Day: May 7, 2021

Reference of 3641-13-2, 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 3641-13-2 as follows.

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.

According to the analysis of related databases, 3641-13-2, the application of this compound in the production field has become more and more popular.

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

Electric Literature of 27808-16-8, 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.

Description D34: methyl 6-methyl-3-(4-methyl-2H-l,2,3-triazol-2-yl)-2- pyridinecarboxylate (D34); DMF (1.5 ml) was added to a mixture of methyl 3-iodo-6-methyl-2-pyridinecarboxylate D27 (200 mg), 4-methyl-lEta-l,2,3-triazole (120 mg, 1.444 mmol), (lR,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 in a PLS reaction station to 120 0C 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 hexane (4 ml, 8 mmol) to re-esterify the acid. The reaction mixture was evaporated under reduced pressure and the residue was purified via Biotage (20%-50% EtOAc/cyclohexane; SNAP 25 silica column) to give the title compound D34 (121 mg) as colourless solid.UPLC (Acid QC POS 50-800): rt = 0.59 minutes, peak observed: 233 (M+l) C11H12N4O2 requires 232. 1H NMR (400 MHz, CDCl3y) delta ppm 8.15 (d, 1 H), 7.59 (s, 1 H), 7.37 (d, 1 H), 3.92 (s, 3 H), 2.66 (s, 3 H), 2.40 (s, 3 H).

The chemical industry reduces the impact on the environment during synthesis 4-Methyl-1H-1,2,3-triazole. I believe this compound will play a more active role in future production and life.

Reference:
Patent; GLAXO GROUP LIMITED; AMANTINI, David; DI FABIO, Romano; WO2010/122151; (2010); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 4928-87-4, These common heterocyclic compound, 4928-87-4, name is 1,2,4-Triazole-3-carboxylic acid, 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: Single crystals of 1 were prepared by a branched tube method [34], 1H-1,2,4-triazole-3-carboxylic acid (0.117 g, 1 mmol), lead(II) nitrate (0.331 g, 1 mmol) and potassium bromide (0.119 g, 1 mmol) were placed in the bottom main of a branched tube. Water was carefully added to fill both arms, and then the arm to be heated was placed in oil bath at 60 C. After 7 days, colorless crystals were deposited in the cooler arm which were filtered off, washed with water and air dried. (0.225 g, yield 54%),

The synthetic route of 4928-87-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Safarifard, Vahid; Morsali, Ali; Inorganica Chimica Acta; vol. 405; (2013); p. 203 – 208;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Application of 7170-01-6,Some common heterocyclic compound, 7170-01-6, name is 3-Methyl-1H-1,2,4-triazole, molecular formula is C3H5N3, 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) 1-(2-Fluoro-4-nitro-phenyl)-5-methyl-1H-[1,2,4]triazole; 3,4-Difluoronitrobenzene (514 mg, 3.23 mmol), 3-methyl-1H-1,2,4-triazole (325 mg, 3.72 mmol) and di-potassium hydrogen phosphate trihydrate (1.49 g, 6.46 mmol) in dimethyl sulfoxide (1.5 mL) were stirred for 6 hours at 70 C. The mixture was concentrated in vacuo; the residue was diluted in water and extracted three times with ethyl acetate. The combined organic layers were washed four times with water, twice with brine, dried with magnesium sulfate and evaporated. Column chromatography (30 g silica, heptane/ethyl acetate 1:1 v/v) afforded the title compound (160 mg, 22%) as white crystals MS ISP (m/e): 223.2[(M+H)+]. 1H NMR (CDCl3, 300 MHz): delta (ppm)=8.22 (m, 2H), 8.04 (s, 1H), 7.74 (dd, 1H), 2.48 (d, 3H). Mp 56-58 C.

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

Reference:
Patent; Baumann, Karlheinz; Flohr, Alexander; Goetschi, Erwin; Jacobsen, Helmut; Jolidon, Synese; Luebbers, Thomas; US2009/215759; (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 3179-31-5 as follows. name: 1H-1,2,4-Triazole-3-thiol

To a solution of 1-(benzenesulfonyloxyoctyl)-cyclopropene (480 mg, 1.55 mmol) in about 2 ml N,N-dimethylformamide was added potassium t-butoxide (19.8% in tetrahydrofuran, 734 mg, 1.55 mmol) and 1H-1,2,4-triazole-3-thiol (172 mg, 1.71 mmol.) After stirring at room temperature for about 2 hours, sodium iodide (87.7 mg, 0.775 mmol) was added. After the reaction was heated to about 50 C. for about 2 hours, water and ethyl acetate were added then the phases were separated. The isolated organic layer was washed twice with water, dried over magnesium sulfate and concentrated in vacuo. This residue was purified by column chromatography on silica gel using hexanes/ethyl acetate to give 30 mg of 70% pure 1-(1H-1,2,4-triazol-2-ylthiooctyl)-cyclopropene as an oil.

According to the analysis of related databases, 3179-31-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Jacobson, Richard Martin; Kelly, Martha Jean; Wehmeyer, Fiona Linette; Evans, Karen Anderson; US2005/65033; (2005); 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. 202931-88-2, name is 1-Methyl-1H-1,2,3-triazole-5-carbaldehyde, A new synthetic method of this compound is introduced below., Safety of 1-Methyl-1H-1,2,3-triazole-5-carbaldehyde

To a flask containing 6-bromo-4-chloro-2-methoxy-3-(4-(trifluoromethyl)benzyl)quinoline (1.45 g, 3.37 mmol, Intermediate 5: step d) was added THF (25 mL) and the solution was cooled to -75 C. n-BuLi (2.5 M in hexanes, 1.3 mL, 3.25 mmol) was then added dropwise. After 2 minutes, 1-methyl-1H-1,2,3-triazole-5-carbaldehyde (580 mg, 5.22 mmol, in 3 mL THF) was introduced. The reaction mixture was allowed to warm to -20 C. over 45 minutes at which time the reaction was quenched with aqueous NH4Cl solution. The aqueous portion was extracted with EtOAc (5*40 mL) and the combined organics were washed with brine, dried over MgSO4, filtered and concentrated to dryness. Chromatography on silica gel (5% CH3CN-DCM increasing to 30% CH3CN +2% MeOH) provided the title compound as an off white amorphous solid.

The synthetic route of 202931-88-2 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.; (53 pag.)US2017/258782; (2017); 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. 584-13-4, name is 4H-1,2,4-Triazol-4-amine, This compound has unique chemical properties. The synthetic route is as follows., category: Triazoles

3,5-bis(1-cyano-1-methylethyl) benzyl bromide obtained in Step IV (600 g, 1.965 mol) was heated with 4-amino-1,2,4-triazole (247.9 g, 2.948 mol) in isopropanol (4.5 L) for 7 to 7.5 hours at 80 C. to 85 C. The reaction mass was gradually cooled to 20 C. to 25 C. The reaction mass was stirred for 1 hour. The reaction mass was further cooled to 0 C. to 5 C., stirred for 2 hours, filtered, and washed with dichloromethane (2¡Á500 ml). The reaction mass was sucked dry. The dried cake was further dried at 40 C. to 45 C. under vacuum to obtained 2,2′-[5-(4-amino-1,2,4-triazolium-1-ylmethyl)-1,3-phenylene]di(2-methylpropio-nitrile)bromide (497.5 g, 65.0% yield). MP-198-203 C. IR (In cm-1, KBr): 3204, 3116, 3080, 2987, 2229, 1643, 1607, 1565, 1469, 1438, 1196, 1004 H1NMR (in CDCl3,delta (ppm)]: 10.31 (1H,s),9.20 (1H,s),7.66-7.63 (3H,s),6.984 (2H,s),5.657 (2H,s),1.71 ( 12H,s). M+[309] (free base)

According to the analysis of related databases, 584-13-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Glenmark Pharmaceuticals Limited; US2006/189670; (2006); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 7170-01-6, 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. 7170-01-6, name is 3-Methyl-1H-1,2,4-triazole belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below.

To a stirred solution of compound GX (i g, 2.91 mmol) in DMF (10 mL) under argon atmosphere were added potassium carbonate (602 nig, 4.36 mmol) and 3-methyl-lH-l ,2,4- triazoie (483 mg, 5.82 mmo) at RT. The reactioii mixture was stirred at 80 C for 16 Ii. The reaction mixture was diluted with water (50 mL) and extracted with EfOAc (2 x 50 mL). The combined organic layers were dried over anhydrous NaiSC^ and concentrated under reduced pressure. The crude material was purified by silica gel column chromatography (eluent: 50% EtOAc/Hexane) which was further purified by preparative HPLC to afford compound JL (550 nig, 1.29 mmol, 44%) & compound JM (550 nig. 1.2 mniol, 44%) as an off-white solids. JL data: 5H NMR (500 MHz, DMSO-(): 5 8.71 (s, 1H), 8.15 (dd, J= 8.7, 2.3 Hz, 1H), 8.01 (s, 1H), 7.37 (d, J = 8.1 Hz, 1H), 7.31-7.24 (ni. IH), 7.24-7.18 (in, 1H), 7.17-7.14 (m, 1H), 7.09- 7.05 (m, 1H), 6.79 (s, IH), 5.15 (d, J = 14.5 Hz, 1H), 4.75 (d, J= 15.1 Hz, IH), 2.04 (s, 3H); JM data: 1H NMR (500 MHz, DMSO-?): S 8.71 (s, 1H), 8.17 (dd, J= 8.1, 2.3 Hz, 1H)5 7.56 (s, 1H), 7.44 (d J= 8.1 Hz, lH), 7.33-7.27 (ni, 1H), 7.26-7.22 (m, IH), 7.19-7.16 (m, 1H), 7.10-7.06 (m, 1H), 6.66 (s, 1H). 4.98 (d, /= 14.49 Hz, IH), 4.86 (d. /= 13.91 Hz, IH), 2.22 (s, 3H).

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

Reference:
Patent; VIAMET PHARMACEUTICALS, INC.; YATES, Christopher, M.; SHAVER, Sammy, R.; HOEKSTRA, William, J.; (455 pag.)WO2017/117393; (2017); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Application of 1001401-62-2,Some common heterocyclic compound, 1001401-62-2, name is 2-(2H-1,2,3-Triazol-2-yl)benzoic acid, molecular formula is C9H7N3O2, 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 6: (2-(2H-1 ,2,3-triazol-2-yl)phenyl)((2R,5R)-5-hydroxy-2-methylpiperidin-1-yl)methanone (6) A solution of (3R, 6R)-6-methylpiperidin-3-ol (5.31 g, 46.1 mmol), 2-(2H-1,2,3- triazol-2-yl)benzoic acid (10.5 g, 55.3 mmol), EDC (17.7 g, 92.0 mmol), 1-hydroxy-7- 30 azabenzotriazole (12.6 g, 92.0 mmol), triethylamine (19.3 mL, 138 mmol) in DMF (300 mL) was stirred at 50 C overnight, then diluted with saturated aqueous sodium bicarbonate and extracted 3x with ethyl acetate. The organics were washed with brine, dried over magnesium sulfate, filtered, and concentrated. The crude material was purified by silica gel gradient chromatography (0-100% ethyl acetate in hexanes), providing the titled compound as a pale yellow solid. LRMS m/z (M+H) 287.3 found, 287.1 required.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-(2H-1,2,3-Triazol-2-yl)benzoic acid, its application will become more common.

Reference:
Patent; MERCK SHARP & DOHME CORP.; KUDUK, Scott, D.; SKUDLAREK, Jason, W.; WO2015/88864; (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. 1455-77-2, name is 3,5-Diamino-1,2,4-triazole, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C2H5N5

Example 142-Amino-5-cyclopropyl-6- [(3,4-dichlorophenyl)methyl] -4H- [ 1 ,2,4] triazolo [5,1- b] pyrimidin-7-oneEthyl 3-cyclopropyl-2-[(3,4-dichlorophenyl)methyl]-3-oxo-propanoate (200 mg, 634.5 mmol, Method II) and lH-l,2,4-triazole-3,5-diamine (57.2 mg, 577 mmol) were added to tri-n-butylamine (228 mu) and the resulting mixture stirred at 160 ¡ãC for 48 h. The mixture was evaporated and the residue recrystallised from isopropanol to give the title compound (43 mg, 21percent) as a white solid.1H NMR (400.13 MHz, DMSO-d6) delta 0.90-1.05 (4H, m), 2.05-2.17 (1H, m), 4.00 (2H, s), 6.25 (2H, br s), 7.28 (1H, d), 7.52 (2H, d), 12.20 (1H, br s); m/z (ES) (M+H)+ = 350.

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 1455-77-2.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; BENGTSSON, Boel, Ase; BLACKABY, Wesley; CUMMING, John; FAULL, Alan, Wellington; LARSSON, Joakim; NASH, Ian, Alun; OLDHAM, Keith; PAPE, Andrew; WO2011/114148; (2011); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics