Tag: M.W:200-300

Related Products of 1533519-84-4,Some common heterocyclic compound, 1533519-84-4, name is 4-(4-Cyclopropylnaphthalen-1-yl)-1H-1,2,4-triazole-5(4H)-thione, molecular formula is C15H13N3S, 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 8. Preparation of methyl 2-((4-(4-cyclopropylnaphthalen-l-yl)-4H-l,2,4-triazol-3-yl)thio)acetate [073] To a round bottom flask added 4-(4-cyclopropyl-l-yl)-4H-l, 2,4-triazole-3-thiophenol (54.0 g), acetone/water (500 mL/25 mL), methyl chloroacetate (17.8 mL) and potassium carbonate (33.5 g) to form a mixture, the mixture was heated to about 40C, after stirred for about 6 hours, the mixture was cooled to room temperature (about 19C), then was added water (about 400 mL), stirred for about 5 minutes followed by removing acetone, filtered, the filter cake was washed with water and dried in vacuum at about 50C for about 12 hours to obtain methyl 2-((4-(4-cyclopropylnaphthalen-l-yl)-4H-l,2,4-triazol-3-yl)thio)acetate 65.0 g, yield 90%. LC-Ms: m/z (ESI): 402 (M+H)+, 1H MR (400 MHz, CDC13): delta 8.54 (d, J=8.0 Hz, 1 H), 8.32 (s, 1 H), 7.66 (m, 1 H), 7.54 (m, 1 H), 7.34-7.41 (m, 5 H), 7.23 (m, 1 H), 7.10 (m, 2H), 4.30 (dd, J=8.0, 12 Hz, 2 H), 2.43 (m, 1 H), 1.17 (m, 2 H), 0.86 (m, 2 H).

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

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; CHEN, Weiqiang; LUO, Jian; LIU, Lixue; FAN, Yuping; WO2014/198241; (2014); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

1533519-84-4, name is 4-(4-Cyclopropylnaphthalen-1-yl)-1H-1,2,4-triazole-5(4H)-thione, belongs to triazoles compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. 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 118863-62-0, These common heterocyclic compound, 118863-62-0, name is 3-(4-Bromophenyl)-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.

To a mixture of ethyl 4-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2-yi)-7-[4- (trifluoromethyl)phenyl]-2-naphthoate (50 mg, 0.106 mmol) from Example 3, Step 1, PdCl2CdPPf)-CH2Cl2 adduct (8.68 mg, 10.63 mumol), 3-(4-bromophenyl)-lH-l,2,4-triazole (35.7 mg, 0.159 mmol) under vacuum, was added DMF (2 mL) and 2 M potassium carbonate (0.159 ml, 0.319 mmol). The mixture was stirred under a nitrogen atmosphere at 90 0C for 3 h. The reaction was worked up by the addition of water, extracted with ethyl acetate, dried over Na2SO4, and evaporated. The residue was purified by Combiflash chromatography (0- 100%EtOAc/hexane) to afford the desired intermediate ester. The ester was dissolved in 2 mL of THF and ImL of MeOH and treated with 1 mL of 2 N KOH at rt for 3 h. The reaction was worked up by the addition of aqueous citric acid, extracted with ethyl acetate, dried over Na2SO4, and evaporated. The residue was purified by Combiflash chromatography (0-30% solvent A/DCM with solvent A being a mixture of concentrated ammonia and MeOH (1 :4)) to afford the desired 4-[4-(4H”-[l,2,4]triazol-3-yl)-phenyl]-7-(4-trifluoromethylphenyl)-2-naphthoic acid as a solid. MS: M+H(+ESI)= 460.0 and M-H(-ESI)= 458.0.

Statistics shows that 3-(4-Bromophenyl)-1H-[1,2,4]triazole is playing an increasingly important role. we look forward to future research findings about 118863-62-0.

Reference:
Patent; MERCK FROSST CANADA LTD.; WO2009/70873; (2009); 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. 74733-90-7, name is 2-(4-Bromophenyl)-2H-1,2,3-triazole, This compound has unique chemical properties. The synthetic route is as follows., category: Triazoles

General procedure: To a 15 ml tube was added 1a (50 mg, 0.31mmol), 2a (118.5 mg, 0.37 mmol), [Cp*RhCl2]2 (9.70 mg 5 mol%), AgNTf2(12.2 mg 10 mol%) in DCE (3.0 mL), The tube was sealed and stirred at 100 C for 24 h. After completion, the reaction mixture was concentrated in vacuo and purified by silica gel column chromatography (80:1 DCM/MeOH) to provide the product 3aa 128.4 mg (pale brown oil) in 93% yield.

According to the analysis of related databases, 74733-90-7, the application of this compound in the production field has become more and more popular.

Reference:
Article; Yu, Zhu-Jun; Zhang, Chen; Li, Jiang-Lian; Liu, Yan-Zhao; Yu, Xin-Ling; Guo, Li; Li, Guo-Bo; Wu, Yong; Tetrahedron Letters; vol. 59; 29; (2018); p. 2816 – 2819;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference of 1257633-67-2,Some common heterocyclic compound, 1257633-67-2, name is 1-(tert-Butyl)-4-(diethoxymethyl)-1H-1,2,3-triazole, molecular formula is C11H21N3O2, 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 a 50-mL round bottom flask was added a solution of 1-tert-butyl-4-(diethoxymethyl)-1H-1,2,3-triazole (1.28 g, 5.63 mmol) in dichloromethane (6.0 mL), followed by addition of water (3.0 mL) and trifluoroacetic acid (1.0 mL) The reaction mixture was stirred vigorously under nitrogen for 3 h and then was diluted with EtOAc (100 mL), washed with sat aq NaHCO3 (3¡Á40 mL) and brine (40 mL). The combined organic phases were dried over anhydrous MgSO4, filtered. Solvent was removed and the residue was used in the next step without purification. 1H NMR complies with the reported value.

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

Reference:
Patent; UNIVERSITY OF PITTSBURGH – OF THE COMMONWEALTH SYSTEM OF HIGHER EDUCACATION; Zeng, Dexing; (26 pag.)US2017/297008; (2017); A1;,
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

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

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

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

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