Day: April 23, 2021

Electric Literature of 815588-93-3,Some common heterocyclic compound, 815588-93-3, name is 1-Methyl-1H-1,2,4-triazole-5-carboxylic acid, molecular formula is C4H5N3O2, 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 1 -methyl-1 H-1 ,2,4-triazole-5-carboxylic acid (7.0 g, 55.1 mmol) in SOCI2 (20 mL) was heated to 70 ¡ãC for 2 h. The mixture was concentrated to dryness. The residue was dissolved in NH3/MeOH (7M, 40 mL) and stirred at rt overnight. The precipitated solid was filtered off, extracted with Et20 and dried under reduced pressure to give the title compound.

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-triazole-5-carboxylic acid, its application will become more common.

Reference:
Patent; PHENEX PHARMACEUTICALS AG; STEENECK, Christoph; DEUSCHLE, Ulrich; ALBERS, Michael; HOFFMANN, Thomas; (95 pag.)WO2018/141857; (2018); 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. 22300-52-3, name is 4,5-Dibromo-2H-1,2,3-triazole belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. Application In Synthesis of 4,5-Dibromo-2H-1,2,3-triazole

The reactionmixture of 4,5-dibromo-2H-1,2,3-triazole (100 mg, 0.44 mmol) and sulfuric acid(17.8 M, 0.025 mL) in tert-butanol (2.5 mL) was heated to 80 ¡ãC overnight. The reaction mixture was dilute with EtOAc and was carefully quenched with saturated aqueous NaHCO3. The two layers were separated and the aqueous layer was further extracted with EtOAc. The combined organic layers were washed withbrine, dried (over Na2SO4), filtered and concentrated in vacuo. The residue was purified by silica gel column chromatography (0-100percent EtOAc/hexanes) to give the product.

The synthetic route of 22300-52-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GILEAD SCIENCES, INC.; CAI, Zhenhong R.; CHO, Aesop; BUENROSTRO, Ana Zurisadai Gonzalez; HAN, Xiaochun; JABRI, Salman Y.; MCFADDEN, Ryan; QI, Yingmei; VOIGT, Johannes; YANG, Hong; XU, Jie; XU, Lianhong; (545 pag.)WO2019/75291; (2019); 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. 288-36-8, name is 1H-1,2,3-Triazole, This compound has unique chemical properties. The synthetic route is as follows., category: Triazoles

The mixture of 3-iodoaniline (3.70 g, 16.9 mmol), 1,2,3-triazole (3.91 mL, 67.6 mmol), K3P04 (7.17 g, 33.8 mmol), fine powder CuT (1.61 g, 8.45 mmol), ethylenediamine (0.60 mL, 8.45 mmol) in 30 mL dioxane and 15 mL DMSO were refluxed for three days to yield as the major product 3-(2H-1,2,3-triazol-2-yl)aniline and as the minor product 3-(1H- 1,2,3 -triazol- 1 -yl)aniline in ratio of about 3:1. The mixture was diluted with 400 mL EtOAc, vigorously stirred, filtered through celite, washed with brine twice, concentrated in vacuo, and subjected to flash column to isolate 3-(2H-1,2,3-triazol-2-yl)aniline (1.86 g, 68% yield).

According to the analysis of related databases, 288-36-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PORTOLA PHARMACEUTICALS, INC.; PANDEY, Anjali; WO2014/152768; (2014); 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. 1157938-97-0, name is 1-(2,5-Difluorophenyl)-2-(1H-1,2,4-triazol-1-yl)ethanone, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 1-(2,5-Difluorophenyl)-2-(1H-1,2,4-triazol-1-yl)ethanone

Propionitrile (11 g, 0.200 mmol) was dissolved in 100 mL of anhydrous THF.Replace with nitrogen three times and slowly add at -78CBistrimethylsilyllithium200 mL (1M) of tetrahydrofuran solution, stir for 10 min, then add magnesium bromide (46 g, 0.25 mmol),After stirring for 20 min, 1-(2,5-difluorophenyl)-2-(1H-1,2,4-triazol-1-yl)ethanone (22.3 g, 0.100 mmol) was added and slowly raised. To -50 C, then the solution is stirred for 2 hours,Until the disappearance of the raw material, 100 mL saturated ammonium chloride solution and 150 mL ethyl acetate were added.Extract twice, combine the organic phases, and wash three times with saturated saline solution.The organic phase was dried, spin-dried and passed through a column of silica gel (PE:EA=1:2) according to formula (I)23.6 g (yield: 84.9%, d.e. >99%) of de(2S,3R) and (2R,3S) white solids were mixed.The resulting solid was dissolved in 50 ml toluene, 100 ml methyl tert-butyl ether andIn a mixed solvent of 20 mL of methanol, D-10-camphorsulfonic acid (19.7 g, 84.91 mmol) was added.Heat the reaction to 60 C, react for 1h, slowly cool and cool, filter,Obtain a white solid, then add water, stir with sodium bicarbonate, extract with dichloromethane,The organic phase was concentrated to obtain the diastereoisomer of (2S,3R) 8.49 g according to formula (I)(Yield: 35.9%, e.e. >99%, d.e. >99%) LC-MS of the resulting compoundThe result of H-NMR measurement is the same as that described in Example 2.

According to the analysis of related databases, 1157938-97-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Liu Meijun; (18 pag.)CN106317044; (2017); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 1001401-62-2, name is 2-(2H-1,2,3-Triazol-2-yl)benzoic acid, 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 1001401-62-2, Recommanded Product: 1001401-62-2

EXAMPLE 2 (2-(2H- 1 ,2,3-triazol-2-yl)phenyl)(4-(4,6-dimethylpyrimidin-2-yl)- 1 ,4-diazepan- 1 -yl)methanone To a solution of l-(4,6-dimethylpyrimidin-2-yl)-l,4-diazepane hydrochloride 1-2 (1.4 g, 5.2 mmol), 2-(2H-l,2,3-triazol-2-yl)benzoic acid Int E (1.1 g, 5.7 mmol), EDC (1.5 g, 7.8 mmol), and l-hydroxy-7-azabenzotriazole (1.1 g, 7.8 mmol) in DMF (10 mL) was added DIPEA (4.5 mL, 26 mmol) and the mixture was stirred at room temperature for 16 h. The solvent was concentrated in vacuo and the crude residue was redissolved in DCM and purified by silica gel chromatography (100% hexanes, 2 min; 0-100% EtOAc/hexanes, 20 min; 100% EtOAc, 4 min) to provide Example 2 (1.5 g) as a white solid. MS (ESI) m/z: 378.4 (M+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, 2-(2H-1,2,3-Triazol-2-yl)benzoic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK SHARP & DOHME CORP.; KUDUK, Scott, D.; REGER, Thomas, S.; ROECKER, Anthony, J.; WO2015/95111; (2015); 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. 184177-83-1, name is 1-((2S,3S)-2-(Benzyloxy)pentan-3-yl)-4-(4-(4-(4-hydroxyphenyl)piperazin-1-yl)phenyl)-1H-1,2,4-triazol-5(4H)-one, A new synthetic method of this compound is introduced below., Application In Synthesis of 1-((2S,3S)-2-(Benzyloxy)pentan-3-yl)-4-(4-(4-(4-hydroxyphenyl)piperazin-1-yl)phenyl)-1H-1,2,4-triazol-5(4H)-one

100 mL three-neck flask was added 2-[(1S,2S)-1-ethyl-2-benzyloxypropyl]-2,4-dihydro-4-[4-[4-(4-hydroxyphenyl)-1-piperazinyl]phenyl]-3H-1,2,4-triazol-3-one (formula III) (6.08 g) and DMSO (30 mL) were dissolved with stirring. A 25% aqueous solution of sodium hydroxide (1.7 mL) was added and the mixture was stirred for 15 min. Add (5R)-5-(2,4-difluorophenyl)-5-(1H-1,2,4-triazol-1-yl)methyltetrahydrofuran-3-ylmethyl 4-methylbenzenesulfonate (formula IV) (6.12 g), the mixture is stirred at 40-50 C for 12-18 h. The reaction mixture was poured into water (60 mL) with vigorous stirring, stirring vigorously for 30 min, suction filtration, the filter cake was washed with water (30 mL), and dried under vacuum at 50 C to obtain 8.83 g of the compound of formula (V), yield 95.6 %.

The synthetic route of 184177-83-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Kunming Jida Pharmaceutical Co., Ltd.; Yang Zhuqi; Zhang Poyong; Sun Xiaomei; Wang Lijiang; Zhang Yun; (13 pag.)CN108239077; (2018); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 7411-23-6, name is 3,5-Dibromo-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 7411-23-6, HPLC of Formula: C2HBr2N3

An argon gas atmosphere was prepared in a reaction vessel, then, a compound MC7-a (100 g), potassium carbonate (110 g) and N,N?-dimethylformamide (500 mL) were added, and the mixture was heated up to 90 C. Thereafter, to this was added an N,N?-dimethylformamide (100 mL) solution containing a compound MC7-b (109 g), and the mixture was stirred at 100 C. for 1 hour. Thereafter, the mixture was cooled down to room temperature, ion exchanged water and chloroform were added, and the organic layer was extracted. The resultant organic layer was washed with ion exchanged water, dried over anhydrous magnesium sulfate, then, filtered through a filter paved with silica gel, and the resultant filtrate was concentrated under reduced pressure, thereby obtaining an oil. The resultant oil was purified by silica gel column chromatography (a mixed solvent of heptane and ethyl acetate), then, dried under reduced pressure at 45 C., thereby obtaining a compound MC7-c (117 g, yield: 94%) as a colorless oil. The compound MC7-c showed a HPLC area percentage value of 99.5% or more. This operation was conducted repeatedly, thereby obtaining a necessary amount of the compound MC7-c. (0446) TLC/MS (DART, positive): m/z=281.9 [M+H]+ (0447) 1H-NMR (CD2Cl2, 300 MHz): delta (ppm)=3.94 (d, 2H), 2.32-2.23 (m, 1H), 0.95 (d, 6H).

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; Sumitomo Chemical Company, Limited; ABE, Taichi; ASADA, Kohei; OHUCHI, Kazuei; (80 pag.)US2017/166599; (2017); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 7411-23-6, 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.

General procedure: 3,5-Dibromo-1,2,4-triazole (1; 658 mg, 2.9 mmol) or 3-chloro-1,2,4-triazole (300 mg, 2.9 mmol), o-quinone methide precursor 2 (2.9mmol), and K2CO3 (1.2 g, 8.7 mmol) were refluxed for 4 h in DMF (10mL). After completion of the reaction, the mixture was cooled, andpoured into H2O (30 mL). The precipitate formed was collected by filtration,washed with H2O, dried, and recrystallized.

The chemical industry reduces the impact on the environment during synthesis 3,5-Dibromo-1H-1,2,4-triazole. I believe this compound will play a more active role in future production and life.

Reference:
Article; Osipov, Dmitry V.; Osyanin, Vitaly A.; Voskressensky, Leonid G.; Klimochkin, Yuri N.; Synthesis; vol. 49; 10; (2017); p. 2286 – 2296;,
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. 41253-21-8, name is Sodium 1,2,4-triazol-1-ide, A new synthetic method of this compound is introduced below., category: Triazoles

To a solution of (-)(5R-cis)-5-(2,4-difluorophenyl)-5- (iodomethyl)tetrahydiO-3-furanmethanol (7Og) in lambdazetaiV-dimethylformamide (700 ml), 1,2,4- sodium triazole (9Og) and l,3-dimethyl-3,4,5,6-tetrahydro-2(lH)-pyrimidinone (17.7 ml) were added at ambient temperature. The resulting mixture was heated to 100 C and stirred for 24 hours. After completion of reaction (monitored by TLC),the reaction mass was cooled and quenched with demineralized water. The product was extracted with dichloromethane (2x500ml). The organic layer was treated with 6N hydrochloric acid (400 ml). The layers were separated and pH of the aqueous layer is adjusted to 8-9 with aqueous sodium hydroxide (50% w/v). The product from aqueous layer was extracted with ethyl acetate (2x500ml) and subsequently organic layer was washed with brine and dried over sodium sulfate. The solvent was removed to obtain 42g of the title compound.

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; IND-SWIFT LABORATORIES LIMITED; WO2009/141837; (2009); A2;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference of 1186050-58-7, 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 1186050-58-7 as follows.

Step 2) Synthesis of 2-fluoro-6- (2H-1, 2, 3-triazol-2-yl) benzoyl chlorideTo a solution of 2-fluoro-6- (2H-1, 2, 3-triazol-2-yl) benzoic acid (1.026 g, 4.953 mmol) in anhydrous DCM (20 mL) were added slowly sulfoxide chloride (11 mL, 150 mmol) and pyridine (0.08 mL, 1 mmol) . The reaction was heated to reflux and stirred for 3 hours, and then cooled and the solvent was removed in vacuo to give a product, which was used directly in the next step.

According to the analysis of related databases, 1186050-58-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; ZHANG, Yingjun; JIN, Chuanfei; ZHANG, Ji; (90 pag.)WO2017/88759; (2017); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics