Tag: M.W:100-200

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. 4928-87-4, name is 1,2,4-Triazole-3-carboxylic acid, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of 1,2,4-Triazole-3-carboxylic acid

To a mixture of 1H-1,2,4-triazole-3-carboxylic acid (118 mg, 1.044 mmol) and HATU (429 mg, 1.13 mmol) in DMF (2.2 mL) was added DIPEA (325 muL, 1.87 mmol) and the mixture was stirred for 15 min. Then tert-butyl 2,2-dimethylpiperazine-1- carboxylate (200 mg, 0.93 mmol) is added followed by DIPEA (240 muL, 1.38 mmol) and the mixture was stirred for another 90 min. Saturated NH4Cl was added (5 mL), followed by EtOAc (10 mL). The layers were separated and the aqueous layer extracted with EtOAc (2 x 5 mL). The combined organic extracts were washed with brine (5 mL), dried over Na2SO4, filtered and concentrated. The residue was purified by flash chromatography on silica gel eluting with 0-15% MeOH: DCM affording the title compound (263 mg, 91% yield) as an off-white solid. ESI-MS m/z calc.309.18008, found 310.35 (M+1)+ Retention time: 1.22 minutes using method C

According to the analysis of related databases, 4928-87-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; SAYEGH, Camil Elie; STURINO, Claudio; FOURNIER, Pierre-Andre; LACOSTE, Jean-Eric; DIETRICH, Evelyne; MARTEL, Julien; VALLEE, Frederic; (494 pag.)WO2016/154075; (2016); 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 7343-33-1 as follows. Recommanded Product: 5-Bromo-1H-1,2,4-triazole

To a 250 mL reaction flask was added 3-bromo-1H-1,2,4-triazole (5 g, 33.8 mmol), CuI (0.644 g, 3.38 mmol) and Cs2CO3 (11.01 g, 33.8 mmol). The flask was evacuated/backfilled with nitrogen gas, and then DMSO (33.8 ml) and 1-iodo-4-(trifluoromethoxy)benzene (4.87 g, 16.90 mmol) were added. The reaction mixture was heated to 100¡ã C. for 20 hours (h). The reaction wascooled to room temperature (RT), diluted with EtOAc and filtered through a plug of Celite?. The Celite? was further washed with EtOAc. Water was added to the combined organics, and the layers were separated. The aqueous phase was neutralized to pH 7, and further extracted with EtOAc. The combined organics were concentrated in vacuo. Purification via flash column chromatography using EtOAc/hexanes as eluent provided the title compound as an off-white solid (3.78 g, 73percent): mp 69-70¡ã C.; 1H NMR (400 MHz, CDCl3) delta 8.44 (s, 1H), 7.70 (d, J=8.9 Hz, 2H), 7.38 (d, J=8.5 Hz, 2H); 19F NMR (376 MHz, CDCl3) delta-58.04; EIMS m/z 307 ([M]+)

According to the analysis of related databases, 7343-33-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Dow AgroSciences LLC; GIAMPIETRO, Natalie C.; CROUSE, Gary D.; US2014/275556; (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. 16681-70-2, name is 1H-[1,2,3]Triazole-4-carboxylic acid, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 16681-70-2

H. (2S,4R)-5-Biphenyl-4-yl-2-hydroxymethyl-2-methyl-4-[(3H-[1,2,3]triazole-4-carbonyl)-amino]-pentanoic acid isopropyl ester (R4=H; R7=-CH(CH3)2) (2S,4R)-4-Amino-5-biphenyl-4-yl-2-hydroxymethyl-2-methyl-pentanoic acid (76 mg, 242 mumol) in MeCN (0.4 mL, 8 mmol) and 4 M HCl in 1,4-dioxane (242 muL, 969 mumol) was combined with propan-2-ol (0.5 mL) at 60 C. The resulting mixture was stirred until solid precipitation was observed (~30 minutes). The solvent was evaporated under vacuum and the solids were azeotroped in toluene and dried under vacuum. 1,2,3-Triazole-4-carboxylic acid (0.0274 g, 0.242 mmol), DIPEA (169 muL, 969 mumol) and HATU (92 mg, 242 mumol) were combined in DMF (0.2 mL) and stirred for 5 minutes at room temperature. This was then combined with the dried solids, predissolved in DMF (0.2 mL) and DIPEA (0.5 eq.). The resulting mixture was stirred for 15 minutes and the reaction was quenched with AcOH. The product was purified by preparative HPLC and lyophilized to yield the title compound (38 mg; purity 95%). MS m/z [M+H]+ calc’d for C25H30N4O4, 451.23. found 451.4.

According to the analysis of related databases, 16681-70-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; THERAVANCE, INC.; US2012/213806; (2012); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 202931-88-2, name is 1-Methyl-1H-1,2,3-triazole-5-carbaldehyde, 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 202931-88-2, SDS of cas: 202931-88-2

A solution of n-butyllithium in hexanes (1.6 M, 0.71 mE, 1.1 mmol) was added dropwise to a stirring solution of 3-(4-(i R-pyrazol- 1 -yl)benzyl)-6-bromo-4-chloro-2-meth- oxyquinoline (490 mg, 1.1 mmol, Intermediate 4: step d) in tetrahydrofuran (ii mE) at -78C. Afier 2 minutes, a solution of i-methyl-i R-i ,2,3-triazole-5-carbaldehyde (140 mg, 1.1 mmol, Intermediate 18) in tetrahydrofuran (1 mE) was added dropwise. After 5 minutes, the flask was placed into an ice- water bath. Afier 1 hour, water (10 mE) and ethyl acetate (60 mE) were added. The biphasic mixture was stirred for 10 minutes. Ralf-saturated aqueous sodium chloride solution (50 mE) was added and the layers were separated. The organic layer was dried with sodium sulfate and the dried solution was filtered. Silica gel (4 g) was added to the filtrate and the mixture was concentrated by rotary evaporation to afford a free-flowing powder. The powder was loaded onto a silica gel column for flash column chromatography purification. Elution with 100% hexanes initially, grading to 100% ethyl acetate provided the title compound as a white foamwhich was impure. The foam was suspended in methanol (20 mE) and the suspension was sonicated for 5 minutes. The solids were collected by filtration and rinsed with methanol (5 mE). The collected solids were dried to provide the title compound as a white solid. ?H NMR (600 MHz, DMSO-d5) oeppm 8.42 (d, J=2.5 Hz, 1H), 8.21 (d, J=i.8 Hz, 1H), 7.86 (d, J=8.6 Hz, 1H), 7.75-7.71 (m, 2H), 7.72-7.67 (m, 2H), 7.37- 7.32 (m, 3H), 6.55 (d, J=5.2 Hz, 1H), 6.53-6.49 (m, 1H), 6.22 (d, J=5.2 Hz, 1H), 4.30 (s, 2H), 4.04 (s, 3H), 3.97 (s, 3H); MS (ESI): mass calcd. for C24H2,C1N602, 460.1; mlz found, 461.1 [M+H].

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; 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.; US2015/105372; (2015); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference of 13423-60-4, 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. 13423-60-4, name is 1-Phenyl-1H-1,2,4-triazole, This compound has unique chemical properties. The synthetic route is as follows.

EXAMPLE 111 1-phenyl-4-(tetradec-1-yl)triazolium bromide 0.300 g (0.002 mol) 1-phenyltriazole 1 and 1.500 g (0.006 mol) 1-bromotetradecane 2 were dissolved in a pressure tube in 7 ml THF. The reaction mixture was stirred 4 d at 110 C. THF was removed because of the parallel positive experiences of solvent-free synthesis and the mixture stirred for 4 h at 110 C. To the obtained solid 10 ml petroleum ether was added. The product is filtered off, washed with petroleum ether, and dried in high vacuum. M 422.53 C22H36N3Br Yield: 0.4632 g (59%) 1H-NMR DM-108 (300 MHz/DMSO): (ppm)=0.86 (t, 3H, 20-H); 1.25 (m, 24H, 9-19-H); 1.94 (q, 2H, 8-H); 4.32 (t, 2H, 7-H); 7.70 (m, 3H, 5/5’/6H); 7.96 (d, 2H, 4/4′-H); 9.50 (s, 1H, 1-H); 10.97 (s, 1H, 2-H) 13C-NMR DM-108 (75.475 MHz/DMSO):

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

Reference:
Patent; TECHNISCHE UNIVERSITAET DRESDEN; US2011/105761; (2011); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 15988-11-1, These common heterocyclic compound, 15988-11-1, name is 4-Phenyl-1,2,4-triazolidine-3,5-dione, 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: A mixture of dimedone (1 mmol), aldehyde or isatin (1 mmol) and 4-phenylurazole (1 mmol), and catalyst (0.01 g, 5 mol%) in water (5 mL) was refluxed. After completion of the reaction that was monitored by TLC (EtOAc:n-hexane, 1:3), the reaction mixture was cooled to room temperature. Then, the precipitated product was filtered and washed with water and cooled with ethanol to afford the pure product.

Statistics shows that 4-Phenyl-1,2,4-triazolidine-3,5-dione is playing an increasingly important role. we look forward to future research findings about 15988-11-1.

Reference:
Article; Seyyedhamzeh, Mozhdeh; Shaabani, Shabnam; Hamidzad Sangachin, Mona; Shaabani, Ahmad; Research on Chemical Intermediates; vol. 42; 4; (2016); p. 2845 – 2855;,
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 6818-99-1 as follows. Recommanded Product: 3-Chloro-1,2,4-triazole

2- [6-Chloro-3- (ethanesulfonyl) pyridin-2-yl] -3-methyl-6- (trifluoromethyl)-3H-imidazo [4,5-b] pyridine 500 mg, 60% sodium hydride (oil) 60 mg, and mixtures DMF2.5mL, was added under ice-cooling 3-chloro-1H-1,2,4-triazole 141 mg. After stirring under ice-cooling for 2.5 hours, then poured a saturated layer solution to the reaction mixture, followed by extraction with ethyl acetate. The organic layer was washed with water, and saturated brine, and dried with anhydrous sodium sulfate. The resulting organic layer was dried under reduced pressure. The resulting residue was subjected to silica gel chromatography to obtain 435mg of the compound of the present invention beta2 referred to below.

According to the analysis of related databases, 6818-99-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SUMITOMO CHEMICAL COMPANY LIMITED; NAKAJIMA, YUJI; OKAWARA, YUICHI; (263 pag.)JP2016/102104; (2016); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference of 4928-87-4,Some common heterocyclic compound, 4928-87-4, name is 1,2,4-Triazole-3-carboxylic acid, molecular formula is C3H3N3O2, 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 14 Synthesis of 1 -(5-((1 R, 3s, 5S)-8-(4H-1 ,2, 4-triazole-3-carbonyl)-8- azabicyclo[3.2.1 ]octan-3-yl)-7-amino-3-(6-phenylpyridin-3-yl)pyrazolo[1,5- a]pyrimidin-6-yl)ethanoneA mixture of 1 H-1 ,2,4-triazole-3-carboxylic acid (29.4 mg, 0.26 mmol), EDCI (76.7 mg, 0.4mmol), and 1-hydroxybenzotriazole (27 mg, 0.2 mmol) in DMF (2 ml) was stirred at room temperature for 10min. Compound 1-(7-amino-5-((1 R,3s,5S)-8- azabicyclo[3.2.1]octan-3-yl)-3-(6-phenylpyridin-3-yl)pyrazolo[1 ,5-a]pyrimidin-6- yl)ethanone hydrochloride (0.2 mmol) was added followed by N,N- diisopropylethylamine (0.17 ml, 1 mmol). It was stirred further for 20min at room temperature at which time LC/MS analysis confirmed full consumption of starting material. This crude compound was submitted to the analytical group for purification to afford the desired product. LC/MS RT = 2.42 min. Mass calculated for M+H 534.2, observed 534.2.

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

Reference:
Patent; MERCK SHARP & DOHME CORP.; SCHERING CORPORATION; SIDDIQUI, M. Arshad; NAN, Yang; PATEL, Mehul, F.; REDDY, Panduranga Adulla P.; MANSOOR, Umar Faruk; MENG, Zhaoyang; VITHARANA, Lalanthi Dilrukshi; ZHAO, Lianyun; MANDAL, Amit, K.; LIU, Duan; TANG, Shuyi; MCRINER, Andrew; BELANGER, David, B.; CURRAN, Patrick, J.; DAI, Chaoyang; ANGELES, Angie, R.; YANG, Liping; DANIELS, Matthew Hersh; WO2011/90935; (2011); 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. 15988-11-1, name is 4-Phenyl-1,2,4-triazolidine-3,5-dione, This compound has unique chemical properties. The synthetic route is as follows., name: 4-Phenyl-1,2,4-triazolidine-3,5-dione

General procedure: Dimedone (0.14 g, 1 mmol), benzaldehyde (0.1 g, 1 mmol), and 4-phenylurazole (0.177 g, 1 mmol) were mixed with PEG-SO3H (0.6 g, 0.1 mmol) and the obtained mixture was stirred magnetically at 80 C for 40 min. After the completion of the reaction warm water (20 mL) was added and the mixture stirred for about 5 min. The insoluble crude product was filtered and recrystallized from EtOH/H2O 4:1 and the pure product was obtained (0.352 g, 91%). In order to recover the catalyst, the filtrate was dried under reduced pressure and recovered catalyst was washed with diethyl ether and reused after drying under reduced pressure. The equivalent procedure was used for the synthesis of triazolo[1,2-a]indazole-tetraones.

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 15988-11-1.

Reference:
Article; Hasaninejad, Alireza; Zare, Abdolkarim; Shekouhy, Mohsen; Tetrahedron; vol. 67; 2; (2011); p. 390 – 400;,
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. 1001401-62-2, name is 2-(2H-1,2,3-Triazol-2-yl)benzoic acid, A new synthetic method of this compound is introduced below., Safety of 2-(2H-1,2,3-Triazol-2-yl)benzoic acid

A solution of 2-(2H-1,2,3-triazol-2-yl)benzoic acid (227 mg, 1.2 mmol) in 2 mL ofSOC12 was heated at 50 C for 30 mins. After cooling to RT, the mixture was concentrated invacuo. A solution of the product from step 4 (80.0 mg, 0.41 mmol) and TEA (121 mg, 1.2 mmol) in DCM (3 mL) at 0 C was stirred for 10 mm and a solution of the above residue inDCM (1 mL) was added dropwise at 0 C. The mixture was stirred for 40 mins at 0 C. The mixture was concentrated in vacuo. The residue was purified by silica gel columnchromatography (20% EtOAc in petroleum ether) to give the title compound as a solid. LRMS m/z (M+H) 331.2 found, 331.2 required.

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; MERCK SHARP & DOHME CORP.; KUDUK, Scott, D.; LIVERTON, Nigel; LUO, Yunfu; (58 pag.)WO2016/89722; (2016); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics