Triazoles

Application of 41253-21-8, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 41253-21-8 name is Sodium 1,2,4-triazol-1-ide, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

4-Fluoro-2-(1H-1,2,4-triazol-1-yl)benzonitrile (33) and 4-(1H-1,2,4-triazol-1-yl)-2-fluorobenzonitrile. To a solution of 2,4-difluorobenzonitrile (10 g, 72 mmol) dissolved in THF (20 mL), and DMF (40 mL) was added 1,2,4-triazole sodium derivative (6.3 g, 70 mmol) and the mixture was stirred at 90 C. for 3 h, filtered and concentrated. The residue was adsorbed onto Silica gel and purified by flash chromatography eluting with 0%-10%-30% EtOAc/hexanes to give intermediate 33 as colorless needles (2.46 g, 18%) and intermediate 34 was obtained as a white solid (0.7455 g, 6%). Intermediate 33: 1H NMR (500 MHz, CDCl3) o: 8.89 (1H, s), 8.19 (1H, s), 7.85 (1H, dd, J=8.7, 5.6 Hz), 7.60 (1H, dd, J=8.8, 2.4 Hz), 7.28-7.24 (1H, m). LCMS (M+H) calcd for C9H6N4F: 189.05; found: 189.13. Intermediate 34: 1H NMR (500 MHz, CDCl3) delta: 8.66 (1H, s), 8.15 (1H, s), 7.79 (1H, dd, J=8.5, 6.7 Hz), 7.69 (1H, dd, J=9.5, 1.8 Hz), 7.65-7.63 (1H, m). LCMS (M+H) calcd for C9H6N4F: 189.05; found: 189.13.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Sodium 1,2,4-triazol-1-ide, and friends who are interested can also refer to it.

Reference:
Patent; Naidu, B. Narasimhulu; US2005/256109; (2005); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 4922-98-9,Some common heterocyclic compound, 4922-98-9, name is 5-Phenyl-1H-1,2,4-triazol-3-amine, molecular formula is C8H8N4, 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 E; A reaction mixture of compound 37-4 (28.4 mg, 0.1 mmol) and 3-phenyl-1 H- 1 ,2,4-tpiazol-5-amine (16 mg, 0.1 mmol) in ethanol was stirred at 80 0C for overnight. The product was purified using reverse phase HPLC. The two pure enantiomers (37-6 and 37-7) were chirally separated from 37-5 by chiral cell column (20 micron, 50 X 500 mm, 100percent MeOH with 0.1percent TFA as mobile phase at 80 mL/min).

The synthetic route of 4922-98-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SCHERING CORPORATION; SHIPPS, JR., Gerald, W.; CHENG, Cliff, C.; HUANG, Xiaohua; ACHAB, Abdelghani, Abe; ORTH, Peter; VOIGT, Johannes, H.; SOUCY, Kyle, Ann; WO2010/56631; (2010); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Application of 41253-21-8, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 41253-21-8 name is Sodium 1,2,4-triazol-1-ide, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

At room temperature, 113g of acetonitrile was added to the four-necked flask.1,2,4-triazole sodium salt (18.20 g, 0.2 mol),2,4′-Dichloroacetophenone (37.80 g, 0.2 mol), heated to 80-85 C,The reaction was 1-2 h, the reaction was completed, the solvent was evaporated to dryness under reduced pressure, 50 g of water was added, and extracted with 150 g of dichloromethane, and washed with water.The solvent was dried to give a white solid with a qualitative content of 98%.The weight yield was 96%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Sodium 1,2,4-triazol-1-ide, and friends who are interested can also refer to it.

Reference:
Patent; Huai’an Guorui Chemical Co., Ltd.; Wu Yaojun; Zhang Pu; Zhao Wei; Jin Yucun; Wang Fengyun; Chen Mingguang; Mao Gengsheng; (11 pag.)CN109553583; (2019); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 288-36-8, The chemical industry reduces the impact on the environment during synthesis 288-36-8, name is 1H-1,2,3-Triazole, I believe this compound will play a more active role in future production and life.

iV-Bromosuccinimine (456 mg, 2.56 mmol) and benzoylperoxide (61 mg, 0.25 mmol) was added to a warm (-77 0C) suspension of methyl 6-methoxy-3-[(4-methyl-l- 5 naphthoyl)amino]pyrazine-2-carboxylate, prepared in Example 25F or alternatively in Example 44E3 (883 mg, 2.51 mmol) in CCl4 (60 ml). The resulting reaction mixture was heated at reflux for 2.5 h. Additional amount of benzoylperoxide (catalytic, tip of a spatula) was added and reaction mixture was heated at reflux for a further 12 h. After removal of solvents, the residue was dissolved in EtOAc, washed with water and saturated 0 aqueous NaCl, dried (Na2SO4), and evaporated to give crude benzyl bromide (1.14 g). To this crude benzyl bromide (1.13 g) dissolved in acetonitrile (50 ml) at reflux was added 1,2,3-triazole (0.487 ml, 8.40 mmol) and the resulting mixture was heated at reflux over night (16 h). The solution was then evaporated under reduced pressure, and the residue was purified by revered-phase HPLC (30-?100% MeCN in 0.1M aqueous NH4OAc; followed 5 by 30-?100% MeCN in 0.15% aqueous TFA) to give methyl 6-methoxy-3 -{[4-( IH- 1,2,3 – triazol-l-ylmethyl)-l-naphthoyl]amino}pyrazine-2-carboxylate as the corresponding TFA salt (188 mg – pure and 333 mg – slightly contaminated, ~39% overall yield): MS (ESI) (M+H)+ 418.9.

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, 1H-1,2,3-Triazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ASTRAZENECA AB; WO2007/61360; (2007); A2;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 7170-01-6, name is 3-Methyl-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 7170-01-6, Formula: C3H5N3

2-fluoro-5-nitrobenzontre (237 g, 14.3 mrno), 3-methy1 H-I ,2,4-trazoe (1.18 g, 14.3 mrno) and K2C03 (3.94 g, 28.5 mmo) n DMF (20 mD were stirred at RT for 18h, The reacUon mxture was quenched wth water and extracted with AcOEt, The organic phase was dried over Na2SO4, fHtered and concentrated. The residue was purfled by preparative HPLC (Method A4) to afford 2-(3-methy[-1 H-I ,2,4-triazo-1-y)-5- ntrobenzontre. M/z = 230 [M+H]+, Rt = 0.69 rnn (UPLC Method B5).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-Methyl-1H-1,2,4-triazole, and friends who are interested can also refer to it.

Reference:
Patent; NOVARTIS AG; PISSOT SOLDERMANN, Carole; QUANCARD, Jean; SCHLAPBACH, Achim; SIMIC, Oliver; TINTELNOT-BLOMLEY, Marina; ZOLLER, Thomas; (161 pag.)WO2015/181747; (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. 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