Triazoles

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. COA of Formula: C2H4N4

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

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., Recommanded Product: 584-13-4

General procedure: 4-Amino-1,2,4-triazole (0.005 mol) was taken in 150 mL beaker and dissolved in ethanol (10 mL). Equimolar amount of substituted benzaldehyde was added to the ethanolic solution. Then, 0.5 mL of glacial acetic acid was added dropwise to the reaction mixture and stirred with glass rod. The contents were irradiated in MW at 360W for required time with continuous monitoring by TLC. Then the reaction mixture was filtered. Crude product was recrystallized from ethanol to obtain pure compound. Same procedure was repeated but with different amount of catalysts, i.e., 0.75 mL and 1 mL. The progress of reaction was monitored by TLC after 10 s interval. On completion of reaction, resultant mass was filtered and recrystallized from ethanol. The same procedure was used for the synthesis of rest of the compounds.

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; Mhaske, Sadhana D.; Takate, Sushama J.; Dhawale, Rhushikesh N.; Akolkar, Hemantkumar N.; Randhavane, Pratibha V.; Karale, Bhausaheb K.; Indian Journal of Heterocyclic Chemistry; vol. 27; 1; (2017); p. 89 – 97;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 584-13-4,Some common heterocyclic compound, 584-13-4, name is 4H-1,2,4-Triazol-4-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: 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.

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

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. 41253-21-8, name is Sodium 1,2,4-triazol-1-ide, A new synthetic method of this compound is introduced below., Formula: C2H2N3Na

(2) Production Example 2-2 (0100) 3.24 mmol of compound 4-a was dissolved in 3.2 mL of dimethylacetamide, and heated to 85 C. 4.85 mmol of a sodium salt of 1,2,4-triazole and 4.53 mmol of TMSOB were added to the obtained solution. Next, 1.64 mmol of a 28% methanol solution of sodium methoxide was added intermittently over a period of 50 minutes, after which a reaction was allowed to progress for 50 minutes. Following completion of the reaction, azole derivative 6-a was obtained using the same method as that used in Production Example 2-1 above. The purity was 99.1%.

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; Kureha Corporation; Masano, Taiga; Sudo, Keiichi; US2015/218134; (2015); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

These common heterocyclic compound, 288-36-8, name is 1H-1,2,3-Triazole, 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. category: Triazoles

A solution of 2-iodo-5-methylbenzoic acid (4.0 g, 15.3 mmol) in DMF (10 mL) was treated with 1 ,2,3-triazole (2.1 g, 30.5 mmol), CsCO3 (9.95 g, 30.5 mmol), CuI (0.145 g, 0.76 mmol) and trans-N,N’-dirnethylcyclohexane-l,2-diamine (0.43 g, 3.05 mmol). The mixture was heated at 120 0C for 10 min in a microwave reactor. The reaction was cooled to rt, diluted with water, and washed with EtOAc. The aqueous phase was acidified with IN HCl and extracted with EtOAc. The organic layer was dried over Na2SO4, filtered and concentrated. The residue was purified by gradient elution on SiO2 (0 to 50% EtOAc in water with 0.1% TFA) to give the desired A-3. A portion of this acid (0.1 1 g, 0.53 mmol) was treated with thionyl chloride (0.59 g, 5.3 mmol) in dichloromethane (5.0 mL) at rt. After stirring at RT for 1 h, the mixture was concentrated, azeotroping with benzene to yield acid chloride A-3.

The synthetic route of 1H-1,2,3-Triazole has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK & CO., INC.; WO2009/11775; (2009); 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. 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

Example 73 N-[(1S,2S)-2-{Methyl[5-(trifluoromethyl)pyrazin-2-yl]amino}cyclopentyl]-2-(2H-1,2,3-triazol-2-yl)benzamide A solution of (S,2S)-1-N-methyl-1-N-[5-(trifluoromethyl)pyrazin-2-yl]cyclopentane-1,2-diamine (Intermediate 22; 59 mg, 0.23 mmol), 2-(2H-1,2,3-triazol-2-yl)benzoic acid (CAS number 1001401-62-2; 51.5 mg, 0.27 mmol), EDC (65.2 mg, 0.34 mmol), 3H-[1,2,3]triazolo[4,5-b]pyridin-3-ol (52.4 mg, 0.34 mmol) and triethylamine (0.095 ml, 0.68 mmol) in DCM (2 ml) was stirred at room temperature for 18 hours. The reaction mixture was diluted with DCM (3 ml) and washed with HCl (aq, 1M, 2 ml) then a saturated solution of sodium bicarbonate (2 ml). The organics were filtered through a hydrophobic frit and concentrated in vacuo. The resulting residue was purified by reverse phase preparative HPLC (eluted with acetonitrile/water containing 0.1% ammonia) to afford the title compound. 1H NMR (400 MHz, DMSO-d6) delta ppm 1.47-1.61 (m, 1H), 1.66-1.78 (m, 3H), 1.83-2.03 (m, 2H), 3.03 (s, 3H), 4.32-4.48 (m, 1H), 4.69-4.86 (m, 1H), 7.15-7.24 (m, 1H), 7.39-7.48 (m, 1H), 7.53-7.61 (m, 1H), 7.65-7.76 (m, 1H), 7.90 (s, 2H), 8.29-8.39 (m, 2H), 8.41-8.49 (m, 1H) MS ES+: 432

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; Takeda Pharmaceutical Company Limited; Fieldhouse, Charlotte; Glen, Angela; Maine, Stephanie; Fujimoto, Tatsuhiko; Robinson, John Stephen; US2015/232460; (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. 6818-99-1, name is 3-Chloro-1,2,4-triazole, A new synthetic method of this compound is introduced below., Quality Control of 3-Chloro-1,2,4-triazole

A mixture of 3 -chloro- IH-1, 2,4-triazole (2.76 g, 26.7 mmol), l-chloro-2- methoxy-4-nitrobenzene (5.0 g, 26.7 mmol), potassium hydroxide flakes (1.496 g, 26.7 mmol), and DMSO (25 mL) was heated in a sealed reaction vessel 100 0C for 24 h. The reaction was allowed to cool to rt and additional portions of 3 -chloro- IH-1, 2,4-triazole (1.38 g, 0.5 equiv) and potassium hydroxide (0.75 g, 0.5 equiv) were added. The reaction vessel was resealed and heated to 110 0C for an additional 24 h. The resulting mixture was allowed to cool to rt and was poured into 500 mL of water. The aqueous mixture was extracted with EtOAc (3 x 100 mL). The combined organics were washed with brine, dried over Na2SO4, filtered and concentrated in vacuo. The crude residue was purified using silica gel chromatography (0-5% MeOH/chloroform, linear gradient over 144 min, flow 25 mL/min) to afford 2-(3-chloro-lH-l,2,4-triazol-l-yl)-5-nitrophenol (0.924 g, 3.84 mmol, 14.4 % yield). LC-MS (M+H)+ = 241.0. 1H NMR (500 MHz, CDCl3) delta ppm l 1.97 (br. s., 1 H) 9.24 (s, 1 H) 7.90 – 7.95 (m, 1 H) 7.89 (d, J=2.44 Hz, 1 H) 7.84 (dd, J=8.85, 2.44 Hz, 1 H).

The synthetic route of 6818-99-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; BOY, Kenneth M.; GUERNON, Jason M.; MACOR, John E.; OLSON, Richard E.; SHI, Jianliang; THOMPSON, III, Lorin A.; WU, Yong-Jin; XU, Li; ZHANG, Yunhui; ZUEV, Dmitry S.; WO2011/14535; (2011); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 16681-65-5, These common heterocyclic compound, 16681-65-5, name is 1-Methyl-1H-1,2,3-triazole, 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.

To a 2-necked flask containing 1 -methyl-1 H-[1 ,2,3]triazole (162.91 mg; 1.96 mmol; 1.05 eq.) is added anhydrous THF (4.00 ml_) and the solution is cooled between -40 to -20C. To this colorless solution n-BuLi in hexane 1 .6M (1 .23 ml; 1 .96 mmol; 1 .05 eq.) is added dropwise. After stirring at 0C for 1 hour, a solution of pyridine-3-carbaldehyde (175.28 L; 1.87 mmol; 1 .00 eq.) in anhydrous THF (3.00 mL) is added and the reaction mixture is stirred for 3 h. After this time, RM is quenched by pouring into a saturated solution of NH4CI. Aqueous phase is extracted 3 times with n-BuOH. Organic layer is dried over Na2S04, filtered and concentrated in vacuo to obtain: (3-methyl- 3H-[1 ,2,3]triazol-4-yl)-pyridin-3-yl-methanol (243.00 mg; yield 66 %; 99 % by UPLC) is obtained as a beige oil.

The synthetic route of 16681-65-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SELVITA S.A.; FABRITIUS, Charles-Henry Robert Yves; NOWAK, Mateusz Oktawian; WIKLIK, Katarzyna Anna; SABINIARZ, Aleksandra Barbara; BIE?, Marcin Dominik; BUDA, Anna Ma?gorzata; GUZIK, Pawel Szczepan; JAKUBIEC, Krzysztof Roman; MACIUSZEK, Monika; KWIECI?SKA, Katarzyna; TOMCZYK, Mateusz Micha?; GA??ZOWSKI, Micha? Miko?aj; GONDELA, Andrzej; DUDEK, ?ukasz Piotr; (681 pag.)WO2016/180536; (2016); 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. 288-88-0, name is 1H-1,2,4-Triazole belongs to Triazoles compound, it is a common compound, a new synthetic route is introduced below. name: 1H-1,2,4-Triazole

0.69 g (10 mmol) of 1,2,4-triazole and 2.07 g (15 mmol) of potassium carbonate were weighed.1.24 g (10 mmol) of p-fluorobenzaldehyde,It was dissolved in 20 mL of N,N-dimethylformamide, and added to a 100 mL three-necked flask equipped with a thermometer and a stirring apparatus.The reaction was carried out under constant temperature stirring at 100C for 16 h, cooled to room temperature, extracted, suction filtered, separated by column chromatography, washed with warm water, recrystallized from anhydrous ethanol, and dried under vacuum at 50C for 8h that is, 1,2,4-triazole benzaldehyde.

The synthetic route of 288-88-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Qilu University of Technology; Duan Hongdong; Zhong Wenxia; Wang Lizhen; (12 pag.)CN109761992; (2019); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 1455-77-2, 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. 1455-77-2 name is 3,5-Diamino-1,2,4-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.

The reaction mixture for the synthesis of new class II hybridfluorinated is formed by two metal cations in fluorinated forms FeF2and FeF3, an aqueous solution of hydrofluoric acid 4percent (prepared from40percent HF, Riede-deHaen), a solvent such as ethanol, which is polar andprotic, and with a cyclic organic molecule (3,5-diamino-1,2,4-triazole).The solvent volume was fixed to 10 mL with a constant concentration[FeII] + [FeIII] = 0.15 mol L?1 and an equimolar ratio n(FeII)/n(FeIII)= 1. Indeed, [Fe3F8(H2O)2](Am2TAZ)2 is obtained from a mixture of85 mg of FeF3 (0.75 mmol), 70 mg of FeF2 (0.75 mmol), 2.52 mL of HF2.3M (5.8 mmol) and 57 mg (Am2TAZ) (0.57 mmol).The starting materials were placed in a reactor when filling 50percent ofthe autoclave. After manipulation, the solid product is washed with thesolvent used, then air dried at room temperature. As a result, a newmixed hybrid fluoride was obtained. Therefore, the exploration of thissystem FeF2/ FeF3 – HF – (Am2TAZ) ? EtOH, led by hydrothermalsynthesis at 120 ¡ãC for 72 h, yielded to the elaboration of a new phaseof formula [Fe3F8(H2O)2](Am2TAZ)2 colorless with prismatic shape.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3,5-Diamino-1,2,4-triazole, and friends who are interested can also refer to it.

Reference:
Article; Bouketaya, Sabrine; Smida, Mouna; Abdelbaky, Mohammed S.M.; Dammak, Mohamed; Garcia-Granda, Santiago; Journal of Solid State Chemistry; vol. 262; (2018); p. 343 – 350;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics