Tag: M.W:100-200

Synthetic Route of 7343-33-1, 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. 7343-33-1, name is 5-Bromo-1H-1,2,4-triazole, This compound has unique chemical properties. The synthetic route is as follows.

Example 1Preparation of 3-bromo-1-(4-isopropoxyphenyl)-1H-1,2,4-triazole 3-bromo-1H-1,2,4-triazole (1.75 g, 11.8 mmol), copper(I) iodide (0.370 g, 1.94 mmol), cesium carbonate (4.98 g, 15.3 mmol), and 1-iodo-4-isopropoxybenzene (2.04 g, 7.78 mmol) (Katsumatu, T., et al. Macromolecular Chemistry and Physics, 2009, 210 (22), 1891-1902) was placed in dimethylsulfoxide (50 mL) and degassed with nitrogen for 10 minutes. The solution was heated at 100¡ã C. for 20 hours. After cooling to room temperature, the reaction mixture was diluted with ethyl acetate and filtered through Celite?. The resulting filter cake was rinsed with additional ethyl acetate (100 mL). The filtrate was washed with water (2*50 mL). The combined aqueous washes were neutralized with hydrochloric acid (2 N) as measured by pH paper. The aqueous solution was extracted with ethyl acetate (2*30 mL) and the organic extracts were combined, and then dried over anhydrous magnesium sulfate. The organic solution was concentrated onto Celite? and purified by silica gel chromatography using 0-100percent ethyl acetate/hexanes as eluent. The relevant fractions were concentrated to obtain the title compound as a yellow oil (0.540 g, 23percent): 1H NMR (400 MHz, CDCl3) delta 8.31 (s, 1H), 7.51 (d, J=9.1 Hz, 2H), 6.98 (d, J=9.0 Hz, 2H), 4.59 (p, J=6.1 Hz, 1H), 1.36 (d, J=6.1 Hz, 6H); ESIMS m/z 283 ([M+H]+).

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

Reference:
Patent; DOW AGROSCIENCES LLC; Fischer, Lindsey G.; Crouse, Gary D.; Sparks, Thomas C.; Goldsmith, Miriam E.; (77 pag.)US2016/24026; (2016); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 202931-88-2,Some common heterocyclic compound, 202931-88-2, name is 1-Methyl-1H-1,2,3-triazole-5-carbaldehyde, molecular formula is C4H5N3O, 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 solution of 1-methyl-1H-1 ,2,3-triazole-5-carbaldehyde (Preparation 33, 5 g, 45 mmol) and sodium hydroxide (8.59 g, 215 mmol) in water (120 ml) at 150C was added dropwise a solution of potassium permanganate (5.83 g, 36.9 mmol) in water (120 ml). The reaction was stirred at room temperature for 30 minutes and then heated to reflux for 1 hour. The reaction was filtered and the filtrate acidified to pH 3 with concentrated HCI before extracting with ethyl acetate (3 x 100 ml). The combined organic extracts were washed with saturated aqueous brine, dried over Na2SO4 and concentrated in vacuo to afford the title compound.LCMS Rt = 1.72 minMS m/z 128 [MH]+1HNMR (Cf4-CD3OD): 4.31 (s, 3H), 8.14 (s, 1 H)

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-1,2,3-triazole-5-carbaldehyde, its application will become more common.

Reference:
Patent; PFIZER LIMITED; WO2008/135826; (2008); A2;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Some common heterocyclic compound, 16681-70-2, name is 1H-[1,2,3]Triazole-4-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. Recommanded Product: 1H-[1,2,3]Triazole-4-carboxylic acid

3H-l,2,3-triazole-5-carboxylic acid (3.0 mg, 27 muiotaetaomicron) was combined with HATU (10.1 mg, 27 muiotaetaomicron) in DMF (0.5 mL); DIPEA (4.7 mu, 27 muiotaetaomicron) was added and the mixture was stirred for 5 minutes. Compound 2 (12 mg, 27 muiotaetaomicron) was dissolved in DMF (0.5 mL) and DIPEA (13.9 mu^, 80 muiotaetaomicron) and combined with the activated acid solution. The mixture was stirred for 10 minutes, at which time LCMS indicated the mass of the desired compound. The solvent was removed under reduced pressure and the residue was purified by reverse phase chromatography to yield Compound b (8 mg) as a TFA salt. MS m/z [M+H]+ calc’d for C27H33CIFN5O4, 546.22; found 546.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 16681-70-2, its application will become more common.

Reference:
Patent; THERAVANCE BIOPHARMA R&D IP, LLC; FLEURY, Melissa; BEAUSOLIEL, Anne-Marie; HUGHES, Adam D.; LONG, Daniel D.; WILTON, Donna A.A.; WO2015/116786; (2015); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 6523-49-5, name is 4-(1,2,4-Triazol-1-yl)aniline, 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 6523-49-5, HPLC of Formula: C8H8N4

3 (160 mg, 1.00 mmol), MeOH (30 mL), Tnt-i (also called Tnt-A, see above 900 mg,1.25 mmol), AcOH (Cat.), NaCNBH3 (1.5 eq), RI, 20 h. Work up and column purification afforded 700 mg of 4.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-(1,2,4-Triazol-1-yl)aniline, and friends who are interested can also refer to it.

Reference:
Patent; UNITHER VIROLOGY, LLC; RAMSTEDT, Urban; WARFIELD, Kelly Lyn; TRESTON, Anthony; (147 pag.)WO2016/73652; (2016); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 135242-93-2,Some common heterocyclic compound, 135242-93-2, name is (1-Methyl-1H-[1,2,4]triazol-3-yl)methanol, molecular formula is C4H7N3O, 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.

b N,N-Diethyl-N-[6-(1-methyl-1 H-1,2,4-triazol-3-ylmethoxy)-3-phenyl-1,2,4-triazolo[4,3-b]pyridazin-7-yl]amine To a solution of N-(6-chloro-3-phenyl-1,2,4-triazolo[4,3-b]pyridazin-7-yl)-N,N-diethylamine (180 mg, 0.33 mmol) and (1-methyl-1 H-1,2,4-triazol-3-yl)methanol (68 mg) in dry DMF (5 ml) was added sodium hydride (60% dispersion in oil, 34 mg, 0.36 mmol). The mixture was stirred at room temperature for 3 hours. The reaction mixture was diluted with water (50 ml) and extracted with dichloromethane (3*25 ml). The combined extracts were washed with brine, dried over magnesium sulphate, filtered and evaporated. The solid was recrystallized from ethyl acetate, and collected by filtration to afford the title pyridazine (81 mg, 36%). 1H NMR (500 MHz, DMSO-d6) delta1.08 (6 H, t, J=8.5 Hz), 3.31 (4 H, q, J=8.5 Hz), 3.87 (3 H, s), 5.50 (2 H, s), 7.22 (1 H, s), 7.47-7.59 (3 H, m), 8.37 (2 H, d, J=8.5 Hz), 8.51 (1 H, s). MS (ES+) 379 [MH]+.

The synthetic route of 135242-93-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Merck Sharp & Dohme Limited; US6255305; (2001); B1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

These common heterocyclic compound, 4922-98-9, name is 5-Phenyl-1H-1,2,4-triazol-3-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. Formula: C8H8N4

3-Phenyl-1,2,4-triazol-5-amine (12, 3.20 g, 20 mmol) was dissolved in cold DMF (8 mL). Carbondisulphide (1.2 mL, 20 mmol) was added drop-wise, followed by 10 N KOH solution (2 mL, 20 mmol).The reaction mixture was stirred for 1 h on an ice-bath. Iodomethane (1.25 mL, 20 mmol) was added,and stirring was continued for 10 min. Subsequently, the ice-bath was removed and the reactionmixture was stirred for 2 h. Cold water (15 mL) was added to the mixture, the yellow precipitate wasfiltered, washed with water, dried and recrystalized from EtOH. Yield 80 mg, 32%; mp 207-209 C(EtOH). 1H-NMR (300 MHz, DMSO-d6): 2.63 (3H, s, SMe), 7.47-7.57 (3H, m, H-30, H-40 and H-50),8.03 (2H, dd, J = 6.8, 3.0 Hz, H-20 and H-60), 8.64 (2H, s, NH2). 13C-NMR (75 MHz, DMSO-d6): 18.8,126.6 (2C), 128.8 (2C), 129.1, 130.6, 157.5, 158.8, 199.5. Combustion elemental analysis calculated forC10H10N4S2: C, 47.98; H, 4.03; N, 22.38. Found: C, 48.06; H, 4.12; N, 22.14.

The synthetic route of 5-Phenyl-1H-1,2,4-triazol-3-amine has been constantly updated, and we look forward to future research findings.

Reference:
Article; Junaid, Ahmad; Lim, Felicia Phei Lin; Zhou, Yvonne Peijun; Chui, Wai Keung; Dolzhenko, Anton V.; Molecules; vol. 24; 8; (2019);,
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. 16681-70-2, name is 1H-[1,2,3]Triazole-4-carboxylic acid, A new synthetic method of this compound is introduced below., category: Triazoles

[0680] Compound 3a (7.0 mg, 16 f.tmol) was combinedwithDMF (0.5 mL), lH-1,2,3-triazole-5-carboxylic acid (2.0mg, 18 flillOl), HATU (6.8 mg, 18 flillOl) and DIPEA (8.5 f.LL,49 f.tmol). The mixture was stirred for 30 minutes after whichtime LCMS showed the desired product formation. The solutionwas concentrated in vacuo to yield Compound 4a whichwas used directly in the next step.

The synthetic route of 16681-70-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; THERAVANCE BIOPHARMA R&D IP, LLC; Fleury, Melissa; Beausoliel, Anne-Marie; Hughes, Adam D.; Long, Daniel D.; Wilton, Donna A.A.; US2015/210690; (2015); 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. 626248-56-4, name is 3-(2H-1,2,3-Triazol-2-yl)aniline, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C8H8N4

Step 1 : To a solution of 4-chloro-2-(ethylthio)-6-(methylthio)pyrimidine-5- carbonitrile (930 mg, 1.83 mmol) in DMF (10 mL) was added 3-(2H-l,2,3-triazol-2- yl)aniline (750 mg, 4.69 mmol). After heating at 65 C for 5 h, it was diluted with EtOAc, washed with IN HC1, Sat NaHC03, brine, dried and concentrated to give 4-(3-(2H-l ,2,3- triazol-2-yl)phenylamino)-2-(ethylthio)-6-(methylthio)pyrimidine-5 -carbonitrile as crude product (1.27 g).

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 626248-56-4.

Reference:
Patent; PORTOLA PHARMACEUTICALS, INC.; PANDEY, Anjali; XU, Qing; HUANG, Wolin; JIA, Zhaozhong J.; SONG, Yonghong; WO2012/61415; (2012); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 135242-93-2,Some common heterocyclic compound, 135242-93-2, name is (1-Methyl-1H-[1,2,4]triazol-3-yl)methanol, molecular formula is C4H7N3O, 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 carbonyldiimidazole (CDI) (97 g, 0.6 mol), (l-methyl-l,2,4-triazol-3- yl)methanol [8] (67.7 g, 0.6 mol), and 2-MeTHF (1150 mL) was stirred at room temperature (20 C) for 2 hours. The reaction mixture was added to a stirred mixture of (S)- 1 -amino-N- (3-chloro-4-fluorophenyl)-7-fluoro-2,3-dihydro-lH-indene-4-carboxamide hydrochloride [7.HC1] (143.3 g, 0.4 mol), 2-MeTHF (860 mL), and N,N-diisopropylethylamine (129 g, 1 mol). The mixture was heated to 60 C and the contents maintained at 60 C for 6 hours. (0248) The contents were cooled to 20 C, water (285 mL) was added, and the mixture was stirred for 15 min. The layers were separated and the organic layer was washed with water two times (285 mL each time). The organic layer was filtered through a pad of CELITE, and rinsed with 145 mL 2-MeTHF (1 volume). The solution was concentrated to about 700 mL under vacuum. 2-propanol (710 mL) was added and the mixture concentrated to about 700 mL. Additional 2-propanol (710 mL) was added and the mixture concentrated to (0249) approximately 1000 mL. The slurry was heated at 45 C for 2 hours and cooled to 20 C over 1 hour. The slurry was stirred at 20 C for 2 hours, and the product filtered. The product was washed with 2-propanol two times (286 mL each wash), and the wet product was dried under vacuum to give (l-methyl-lH-l,2,4-triazol-3-yl)methyl fV)-(4-((3-chloro-4- fluorophenyl)carbamoyl)-7-fluoro-2,3-dihydro-lH-inden-l-yl)carbamate [9] as solid (144.5 g, 78.4% yield). XH NMR (400 MHz, DMSO-d6) d 10.39 (s, 1H), 8.42 (s, 1H), 8.06-7.99 (m, (0250) 1H), 7.81 (d, J = 8.8 Hz, 1H), 7.71-7.59 (m, 2H), 7.39 (t, J = 9.1 Hz, 1H), 7.14 (t, J = 8.8 Hz, 1H), 5.26 (q, J = 7.7 Hz, 1H), 4.99 (dd, J = 20.0, 12.0 Hz, 1H), 3.83 (s, 2H), 3.21 (ddd, J = 17.1, 8.8, 5.1 Hz, 1H), 3.04-2.96 (m, 1H), 2.46-2.33 (m, 1H), 1.92-1.83 (m, 1H). mp: 185.9- 186.9 C.

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]triazol-3-yl)methanol, its application will become more common.

Reference:
Patent; ARBUTUS BIOPHARMA CORPORATION; COLE, Andrew G.; KULTGEN, Steven; PAMULAPATI, Ganapati Reddy; SPINK, Jan Michelle; (76 pag.)WO2019/200114; (2019); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 63666-11-5, 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. 63666-11-5, name is Ethyl 5-amino-4H-[1,2,4]triazole-3-carboxylate belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below.

General procedure: Solution A. A solution of KOH (0.56 g, 0.01 mol) and potassium salt of ethyl nitrocyanoacetate (1.96 g, 0.01 mol) in2 (8 ml) was stirred at room temperature for 3 h, then kept overnight. 4 M aqueous KOAc (8 ml, 0.03 mol) was added to the resulting solution, and the mixture cooled to 5. A mixture of 3-aminoazole 1a-i (0.010 mol), EtOH (10 ml),H2O (10 ml), and concentrated HCl (2.5 ml, 0.030 mol)was treated with a solution of NaNO2 (0.759 g, 0.011 mol)in H2O (3 ml) at -5 . The reaction mixture was kept at this temperature for 10 min, then added to the solution A. The mixture was kept at room temperature for 1 h; the formed precipitate was filtered, stirred with 40% aqueous H2SO4 (10 ml) (AcOH (10 ml) was used for compound 4e), filtered, and dried. The obtained hydrazone 3a-i was heated under reflux in DMF for 3 h. The solvent was evaporated, the residue triturated in water, filtered, and dried.

The synthetic route of Ethyl 5-amino-4H-[1,2,4]triazole-3-carboxylate has been constantly updated, and we look forward to future research findings.

Reference:
Article; Voinkov, Egor K.; Ulomskiy, Eugeny N.; Rusinov, Vladimir L.; Chupakhin, Oleg N.; Gorbunov, Evgeny B.; Drokin, Roman A.; Fedotov, Victor V.; Chemistry of Heterocyclic Compounds; vol. 51; 11-12; (2015); p. 1057 – 1060; Khim. Geterotsikl. Soedin.; vol. 51; 11-12; (2015); p. 1057 – 1060,4;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics