Tag: M.W=0-100

Synthetic Route of 288-36-8,Some common heterocyclic compound, 288-36-8, name is 1H-1,2,3-Triazole, molecular formula is C2H3N3, 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 NaOH (37.86 g, 946.5 mmol), sodium iodide (94.65 g, 631.5 mmol) and 1H-[1,2,3]Triazole (61.03 g, 883.6 mmol) in 2-methyl-2-butanol (750 mL) was refluxed for 1 h under an inert atmosphere. After cooling to room temperature the methane sulfonate (94.18 g, 631.2 mmol) was added within 5 minutes. The resulting suspension was then heated to reflux for 3 hours, cooled to room temperature and concentrated on a rotary evaporator at 45 C. Water (500 mL) and dichloromethane (1 L) were added and the organic phase was separated, dried over sodium sulfate and the volatiles removed at 30 C. The residue was distilled at 1.5 mbar. A forerun was collected at 20-70 C. The main fraction distilled at 123-129 C. as a colourless, turbid liquid. After filtration over Celite 1-But-3-ynyl-1H-[1,2,3]triazole was obtained as a colourless liquid (29.8 g, 40%). The content according to GC/FID was >98%. 1H-NMR (CDCl) delta=2.05 (t, 1H, C-CH), 2.75 (dt, 2H, CH2-C?CH), 4.5 (t, 2H, CH2-triazole), 7.65 (s, 1H, triazole), 7.70 (s, 1H, triazole).

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

Reference:
Patent; Friess, Thomas; Reiff, Ulrike; Rueth, Matthias; Voss, Edgar; US2006/63812; (2006); 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 288-36-8 as follows. Product Details of 288-36-8

A mixture of 2,3-dichloro-5-nitropyridine (50 g, 259.08 mmol), 1H-1,2,3-triazole (19.683 g, 284.99 mmol), potassium carbonate (46.549 g, 336.81 mmol) and CH3CN (200 mL) was heated to 40 C. and stirred overnight. Ethyl acetate (500 mL) was added. The mixture was washed with water (500 mL*2) and brine (500 mL), dried over anhydrous Na2SO4, filtered, and concentrated to dryness under reduced pressure. The residue was triturated with DCM (100 mL), filtered, and the solid was collected to afford compound INT2A (40 g, 68%) as an off-white solid. LC-MS: (ES, m/z): [M+1]+ 225.9. 1H NMR (400 MHz, DMSO-d6) delta ppm 9.40 (d, J=2.0 Hz, 1H), 9.15 (d, J=2.0 Hz, 1H), 8.33 (s, 2H).

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; Janssen Pharmaceutica NV; Lu, Tianbao; Connolly, Peter J.; Cummings, Maxwell David; Barbay, Joseph Kent; Kreutter, Kevin D.; Wu, Tongfei; Diels, Gaston Stanislas Marcella; Thuring, Jan Willem; Philippar, Ulrike; Edwards, James Patrick; Shen, Fang; (202 pag.)US2019/381019; (2019); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 61-82-5, These common heterocyclic compound, 61-82-5, name is 1H-1,2,4-Triazol-5-amine, 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: To a mixture of dimedone (1 mmol), aldehyde (1 mmol), 2-aminobenzimidazole or 3-amino-1,2,4-triazole (1 mmol)and nano-SiO2 (15 mol %) in the acetonitrile (5 mL) was stirred for appropriate time (Table 2) at 25-30 C. After the completion of the reaction as indicated by TLC, dichloromethane (CH2Cl2) was added to the solidified mixture and the insoluble catalyst was separated by filtration. Evaporation of the solvent from the filtrate and recrystallization of the solid residue from hot ethanol afforded the pure products in high yields.

Statistics shows that 1H-1,2,4-Triazol-5-amine is playing an increasingly important role. we look forward to future research findings about 61-82-5.

Reference:
Article; Mousavi, Mir Rasul; Maghsoodlou, Malek Taher; Journal of the Iranian Chemical Society; vol. 12; 5; (2015); p. 743 – 749;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

4923-01-7, name is 5-Methyl-4H-1,2,4-triazol-3-amine, 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. SDS of cas: 4923-01-7

General procedure: Method I. A mixture of Py (4.4 ml) and AcOH (3.0 ml) was stirred and treated by the addition of 5-aminoazole1a-h (0.01 mol) and (2E)-(3-morpholin-4-yl)-acrylonitrile (2) (1.38 g, 0.01 mol). The obtained mixture was refluxed at 150C for 5 h. After refluxing, the mixture was cooled. The precipitate that formed was filtered off, washed with a small amount of EtOH, and dried. Method II. A solution (or suspension) of the appropriate aminoazole 1a-h (0.01 mol) in solvent (15 ml) (EtOH in the case of compound 3a, dioxane in the case of compounds 3b-h) was stirred at 50C and treated by adding 3,3-diethoxypropionitrile (4) (1.5 ml, 0.01 mol), then 36% HCl solution (0.86 ml, 0.01 mol). The reaction mixture was refluxed for 2.5-3 h, the suspension (or solution) was cooled to room temperature, and the target product was isolated by the method indicated for each particular compound.

The synthetic route of 4923-01-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Gazizov, Denis A.; Fedotov, Victor V.; Gorbunov, Evgeny B.; Ulomskiy, Evgeny N.; Yeltsov, Oleg S.; Rusinov, Gennady L.; Rusinov, Vladimir L.; Chemistry of Heterocyclic Compounds; vol. 55; 6; (2019); p. 573 – 577; Khim. Geterotsikl. Soedin.; vol. 55; 6; (2019); p. 573 – 577,5;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 60166-43-0, name is 1,4-Dimethyl-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 60166-43-0, Safety of 1,4-Dimethyl-1H-1,2,3-triazole

1,4-Dimethyl-1H-1,2,3-triazole (27.4 mg, 0.282 mmol), potassium acetate (92 mg,0.939 mmol), PdOAc2 (4.22 mg, 0.019 mmol), (1S,4r)-4-(5-bromo-2-((5)-1-(3,4- difluorophenyl)-5 -oxopyrrolidin-2-yl)- 1H-benzo[d] imidazol- 1 -yl)cyclohexyl acetate (100 mg, 0.188 mmol) and cataCXium A (13.47 mg, 0.038 mmol) were suspended in 2-methylbutan-2-ol (1234 pi, 11.27 mmol) under nitrogen. The reaction mixture was purged with nitrogen for 5 mm and then heated to 100C for 18 h. The reaction was cooled to RT and partitioned between EtOAc (40 mL) and water (30 mL). The organicphase was separated, washed with brine (25 mL) and then dried over MgSO4, filtered and concentrated in vacuo to afford a yellow oil, which was purified by chromatography on silica gel (24 g column, 0-5% MeOHIDCM) to afford (1S,4r)-4-(2-((5)-1-(3,4- difluorophenyl)-5 -oxopyrrolidin-2-yl)-5 -(1 ,4-dimethyl- 1 H- 1,2,3 -triazol-5 -yl)- 1H- benzo[d]imidazol-1-yl)cyclohexyl acetate (38 mg, 36%) as a colourless solid; Rt 1.93mm (method 1), m/z 549; 1H NMR (d6-DMSO) : 8.06 (1H, d, J=8.6 Hz), 7.84 (1H,ddd, J13.3, 7.4, 2.7 Hz), 7.73 (1H, d, J1.6 Hz), 7.38 (1H, dt, J=10.6, 9.2 Hz), 7.24(1H, dd, J=8.5, 1.7 Hz), 7.16 (OH, d, J=9.3 Hz), 6.13 (1H, d, J7.4 Hz), 5.06-4.94 (1H,m), 4.60 (1H, t, J=12.5 Hz), 3.90 (3H, s), 2.81 – 2.53 (3H, m), 2.48 – 2.39 (2H, m), 2.19(3H, s), 2.15 -2.05 (4H, m), 2.04 (3H, s), 1.98 – 1.88 (1H, m), 1.88 – 1.79 (1H, m), 1.79- 1.63 (2H, m).

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

Reference:
Patent; CELLCENTRIC LTD; PEGG, Neil Anthony; TADDEI, David Michel Adrien; SHANNON, Jonathan; PAOLETTA, Silvia; QIN, Ting; HARBOTTLE, Gareth; (95 pag.)WO2018/73587; (2018); 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 1455-77-2 as follows. category: Triazoles

1H-1,2,4-Triazole-3,5-diamine (12.4 g, 0.125 mol) was dissolved in AcOH (50 ml), and diethyl 2-(ethoxymethylene)malonate (32.5 g, 0.15 mol) was added. The solution was refluxed overnight, then cooled, filtered, and dried to give Key Intermediate VI (22 g, 79percent) as a white solid.

According to the analysis of related databases, 1455-77-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; WOLKERSTORFER, Andrea; Szolar, Oliver; Handler, Norbert; Cusack, Stephen; Sauvaitre, Thibault; Simon, Celine; Morice, Christophe; Giethlen, Bruno; Langer, Thierry; Smith, Mark; So, Sung-Sau; Classen-Houben, Dirk; Buschmann, Helmut; US2013/317021; (2013); 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. 1455-77-2, name is 3,5-Diamino-1,2,4-triazole, A new synthetic method of this compound is introduced below., HPLC of Formula: C2H5N5

EXAMPLE 31 3,5-Diamino-1-[methylamino(thiocarbonyl)]-1H-1,2,4-triazole The synthesis method of Example 1-(3) was applied. 3,5-Diamino-1H-1,2,4-triazole (11.0 g), dimethylformamide (100 ml) and methyl isothiocyanate (10.0 g) were used as reagents. After the reaction, recrystallization from ethyl acetate gave 13.0 g of white powdery crystals (yield (68percent). Melting point: 176°-178° C. IR (KBr): 3430, 3280, 1620, 1520 cm-1 1 H-NMR (DMSO-d6) delta: 2.98 (3H, d, J=4.4 Hz), 5.63 (2H, brs), 8.14 (2H, brs),9.19 (1H, m)

The synthetic route of 1455-77-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; The Green Cross Corporation; US5750545; (1998); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference of 16681-65-5, 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. 16681-65-5 name is 1-Methyl-1H-1,2,3-triazole, 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.

A solution of 1-methyl-1H-1,2,3-triazole (0.954 g, 11.4 mmol) (PCT Int. Appl., 2008098104; also commercially available from Matrix Scientific) in THF (22 mL) was stirred at -70 C. under argon while n-BuLi (2.56 M in hexanes; 4.29 mL, 11.0 mmol) was added dropwise over 5 min. After stirring for another 5 min, a solution of ethyl methoxy(methyl)carbamate (0.665 g, 4.99 mmol) (commercially available from Aldrich) in THF (3 mL) was added dropwise over 5 min. After stirring at -70 C. for an additional 5 min, the cold bath was removed and the light slurry was allowed to warm to room temperature with stirring for 1 hour 20 min. The reaction was then quenched at room temperature with 5 M NH4Cl (3 mL) and the aqueous layer was extracted with THF (1×6 mL). The combined organic layers were dried (Na2SO4), filtered, and concentrated. A portion of the residue was crystallized from 30 mL toluene to provide, after washing the filter cake with ether (1×3 mL) and heptane (1×3 mL), the title compound as blunt needles.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Methyl-1H-1,2,3-triazole, and friends who are interested can also refer to 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; Mirzadegan, Taraneh; Ganamet, Kelly; US2014/107097; (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. 7343-34-2, name is 3,5-Dimethyl-4H-1,2,4-triazole, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 3,5-Dimethyl-4H-1,2,4-triazole

Step 2: Benzyl 2-(3,5-dimethyl-1H-1,2,4-triazol-1-yl)-3-oxobutanoate To a stirring solution of 3,5-dimethyl-1-H-[1,2,4]-triazole (0.502 g, 5.16 mmol) in THF (36.9 ml) was added NaH (0.199 g, 4.98 mmol). After stirring at RT for 10 mins 2-bromo-3-oxo-butyric acid benzyl ester (step 1) (1.0 g, 3.69 mmol) was added. The mixture was stirred at 40° C. for 30 mins and then allowed to cool to RT. The mixture was absorbed onto silica and purification by chromatography on silica eluting with 0-10percent DCM/MeOH afforded the title compound as an orange oil ; LC-MS Rt 1.95 mins; MS m/z 288.3 [M+H]+; Method LowpH_v001.

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 7343-34-2.

Reference:
Patent; Devereux, Nicholas James; McKenna, Jeffrey; US2011/190360; (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. 41253-21-8, name is Sodium 1,2,4-triazol-1-ide, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C2H2N3Na

10.0 g of the compound of formula (FF) as oil, as obtained according to ReferenceExample 1.1. e, were dissolved in 80 ml of DMSO under stirring. Then, 10 g of the sodium salt of 1,2,4-triazole were added at 25 to 30 C, and the resulting reaction mixture was stirred for 24 hours at 85 to 90 C. The mixture was then cooled to 25 to 30 C, and 25 ml of 5 % (w/v) aqueous solution of sodium hydroxide were added. The mixture was then stirred for 3 hours at 25 to 30 C. 100 ml of water were added, and the product was extracted into 150 ml of methyl tetrahydrofuran. The thus obtained organic layer was washed with a 10 % (w/v) aqueous solution of sodium chloride, and subsequently the solvents of the resulting separated organic layer were removed by distillation under reduced pressure to obtain the title compound of formula (GG) as a crude oil. The yield was 6.0 g, corresponding to a theoretical value of 86.0 %.

According to the analysis of related databases, 41253-21-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SANDOZ AG; WILHELM, Thorsten; LANGNER, Martin; WO2012/172015; (2012); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics