Category: 584-13-4

Synthetic Route of 584-13-4, 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.

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 4H-1,2,4-Triazol-4-amine 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

Synthetic Route of 584-13-4, These common heterocyclic compound, 584-13-4, name is 4H-1,2,4-Triazol-4-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.

4-(4F-l,2,4-Triazol-4-yamino)-2-broraobenzonitriIe (CAB05094)To a solution of 4H-l,2,4-triazol-4-amine (4 204 gt 50,0 mmol) in DMSO (50 mL) was added KOtBu (5.51 g, 50,0 mmol). The mixture was stirred for 0,5 hours at room temperature before 4-fluoro-2-bromobenzonitrile (5.00 g, 25,0 mmol) was added and stirring was continued for 1 hour. The mixture was poured into crushed ice and neutralized with 2M KHSO4 solution. The precipitate was filtered off and recrystallised from MeOH to give CAB05094 (4.82 g, 73%) as a light yellow crystalline solid. Mp 234-236 0C; 1H NMR (400 MHz5 DMSO^6) delta 6,66 (dd, J= 8,6, 2.4 Hz, IH), 6,79 (d, J= 2,4 Hz, IH)5 7,78 (d, J- 8.6 Hz, IH), 8.86 (s, 2H)5 10.45 (s, IH); 13C NMR (100.6 MHz3 DMSO-rf6) delta 105.0, 1 11.5, 115.4, 117.8, 126.0, 136.2, 143,9, 151.8; LRMS (APCI-): m/z 226611,,88 ((110000%%,, [[CC99HH557799BBrrNN55]]””)),, 226633..88 ((9900%%,, [[CC59H581BiN5]”); HRMS (ES+) calcd for C9H779BrN5 [M+H]+: 263,9879, found 263.9870;

Statistics shows that 4H-1,2,4-Triazol-4-amine is playing an increasingly important role. we look forward to future research findings about 584-13-4.

Reference:
Patent; STERIX LIMITED; WOO, Lok Wai Lawrence; BUBERT, Christian; WOOD, Paul Michael; PUTEY, Aurelien; PUROHIT, Atul; POTTER, Barry Victor Lloyd; WO2011/23989; (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. 584-13-4, name is 4H-1,2,4-Triazol-4-amine, This compound has unique chemical properties. The synthetic route is as follows., 584-13-4

Example-2 4-Amino-1-[3,5-bis-(1-cyano-1-methylethyl)benzyl]-1H-[1,2,4]triazolium bromide (8) (Q. A.-Salt) Isopropanol (1.5 L), 3,5-bis-(1-cyano-1-methylethyl)benzylbromide (2) (100 g) and 4-amino-1,2,4-triazole (22.5 g) were charged in a flask at room temperature. The reaction mass was heated at 80-85 C. for next 5 hours. The reaction mass was further cooled down to room temperature and stirred for next one hour at 25-35 C. The precipitated solid QA-salt was filtered and washed with fresh isopropanol (100 mL*2). The Q.A.-salt was dried at 60-70 C. till LOD is less than 1.0%, giving solid product (74.4 g). m.p.: 198-200 C.

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; Solanki, Kirtipalsinh Saijansinh; Pal, Gautam; Haider, Hussain; Singh, Manoj Kumar; Kothari, Jay Shantilal; Agarwal, Virendra Kumar; US2009/221837; (2009); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

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. 584-13-4 name is 4H-1,2,4-Triazol-4-amine, 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. 584-13-4

General procedure: The ligand 4-(1H-imidazol-5-ylmethylene-amino)-4H-1,2,4-triazole (5-imztrz) (Fig. 1) was prepared by the condensation reaction of a modified literature procedure [21]. The dissolved 4-amino-1,2,4-triazole (1.68 g, 0.02 mol, 1.0 eq.) in ethanol was heated to boiling (80 C). Then, the second reactant 1H-imidazole-4-carbaldehyde (2.11 g, 0.022 mol, 1.1 eq.) dissolved in ethanol was added dropwise though a dropping funnel. After the complete addition few drops of catalytic H2SO4 were added. The reaction mixture was kept for refluxing for another 10 h. After cooling down to r.t., the excess of solvent was removed by rotary evaporator at 35 C. The obtained product was washed with small amounts of cold ethanol, diethyl ether and then dried in the desiccator with phosphorus pentoxide as dry agent. A light-yellow powder was obtained.

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

Reference:
Article; Li, Ai-Min; Rentschler, Eva; Polyhedron; vol. 154; (2018); p. 364 – 372;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

584-13-4, 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 584-13-4 as follows.

General procedure: Synthesis of triazole Schiff?s bases was reportedpreviously [44]. Briefly, 4-arylimino-1,2,4-triazoles (1-14)and 3-arylimino-1,2,4-triazoles (15-23) were synthesized byrefluxing 4-amino-1,2,4-triazoles, or 3-amino-1,2,4-triazoles(2 mM) with equimolar amounts of substituted benzaldehydeand H2SO4 (2 mL) in ethanol (15 mL) for 4-10 h. Reactionprogress was monitored by TLC under UV light at 254 and365 nm or via exposure to iodine vapours. After completionof reaction, the solvent was vaporised under reducedpressure on a rotary evaporator. Resulting compounds werewashed with hexane and crystallized from ethanol to obtain apure compounds.

According to the analysis of related databases, 4H-1,2,4-Triazol-4-amine, the application of this compound in the production field has become more and more popular.

Reference:
Article; Choudhary, Muhammad I.; Imad, Rehan; Khan, Khalid M.; Naqeeb, Uzma; Shaikh, Muniza; Siddiqui, Salman; Subzwari, Fakiha; Zafar, Humaira; Medicinal Chemistry; vol. 16; 4; (2020); p. 575 – 591;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

584-13-4, The chemical industry reduces the impact on the environment during synthesis 584-13-4, name is 4H-1,2,4-Triazol-4-amine, I believe this compound will play a more active role in future production and life.

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

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

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. 584-13-4

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

Adding a certain compound to certain chemical reactions, such as: 584-13-4, name is 4H-1,2,4-Triazol-4-amine, 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 584-13-4, 584-13-4

12.78 grams of sodium hypochlorite solution (36mM available chlorine) was dissolved inthe solution formed by mixing 5 mL glacial acetic acid with 30 mL of deionized water and the solution was cooled to 7 C. To this was added 1.5 g (18 mM) 4-amino-1,2,4-triazole dissolved in 15 mL deionized water. The solution was stirred at 7 C for 4 h followed by standing the final solution two days at room temperature. Yellow and oblong crystal of atrz (Supplemental data, figure S1) was obtained in 75% yield (scheme 1). This is very good for the synthesis of atrz, because the separation of the product, we know, always is the most difficult step during the whole synthetic experiment. In addition, sodium chloride, totally environment friendly, will only be left after atrz is separated from the final solution. Caution: The light, which makes sodium hypochlorite turn into sodium chloride and oxygen, must be obstructed during the whole reaction. Temperature is also very important to the yield of atrz because sodium hypochlorite is very unstable at high temperature (>25 C).Anal. Calcd for C4N8H4: C, 29.24; N, 68.32; H, 2.44. Found: C, 28.93; N, 68.36; H, 2.49. IR(cm-1) = 3111(s), 1489(s), 1368(s), 1315(m), 1176(s).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 4H-1,2,4-Triazol-4-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Li; Wu; Qiu; Zhang; Yang; Journal of Coordination Chemistry; vol. 67; 11; (2014); p. 2016 – 2027;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

584-13-4, Adding some certain compound to certain chemical reactions, such as: 584-13-4, name is 4H-1,2,4-Triazol-4-amine, 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 584-13-4.

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.

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 584-13-4.

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

584-13-4, name is 4H-1,2,4-Triazol-4-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. 584-13-4

The synthetic pathways for the preparation of target compounds 1-9 and 24-41 are depicted in FIG. 2. We synthesized compounds 1-9 using a straightforward strategy, which involved the Grignard reactions of 2,4-difluoro-alpha-(1H-1,2,4-triazolyl)acetophenone with different alkyl magnesium bromide in the presence of magnesium bromide ethyl etherate. Compounds 24-41 were prepared in three steps. 4-Amino-1,2,4-triazole was reacted with various 2-haloacetophenone in refluxing isopropanol to give 10-16 in excellent yields (88-96%). Compounds 10-16 were conveniently deaminated by NaNO2 in aqueous HCl at room temperature. The desired products 17-23 were precipitated after neutralization of the reaction with potassium carbonate. The precipitates were collected by filtration and washed with water to afford pure products. No further purification was required because the excess of reactants was soluble in water and removed by filtration.

Statistics shows that 584-13-4 is playing an increasingly important role. we look forward to future research findings about 4H-1,2,4-Triazol-4-amine.

Reference:
Patent; University of Kentucky Research Foundation; Garneau-Tsodikova, Sylvie; Shrestha, Sanjib K.; Garzan, Atefeh; Chandrika, Nishad Thamban; (54 pag.)US2018/194742; (2018); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics