Day: February 1, 2021

Related Products of 288-36-8, A common heterocyclic compound, 288-36-8, name is 1H-1,2,3-Triazole, molecular formula is C2H3N3, 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.

To 2H-1,2,3-triazole (2.0 g, 29 mmol) in DMF (145 ml) was added NaH (1.16 g, 29 mmol, 60% inmineral oil) at RT and the mixture was stirred for 1h. After cooling to 0C, 2-chloro-1-fluoro-4-nitrobenzene (4.6 g, 26.1 mmol) was added and the reaction mixture was stirred at 0C for 1.5h,then at RT for 1.5h. The mixture was quenched with water and extracted with ethyl acetate. Theorganic phase was washed with water and brine, dried over Na2SO4, filtered and concentrated.The crude product was purified by chromatography on silica gel (heptane/AcOEt: 90/10 to 50/50)to afford 2-(2-chloro-4-nitrophenyl)-2H-1,2,3-triazole.

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; Schlapbach, Achim; Revesz, Laszlo; Pissot Soldermann, Carole; Zoller, Thomas; Regnier, Catherine H.; Bornancin, Frederic; Radimerski, Thomas; Blank, Jutta; Schuffenhauer, Ansgar; Renatus, Martin; Erbel, Paulus; Melkko, Samu; Heng, Richard; Simic, Oliver; Endres, Ralf; Wartmann, Markus; Quancard, Jean; Bioorganic and Medicinal Chemistry Letters; vol. 28; 12; (2018); p. 2153 – 2158;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference of 16681-65-5, 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. 16681-65-5, name is 1-Methyl-1H-1,2,3-triazole belongs to Triazoles compound, it is a common compound, a new synthetic route is introduced below.

1-Methyl-1H-1,2,3-triazole was prepared according to the literature reference WO2008/98104. To a 2 L flask containing 1-methyl-1H-1,2,3-triazole (9 g, 108.3 mmol) was added THF (1500 mL) and the solution was cooled to -40 C. To this colorless homogeneous solution was added n-butyllithium (2.5 M in hexanes, 45 mL, 112.5 mmol) dropwise which immediately afforded a dark brown viscous mixture. The mixture was kept between -10 to -20 C. for 60 minutes, then a THF solution of 2,4-dimethylthiazole-5-carbaldehyde (17.2 g, 121.8 mmol in 200 mL THF) was introduced via cannula. Once the aldehyde was added the reaction was allowed to warm to room temperature. After 3 hours, the reaction was quenched by pouring it into a saturated solution of aqueous NH4Cl. The aqueous portion was extracted with EtOAc in portions, 7*400 mL. The combined organics were washed with brine, dried over MgSO4, filtered and concentrated to dryness to give a brown oil. Chromatography on silica gel (10% acetone-DCM increasing to 50% acetone and increasing to 10% MeOH-DCM) provided the title compound as an amber solid.

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

Reference:
Patent; JOHNSON & JOHNSON; 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.; MCCLURE, KELLY; TANIS, VIRGINIA; US2015/111870; (2015); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 41253-21-8, These common heterocyclic compound, 41253-21-8, name is Sodium 1,2,4-triazol-1-ide, 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 suspension of 2-fluorobenzylnitrile (3.0 g, 25 mmol) and 1,2,4-triazole sodium salt (2.4 g, 27 mmol) were stirred in tetrahydrofuran (7 mL) and dimethylformamide (14 mL) at 95 C. for 18 h. After cooling and concentrating, the product was crystallized from hot CH2Cl2/hexane (1:1) to give the title compound as a white solid (4.25 g, 100% yield). 1H-NMR (300 MHz, CDCl3) delta ppm: 8.74 (1H, s), 8.16 (1H, s), 7.82 (1H, dd, J=4.9,1.3 Hz), 7.77-7.25 (2H, m), 7.57-7.51 (1H, m). LCMS [M+H]+ calcd for C9H7N4: 171.06; found: 171.12.

Statistics shows that Sodium 1,2,4-triazol-1-ide is playing an increasingly important role. we look forward to future research findings about 41253-21-8.

Reference:
Patent; Bristol-Myers Squibb Company; US2007/111984; (2007); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 31250-99-4, These common heterocyclic compound, 31250-99-4, name is 1-Trityl-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.

Triethylamine (5.49 g, 54.30 mmol) is added to a solution of 1,2,4-triazole (3.0 g, 43.44 mmol) in DMF (50 mL) at rt. After stirring for 5 minutes, trityl chloride (12.11 g, 43.44 mmol) is added as a solid and the mixture is stirred overnight. The solvent is distilled off under reduced pressure and the crude is partitioned between dichloromethane (50 mL) and water (50 mL). The organic layer is separated and the aqueous layer is extracted with dichloromethane (3 x 50 mL). The combined organic layers are washed with water (3 x 40 mL). The organic layer is dried over Na2SO4 and concentrated under reduced pressure to afford the product 1-trytil-1H- 1,2,4-triazole (12.6 g, 93 %). n-BuLi (4.5 mL, 11.24 mmol; 2.5 M solution in hexanes) is added to a solution of 1-trityl-1H-1,2,4-triazole (3.5 g, 11.24 mmol) in THF (120 mL) at -78C and the solution is stirred for 45 mm. Bromine (1.76 g, 11.02 mmol) is added dropwise over a period of 5 minutes and the solution is stirred for 2 h allowed to warm to -20 C and quenched by adding saturated NH4C1 solution (30 mL). The reaction mixture ias diluted with water (60 mL) and dichloromethane (40 mL). The organic layer is separated and the aqueous layer is extracted with CH2C12 (4 x 50 mL).The combined organic extract was dried over Na2SO4 and the solvent evaporated under reduced pressure to afford crude which is used as such for the next step (4.2 g, 95 %). 7.09-7.16 (m, 6H), 7.27-7.40 (m, 9H), 7.86 (s, 1H).

Statistics shows that 1-Trityl-1H-1,2,4-triazole is playing an increasingly important role. we look forward to future research findings about 31250-99-4.

Reference:
Patent; NEWLINK GENETICS CORPORATION; KUMAR, Sanjeev; WALDO, Jesse; JAIPURI, Firoz; MAUTINO, Mario; WO2014/159248; (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. 1533519-84-4, name is 4-(4-Cyclopropylnaphthalen-1-yl)-1H-1,2,4-triazole-5(4H)-thione belongs to Triazoles compound, it is a common compound, a new synthetic route is introduced below. Computed Properties of C15H13N3S

[0254] Charge dimethylformamide (2.63 kg ¡À 5% <> 2.8 L ¡À 5%) to a reactor. Heat the dimethylformamide to a temperature between 27C and 35C. Charge Compound 5 (1.0 kg ¡À 1%) to the same reactor in portions whilst maintaining the temperature between 27C and 35C. Add methyl bromoacetate (0.6008 / M x 100 kg ¡À 1% <> 0.3620 / M x 100 L ¡À 1%) to the reaction mixture whilst maintaining the temperature between 27C and 35C, e.g., between 28C and 33C, where M is the purity of the methyl bromoacetate by GC in % area. The methyl bromoacetate addition is slightly exothermic. [0255] Stir the mixture for at least 10 minutes and not more than 20 minutes, at a temperature between 27C and 35C, e.g., between 28C and 33C. [0256] Add to the reaction mixture sodium bicarbonate (0.314 kg ¡À 1%) in portions whilst maintaining the temperature between 27C and 35C, over a period of at least 30 minutes and not more than 70 minutes. During the portion additions of sodium bicarbonate gaseous carbon dioxide is released. [0257] Stir the mixture for at least 1 hour and not more than 4 hours, at a temperature between 27C and 35C, e.g., between 28C and 33C. Cool the reaction mixture to a temperature between 5C and 10C, and then sample for HPLC analysis. [0258] The reaction is considered complete if the content of Compound 5 is below 0.50% area by HPLC, preferentially below 0.20% area by HPLC. If reaction completion is not achieved after the second sample, heat the reaction mixture to a temperature between 27C and 35C. Add methyl bromoacetate (0.0172 / M x 100 kg ¡À 1% <> 0.0103 / M x 100 L ¡À 1%) to the reaction mixture whilst maintaining the temperature between 27C and 35C, e.g., between 28C and 33C. Stir the mixture for at least 30 minutes and not more than 2 hours, at a temperature between 27C and 35C, e.g., between 28C and 33C, then sample for HPLC analysis. [0259] If reaction is complete, add to the reaction mixture over at least 15 minutes, while maintaining the temperature between 5C and 20C, ozonated deionised water (9.0 L ¡À 5%). During the addition the gaseous carbon dioxide can be released. The ozonated deionised water addition is slightly exothermic. Stir the mixture for at least 30 minutes while maintaining the temperature between 5C and 10C. [0260] Add to the mixture, over at least 10 minutes, while maintaining the temperature between 5C and 20C, a solution previously prepared by dissolution of sodium bicarbonate (0.105 kg ¡À 1%) in ozonated deionised water (1.47 L ¡À 5%), until a pH of the mixture between 6.7 and 8.0, e.g., between 6.9 and 7.3. Stir the suspension for at least 60 minutes while maintaining the temperature between 5C and 10C. Filter the suspension. Wash the wet cake with ozonated deionised water (2.0 L ¡À 5%) previously cooled to a temperature between 5C and 10C, twice. [0261] Wash the wet cake with a mixture of ethyl acetate (0.09 kg ¡À 5% <> 0.1 L ¡À 5%) and isopropyl alcohol (0.79 kg ¡À 5% <> 1.0 L ¡À 5%) previously cooled to a temperature between 0C and 5C, twice. [0262] Dry the wet cake under vacuum at a temperature below 45C, until the water content (by Karl Fischer analysis) is lower than, or equal to, 0.5% w/w, preferentially lower than, or equal to, 0.1%) w/w, the content of ethyl acetate by GC is lower than, or equal to, 200 ppm, the content of isopropyl alcohol by GC is lower than, or equal to, 600 ppm and the content of dimethylformamide by GC is lower than, or equal to, 10000 ppm.

The synthetic route of 1533519-84-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ARDEA BIOSCIENCES, INC.; GUNIC, Esmir; GALVIN, Gabriel; WO2014/8295; (2014); 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.

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