure. The residue was dissolved in water/MeOH (1:1, 3 ml) and acidified to pH=2 by addition of 2 M HCl solution. The resulting mixture was evaporated to dryness under reduced pressure then the residue was triturated with DCM/MeOH (3:1, 5 ml). The mixture was filtered washing with more DCM/MeOH (3:1, 5 ml). The filtrate was treated with TMS-diazomethane solution (2 M in hexanes, 4 ml, 8 mmol) to re-esterify the acid. The reaction mixture was evaporated under reduced pressure and the residue was purified by flash chromatography on silica gel (Biotage Snap 25 g column, EtOAc/Cy from 20/80 to 50/50) to give the title compound D78 (121 mg) as a colourless solid. UPLC (Acid QC_POS-50-800): rt=0.59 minutes, peak observed: 233 (M+1). C11H12N4O2 requires 232. 1H NMR (400 MHz, CDCl3) delta ppm 8.15 (d, 1H), 7.59 (s, 1H), 7.37 (d, 1H), 3.92 (s, 3H), 2.66 (s, 3H), 2.40 (s, 3H).

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; ALVARO, Giuseppe; Amantini, David; Castiglioni, Emiliano; Di Fabio, Romano; Pavone, Francesca; US2010/144760; (2010); 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. 3641-13-2, name is 5-Amino-4H-1,2,4-triazole-3-carboxylic acid, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C3H4N4O2

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.

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 3641-13-2.

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

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. 27808-16-8, name is 4-Methyl-1H-1,2,3-triazole, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 27808-16-8

N-Bromosuccinimide (5.89 g, 33.i mmol) was added to a solution of 4-methyl-iH-i,2,3-triazole (2.50 g, 30.i mmol) in chloroform (30 mL), and the reaction mixture was stirred for i6 hours at room temperature (i5 C). It was then diluted with dichloromethane (iOO mL), washed with water (2 x iOO mL), dried over sodium sulfate, filtered, and concentrated in vacuo to provide the product as a white solid (4.9 g), which was used directly in the next step.

According to the analysis of related databases, 27808-16-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PFIZER INC.; BRODNEY, Michael Aaron; CHAPPIE, Thomas Allen; CHEN, Jinshan Michael; COE, Jotham Wadsworth; COFFMAN, Karen Jean; GALATSIS, Paul; GARNSEY, Michelle Renee; HELAL, Christopher John; HENDERSON, Jaclyn Louise; KORMOS, Bethany Lyn; KURUMBAIL, Ravi G.; MARTINEZ-ALSINA, Luis Angel; PETTERSSON, Martin Youngjin; REESE, Matthew Richard; ROSE, Colin Richard; STEPAN, Antonia Friederike; VERHOEST, Patrick Robert; WAGER, Travis T.; WARMUS, Joseph Scott; ZHANG, Yuan; (193 pag.)WO2018/163066; (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. 7411-23-6, name is 3,5-Dibromo-1H-1,2,4-triazole, This compound has unique chemical properties. The synthetic route is as follows., name: 3,5-Dibromo-1H-1,2,4-triazole

Intermediate 7 l-Benzyl-3,5-dibromo-lH-l,2,4-triazole Sodium te/t-butoxide (932 mg, 9.70 mmol) was added to a solution of 3,5-dibromo-l/-/-l,2,4- triazole (2.0 g, 8.82 mmol) in DMF (15 mL) and stirred at rt for 10 minutes. Benzyl bromide (1.15 mL, 9.70 mmol) was added and the mixture was stirred at rt overnight. Water (100 mL) was added and the mixture was extracted with EtOAc (2 x 50 mL). The organic phase was washed with brine (50 mL), dried over sodium sulfate, and concentrated to give the title compound as a liquid (2.69 g, 96%). XH NMR (400 MHz, CDCI3): delta ppm 5.30 (s, 2 H), 7.29 – 7.39 (m, 5 H).

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 7411-23-6.

Reference:
Patent; ACTURUM LIFE SCIENCE AB; BESIDSKI, Yevgeni; YNGVE, Ulrika; PAULSEN, Kim; LINDE, Christian; MALMBORG, Jonas; WO2014/195322; (2014); A1;,
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. 7343-33-1, name is 5-Bromo-1H-1,2,4-triazole belongs to Triazoles compound, it is a common compound, a new synthetic route is introduced below. SDS of cas: 7343-33-1

[00464j To a 1OOml flask was added 3-bromo-1H-i,2,4-triazole (739.8 mg, 5 mmol), CuT (95.2 mg, 0.50 mmol) and Cs2C03 (1.629 g, 5.0 mmol) and the flask was evacuated thenbackfilled with N2 before adding DMS0 (5 mL) and i-fluoro-3-iodo-5-methyl-benzene (590.1 mg, 2.50 mmol). The reaction mixture was heated at 100¡ãC for 20h at which time LCMSindicated the major peak was desired product. To the reaction mixture was added Et0Ac, the mixture was filtered through celite and to the filtrate was added brine. The organic phase wasdried over MgS04, filtered, evaporated to dryness and purified on an Isco 40g silica gel column eluting with heptanes and ethyl acetate to afford 3-bromo-i-(3-fluoro-5-methyl-phenyl)-i,2,4-triazole HG-3a (170 mg, 26.6percent). ?H NMR (300 MHz, CDC13) oe 8.43 (s, 1H), 7.29 (d, J = 2.7 Hz, 1H), 7.23 (dt, J = 9.0, 2.0 Hz, 1H), 6.97 (d, J = 9.1 Hz, 1H), 2.46 (s, 3H)ppm. ESI-MS m/z calc. 254.98074, found 257.97 (M+i) Retention time: 0.81 minutes.

The synthetic route of 7343-33-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; DAVIES, Robert, J.; CAO, Jingrong; COCKERILL, Meghan, Elise; COLLIER, Philip, Noel; DENINNO, Michael, Paul; DOYLE, Elisabeth; FRANTZ, James, Daniel; GAO, Huai; GOLDMAN, Brian, Anthony; GREY, Ronald, Lee; GRILLOT, Anne-laure; GU, Wenxin; HENDERSON, James, A.; IRARRAZAVAL, Raul Eduardo, Krauss; KOLPAK, Adrianne, Lynn; LIAO, Yusheng; MAGAVI, Sanjay Shivayogi; MALTAIS, Francois; MESSERSMITH, David; PIERCE, Albert, Charles; PEROLA, Emanuele; RYU, Elizabeth Jin-Sun; SYKEN, Joshua; WANG, Jian; (706 pag.)WO2016/197009; (2016); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 41253-21-8,Some common heterocyclic compound, 41253-21-8, name is Sodium 1,2,4-triazol-1-ide, molecular formula is C2H2N3Na, 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.

EXAMPLE 30 Preparation of bis(4-Fluorophenyl)methyl(1H,-1,2,4-triazol-1-ylmethyl)silane and its hydrochloride salt A mixture of 4.2 g (0.015 mol) of (chloromethyl)bis(4-fluorophenyl)methylsilane and 1.4 g (0.015 mol) of 1,2,4-triazole sodium salt in 8 ml of dimethylformamide was stirred at 80 for 2 hours. The resulting slurry was cooled, diluted with water, and washed with ether. The ether extracts were washed with several portion of water and once with brine, dried over magnesium sulfate, and evaporated to leave 4.0 g of a pale yellow oil. Impurities were removed by Kugelrohr distillation at 120-125 (0.05 mm), leaving behind 2.3 g (49%) of the title compound as a yellow oil: nD21 1.5538; ir (neat) 3065, 3030, 2960, 2925, 1590, 1500, 1270, 1235, 1165, 1110, 1010, 830, 790 cm-1; nmr (CDCl3): 0.7 (3H, s), 4.2 (2H, s), 7.1 (4H, t, J=9), 7.5 (4H, d of d, J=6 and 9), 7.8 (1H, s) and 7.9 (1H, s). A sample prepared similarly was crystallized from hexane at -20 C. to give colorless solid, m.p. 52-53. The hydrochloride salt of the title compound was prepared as follows. A solution of 5.0 g (0.016 mol) of [bis(4-fluorophenyl)]methyl(1H-1,2,4-triazol-1-ylmethyl)silane in 100 ml of toluene was stirred while HCl gas was passed over the solution surface until no further precipitate formed. The colorless solid was collected by filtration, washed with toluene and petroluem ether, and air-dried to give 5.1 g (91%) of the hydrochloride salt, m.p. 195-197. Recrystallization from 100 ml of hot ethanol gave 3.5 g of colorless crystals, m.p. 201-203. Acid salts of the other triazoles of this invention can be prepared similarly. By applying the procedures of Examples 24 and 26-30 to appropriate chloromethylsilanes, the compounds of Table VI can be prepared.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Sodium 1,2,4-triazol-1-ide, its application will become more common.

Reference:
Patent; E. I. Du Pont de Nemours and Company; US4510136; (1985); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 15988-11-1, The chemical industry reduces the impact on the environment during synthesis 15988-11-1, name is 4-Phenyl-1,2,4-triazolidine-3,5-dione, I believe this compound will play a more active role in future production and life.

General procedure: A mixture of dimedone (1, 1 mmol), 4-phenylurazole (2, 1 mmol), aromatic aldehyde (3a-h, 1mmol) and S-LCCO nano perovskite (0.01 g) was mixed in a high-pressure Teflon reactor, which was equipped with a magnetic stirrer and an optical fiber, which was implemented to control the reaction’s temperature. The reaction mixture was irradiated by 400 W microwave at 80 oC, for the specified reaction times. TLC with n-hexan:ethylacetate eluent was used to monitor the progress of the reactions. After reaction completion and cooling, the reaction mixtures were filtered and washed with ethanol to separate the catalyst. First, 10 mL water was added to the solution. Then, EtOH/H2O (4:1) was added to crystallize the water insoluble crude products. Then the crystals were filtered to achieve pure products (4a-h).

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, 4-Phenyl-1,2,4-triazolidine-3,5-dione, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Zahedi, Najmeh; Javid, Ali; Mohammadi, Mohammad Kazem; Tavakkoli, Haman; Bulletin of the Chemical Society of Ethiopia; vol. 32; 2; (2018); p. 239 – 248;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 49607-51-4,Some common heterocyclic compound, 49607-51-4, name is 1-Methyl-1H-1,2,4-triazol-3-amine, molecular formula is C3H6N4, 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.

5 ml of toluene were added to 100 mg (0.22 mmol) of 5-[4-chloro-3-(trifluoromethyl)phenoxy]-2-(methylsulphonyl)-6-(trifluoromethyl)pyrimidin-4(3H)-one (Example 40A) and 57 mg (0.67 mmol) of 4-amino-1H-pyrazole, and the mixture was then re-concentrated under reduced pressure. A drop of DMSO was added to the residue, and the mixture was then stirred at 150¡ã C. for 1 h. The mixture was then purified directly by preparative HPLC [column: Chromatorex C18 10 mum, 250¡Á30 mm; flow rate: 50 ml/min; run time: 45 min; detection: 210 nm; injection after 3 min of run time; mobile phase A: acetonitrile, mobile phase B: water; gradient: 10percent A (5.00 min)?95percent A (35.00-40.00 min)?10percent A (40.50-45.00 min)]. This gave 30 mg (31percent of theory) of the title compound.LC-MS (Method 1): Rt=1.03 min; MS (ESpos): m/z=440.0 (M+H)+1H-NMR (400 MHz, DMSO-d6): delta=7.37 (m, 1H), 7.48 (d, 1H), 7.64 (m, 2H), 7.92 (br. s, 1H), 9.10 (br. s, 1H), 11.98 (br. s, 1H), 12.66 (br. s, 1H). The Exemplary compounds below were prepared analogously to Example 104 from the appropriate 2-methylsulphonyl-substituted pyrimidinones and the respective amine components:

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

Reference:
Patent; Bayer Pharma Aktiengesellschaft; STRAUB, Alexander; COLLIN, Marie-Pierre; KOCH, Michael; MEYER, Jutta; SCHLEMMER, Karl-Heinz; NISING, Carl Friedrich; BIBER, Nicole; ANLAUF, Sonja; GROMOV, Alexey; WITTWER, Matthias Beat; (185 pag.)US2016/237059; (2016); 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. 13273-53-5, name is 4-Bromo-1-methyl-1H-1,2,3-triazole, A new synthetic method of this compound is introduced below., Recommanded Product: 13273-53-5

Butyllithium (2.5 M in hexanes) (1.84 mL, 4.59 mmol) was added dropwise to a solution of 4-bromo-1 -methyl-1 H-1 ,2,3-triazole (0.68 g, 4.17 mmol) in toluene (20 mL) at -78 C. The resulting reaction mixture was allowed to warm to 0 C. After stirring for 15 min chlorodiphenylphosphine (0.85 mL, 4.59 mmol) was added dropwise and the reaction mixture allowed to warm to room temperature. After stirring for 1 h the reaction mixture was diluted with EtOAc (10 mL) and washed with H2O (2 x 10 mL) followed by brine (10 mL). The resulting organics were dried over MgS04 and solvent removed under vacuo. The resulting residue was purified by silica column chromatography eluting with 0-40% EtOAc in hexanes to give 4-(diphenylphosphoryl)-1 -methyl-1 H-1 ,2,3-triazole (280 mg,19% yield) as a colourless oil, which solidified on standing and was used in the next step without any further purification. LC-MS (Method B) 268 [M+H]+; RT 1.44 min

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; RISING TIDE FOUNDATION; STEVENSON, Brett; RATCLIFFE, Andrew; (0 pag.)WO2019/234228; (2019); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics