Triazoles

Synthetic Route of 61-82-5,Some common heterocyclic compound, 61-82-5, name is 1H-1,2,4-Triazol-5-amine, molecular formula is C2H4N4, 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: 20 mg of gamma-Fe2O3Ph-PMO-NaHSO4 was added to a roundbottomflask containing an aromatic aldehyde (1 mmol), 3-amino-1,2,4-triazole 2 (1.0 mmol), b-diketones (dimedone 3, 1,3-cyclohexadione 4 or ethyl acetoacetate 5) (1.0 mmol) and stirredunder solvent-free conditions at 100 C in certain times. Meanwhile,the progress of the reactionwas indicated by TLC (n-hexane:ethyl acetate; 7:3). With completing the reaction, 3ml ethanol waspoured and the magnetic nanocomposite was separated in thepresence of a magnetic stirring bar; the reaction mixture becameclear. The crude product was recrystallized from ethanol to give thepure product. The pure products were characterized by conventionalspectroscopic methods. Physical and spectral data for theselected compounds are represented below.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1H-1,2,4-Triazol-5-amine, its application will become more common.

Reference:
Article; Haghighat, Mahdieh; Shirini, Farhad; Golshekan, Mostafa; Journal of Molecular Structure; vol. 1171; (2018); p. 168 – 178;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 930-33-6, 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. 930-33-6, name is 1H-1,2,4-Triazol-3(2H)-one belongs to Triazoles compound, it is a common compound, a new synthetic route is introduced below.

5-[5-Amino-4-(3-chloro-5-trifluoromethylphenyl)-3-trifluoromethylpyrazol-1-yl]-2-(5-oxo-4,5-dihydro[1,2,4]triazol-1-yl)benzonitrile (I-A-Q1-002) 2,4-Dihydro[1,2,4]triazol-3-one (11 mg, 0.13 mmol) and potassium carbonate (18 mg, 0.13 mmol) are added to a solution of 5-[5-amino-4-(3-chloro-5-trifluoromethylphenyl)-3-trifluoromethylpyrazol-1-yl]-2-fluorobenzonitrile (50 mg, 0.11 mmol) in DMF (2 ml). The reaction mixture is stirred at 80 C. for 15 min, cooled to room temperature, poured into water (5 ml) and extracted with ethyl acetate (5 ml). The organic phase is washed with water (5 ml), dried over sodium sulphate and concentrated using a rotary evaporator. Purification by chromatography on silica gel using cyclohexane/ethyl acetate 2/1 to 1/3 gives 5-[5-amino-4-(3-chloro-5-trifluoromethylphenyl)-3-trifluoromethylpyrazol-1-yl]-2-(5-oxo-4,5-dihydro[1,2,4]triazol-1-yl)benzonitrile (8 mg, 0.016 mmol, 12%).log P(HCOOH): 3.451H NMR (DMSO-d6): 8.28 (d, 1H, J=2.3 Hz), 8.24 (d, 1H, J=1.2 Hz), 8.12 (dd, 1H, J=8.8 and 2.4 Hz), 7.87 (d, 1H, J=8.8 Hz), 7.79 (s, 1H), 7.69 (s, 1H), 7.60 (s, 1H), 5.96 (s, 2H)

The synthetic route of 1H-1,2,4-Triazol-3(2H)-one has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Bayer Crop Science AG; US2011/190365; (2011); 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. 49607-51-4, name is 1-Methyl-1H-1,2,4-triazol-3-amine belongs to Triazoles compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 1-Methyl-1H-1,2,4-triazol-3-amine

(2S,3S)-2-(Fluoromethyl)-7-(methylcarbamoyl)-3-phenyl-2,3-d ihyd robenzofuran-5-carboxylic acid (80 mg, 0.24 minol) and HATU (111 mg, 0.292 minol) were dissolved in DMSO (0.85 mL), andthe resulting solution was treated with DIPEA (0.127 mL, 0.729 minol) and the reaction minxture wasleft to stir at rt for 5 min 1-Methyl-1H-1,2,4-triazol-3-amine (23.8 mg, 0.243 minol) was added andthe reaction was left to stir for 1 h at rt. Further HATU (111 mg, 0.292 minol) and DIPEA (0.127 mL,0.729 minol) were added and the reaction minxture was left to stir for 5 min then 1-methyl-1H-1,2,4-triazol-3-amine (23.8 mg, 0.243 minol) was added and reaction minxture stirred for 2 h at rt. FurtherHATU (111 mg, 0.292 minol) and DIPEA (0.127 mL, 0.729 minol) were added and the reaction minxturewas left to stir for 5 min then 1-methyl-1H-1,2,4-triazol-3-amine (23.8 mg, 0.243 minol) was addedand reaction minxture stirred for 2 h at rt and was then left to stand overnight. HATU (111 mg, 0.292minol) and DIPEA (0.127 mL, 0.729 minol) were again added and the reaction minxture was left to stirfor 5 min then 1-methyl-1H-1,2,4-triazol-3-amine (23.8 mg, 0.243 minol) was added and reaction minxture stirred for 3 h then left to stand over the weekend. The reaction minxture had separated and become solid and not all of the reactants seemed to have gone into solution therefore further DMSO (1 mL) was added to the reaction minxture and it was left to stir at rt for 3 h. 1-Methyl-1H-1,2,4-triazol- 3-amine (23.8 mg, 0.243 minol) was added and the reaction minxture was left to stir at rt for 1 h thenleft to stand overnight. Further HATU (iii mg, 0.292 minol), DIPEA (0.127 mL, 0.729 minol) and 1- methyl-1H-1,2,4-triazol-3-amine (23.8 mg, 0.243 minol) were added and the reaction left to stir at rt for 1 h. Further HATU (iii mg, 0.292 minol), DIPEA (0.127 mL, 0.729 minol) and 1-methyl-1H-1,2,4- triazol-3-amine (23.8 mg, 0.243 minol) were added and the reaction left to stir at rt for 1 h. The reaction minxture was then purified by MDAP (method high pH) to give (2S,3S)-2-(fluoromethyl)-N7-methyl-N5-( 1-methyl-i H-1,2,4-triazol-3-yl)-3-phenyl-2,3-d ihydrobenzofuran-5,7-dicarboxaminde (24.8 mg 25percent) as a white solid.LCMS (method forminc): Retention time 0.79 min [M+H] = 410

The synthetic route of 49607-51-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; ATKINSON, Stephen, John; DEMONT, Emmanuel, Hubert; HARRISON, Lee, Andrew; PRESTON, Alexander, G.; SEAL, Jonathan, Thomas; WALL, Ian, David; WATSON, Robert, J.; WOOLVEN, James, Michael; (214 pag.)WO2017/174620; (2017); 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. 584-13-4, name is 4H-1,2,4-Triazol-4-amine belongs to Triazoles compound, it is a common compound, a new synthetic route is introduced below. Quality Control of 4H-1,2,4-Triazol-4-amine

General procedure: In a typical experiment Pd(OAc)2 (5.6mg, 0.025mmol), triphenylphosphine (13.2mg, 0.05mmol), iodoalkene (1-4) or iodoarene (5-19) (1mmol) were dissolved in DMF (10mL) under argon in a three-necked flask equipped with a reflux condenser and a balloon on the top. Aminotriazole nucleophile (a, b or c) (1.2mmol) and triethylamine (0.5mL) were added. The atmosphere was changed to carbon monoxide. (Caution: High pressure carbon monoxide should only be used with adequate ventilation (hood) using CO sensors as well.) The reaction was conducted for the given reaction time upon stirring at 70C. The mixture was then concentrated and evaporated to dryness. Toluene (15mL) was added to the residue, the precipitate (product) was filtered, washed with water on the filter and dried. The off-white powder-like material was dissolved in methanol, the palladium-black was filtered off and methanol was evaporated.

The synthetic route of 584-13-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Gergely, Mate; Boros, Borbala; Kollar, Laszlo; Tetrahedron; vol. 73; 48; (2017); p. 6736 – 6741;,
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. 7343-33-1, name is 5-Bromo-1H-1,2,4-triazole, A new synthetic method of this compound is introduced below., Recommanded Product: 5-Bromo-1H-1,2,4-triazole

Example 2 Preparation of 2-(3-bromo-1H-1,2,4-triazol-1-yl)-5-(trifluoromethoxy)pyridine (C2) To a reaction vial were added 2-bromo-5-(trifluoromethoxy)pyridine (1.0 g, 4.1 mmol) and 3-bromo-1H-1,2,4-triazole (0.91 g, 6.2 mmol). N,N-Dimethylformamide (16 mL) and cesium carbonate (2.6 g, 8.2 mmol) were added, and the vial was degassed for 5 minutes with argon. Copper(I) iodide (0.077 g, 0.41 mmol) was added, and the vial was further degassed for 5 minutes with argon. The vial was capped and heated at 100 C. for 1 hour in a Biotage Initiator microwave reactor, with external IR-sensor temperature monitoring from the side of the vessel. The reaction mixture was cooled to room temperature, poured onto crushed ice (3 volumes), and extracted with ethyl acetate (3*150 mL). The combined organic layers were dried over sodium sulfate, filtered, and concentrated. Purification by flash column chromatography using 0-40% ethyl acetate/hexanes as eluent provided the title compound as a pale brown liquid (0.40 g, 31%): 1H NMR (400 MHz, CDCl3) delta 9.01 (s, 1H), 8.39 (d, J=2.4 Hz, 1H), 7.94 (d, J=8.8 Hz, 1H), 7.77 (dd, J=1.6 Hz, 8.8 Hz, 1H); ESIMS m/z 309 ([M+H]+).

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; Dow AgroSciences LLC; Giampietro, Natalie C.; Crouse, Gary D.; Sparks, Thomas C.; Demeter, David A.; (145 pag.)US2017/64962; (2017); 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. 15988-11-1, name is 4-Phenyl-1,2,4-triazolidine-3,5-dione, A new synthetic method of this compound is introduced below., Safety of 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.

The synthetic route of 15988-11-1 has been constantly updated, and we look forward to future research findings.

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

Synthetic Route of 41253-21-8,Some common heterocyclic compound, 41253-21-8, name is Sodium 1,2,4-triazol-1-ide, molecular formula is C2H2N3Na, 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.

1-2. Preparation of 1-(3-chloropropyl)-1,2,4-triazole (compound of formula 3) A 1,2,4-triazole sodium salt (5g, 54.91mmol) was dissolved in dimethylformamide (50mL) and the solution was cooled to 0. Then, sodium hydride (60%, 2.86g, 71.38mmol) was added thereto, followed by stirring for 30 minutes. 1-bromo-3-chloropropane (6.5mL, 65.89mmol) was added thereto, followed by stirring at room temperature for 12 hours, and the reaction was terminated with the addition of an ammonium chloride saturated solution. After extraction with ethyl acetate and water, the organic layer was washed with brine, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The resulting residue was purified by column chromatography to afford the title compound (2.77g, 35%).1H NMR (CDCl3, 400MHz): delta 8.08 (s, 1H), 7.94 (s, 1H), 4.36 (t, J =6.4Hz, 2H), 3.45 (t, J =6Hz, 2H), 2.35-2.30 (m, 2H).

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

Reference:
Patent; DONG-A PHARM.CO., LTD.; KIM, Soon-Hoe; IM, Weon-Bin; CHOI, Sung-Hak; CHOI, Sun-Ho; SOHN, Ju-Hee; SUNG, Hyun-Jung; KIM, Mi-Yeon; CHO, Kang-Hun; SOHN, Tae-Kyoung; WO2011/132901; (2011); A2;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference of 1533519-85-5,Some common heterocyclic compound, 1533519-85-5, name is Methyl 2-((4-(4-cyclopropylnaphthalen-1-yl)-4H-1,2,4-triazol-3-yl)thio)acetate, molecular formula is C18H17N3O2S, 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.

In a 5L three-necked flask, add 160.0g of Intermediate 4 and 1.28L of tetrahydrofuran, start stirring, and raise the temperature to 3542.0.Stir until dissolved; lower the temperature to 2732, add 148.0g NBS, and react for 3.04.0h;Reduce the temperature to 5, add 800ml of toluene and 800ml of purified water, stir and separate the liquid, and use 800ml of 3% sodium bisulfite solution for the organic phase,Wash with 800ml of 5% sodium bicarbonate solution, let stand for liquid separation, collect the organic phase, add 580ml of 1mol/L sodium hydroxide to the organic phase, react for 2h,Separate the liquid, collect the aqueous phase, concentrate, cool the crystal, filter, and wash with water to obtain a wet product; add 720ml of purified water to the wet product,Heat to 35, stir to dissolve, add 1.6L of ethyl acetate, adjust the system pH=24 with 24% hydrobromic acid, stir for 30min,Separate the liquid, wash the organic phase once with 320ml of purified water, concentrate the organic phase until the solid precipitates,Keep warm at 3842, continue to stir and crystallize for 34h, then slowly reduce the temperature to 510, stir for 2h,Filtration, washing, and vacuum drying under reduced pressure to obtain 123.0 g of crude Recinald. The purity is 95.12%,

The synthetic route of 1533519-85-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Beijing Xinkaiyuan Pharmaceutical Technology Co., Ltd. Hainan Fen Corporation; Xia Zhongning; Wu Jin; Zhang Lijie; (8 pag.)CN111153862; (2020); A;,
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 16681-70-2 as follows. Application In Synthesis of 1H-[1,2,3]Triazole-4-carboxylic acid

A solution of Compound 1 (18.1 mg, 37 mumol) in HCl (185 muL, 740 mumol) was stirred at room temperature for 30 minutes. After this time, LCMS indicated that the boc group had been cleaved so the solution was concentrated in vacuo. A solution of 3H-[1,2,3]triazole-4-carboxylic acid (5.0 mg, 44 mumol) and HATU (17 mg, 44 mumol) in DMF (370 muL) was stirred at room temperature for 30 minutes. After this time, a solution of the crude amine in DMF (370 muL) was added, followed by DIPEA (19 muL, 111 mumol). The resulting mixture was stirred at room temperature for 1 hour, and then concentrated in vacuo. The crude residue was purified by preparative HPLC to yield 3 products with identical masses (2 of which are diastereomers): isomer a (3.5 mg; purity 97%), isomer b (1.2 mg; purity 100%), and isomer c (1.1 mg; purity 100%). MS m/z [M+H]+ calc’d for C24H23ClFN5O33, 484.15. found 484.2.

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 BIOPHARMA R&D IP, LLC; Fleury, Melissa; Beausoliel, Anne-Marie; Hughes, Adam D.; Long, Daniel D.; Wilton, Donna A.A.; US2015/209352; (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. 288-88-0, name is 1H-1,2,4-Triazole, A new synthetic method of this compound is introduced below., Formula: C2H3N3

Intermediate 82: step a 4-(1H-1,2,4-triazol-1-yl)benzaldehyde 4- Fluorobenzaldehyde (12.0 mL, 1 12 mmol) was added dropwise by syringe to a stirring, heterogeneous mixture of 1,2,4-triazole (11.6 g, 168 mmol) and potassium carbonate (24.7 g, 179 mmol) in dimethyl formamide (220 mL) at 23 C. The mixture was heated to 105 C. After 3.5 hours, the mixture was allowed to cool to 23 C. The cooled solution was transferred to a 2 L Erlenmeyer flask and diluted with water (500 mL) and ethyl acetate ( 200 mL). The biphasic mixture was stirred until the layers cleanly separated. The layers were separated. The organic layer was washed with half-saturated aqueous sodium chloride solution (3 100 mL). The washed solution was dried with sodium sulfate, and the dried solution was filtered. The filtrate was concentrated to provide an off-white solid. The solid was suspended in a mixture of heptanes and isopropyl acetate (5: 1, 600 mL). The mixture was filtered and the filter cake was washed with heptanes-isopropyl acetate (5: 1). The solids were collected and dried under vacuum to afford the title compound as a white solid.

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; 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.; JONES, William Moore; GOLDBERG, Steven; WO2015/57205; (2015); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics