Triazoles

Synthetic Route of 288-88-0, 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 288-88-0 as follows.

Example 10; The same procedure and work-up treatment as Example 9 were performed, except that DMF (26.4ml) was used in place of DMSO (26.4ml), to give (2R, 3S)-2-(2,4-difluorophenyl)-3-methyl-2-[(1H-1,2,4-triazol-1-yl)methyl]oxirane (9.3g, yield 37.0%, optical purity (HPLC condition-1) 100% e.e., mp 89C).

According to the analysis of related databases, 288-88-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Sumitomo Chemical Company, Limited; EP1818332; (2007); 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. 956317-36-5, name is 5-Methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid, A new synthetic method of this compound is introduced below., category: Triazoles

The reaction flask was sequentially charged with 5-methyl-2- (2H- 1,2,3-triazol-2-yl) benzoic acid (4.65 g, 22.89 mmol)N, N-dimethylformamide (3 drops), dichloromethane (52 mL), thionyl chloride (2.79 mL, 34.33 mmol)The system was stirred at room temperature for 2 hours. Then, the reaction system was concentrated under reduced pressure at 40 C,5.06 g of 5-methyl-2- (2H-1,2,3-triazol-2-yl) benzoyl chloride was obtained as a yellow oil.

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; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; He Bifei; Liu Guangyuan; Fan Yuping; Wang Zhongqing; Luo Zhonghua; (10 pag.)CN107304204; (2017); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 15988-11-1, 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 15988-11-1 as follows.

General procedure: General procedure for the synthesis oftriazolo[1,2-a]indazole-trione (1a-g) and2H-indazolo[2,1-b]phthalazine-triones (2a-g)To a well-ground mixture of arylaldehyde (1 mmol), dimedone(0.140 g, 1 mmol) and 4-phenylurazole (0.177 g, 1 mmol) or2,3-dihydrophthalazine-1,4-dione (0.162 g, 1 mmol), was added[Et3N-SO3H]HSO4[(0.028 g, 0.1 mmol) for the preparation of1a-gor (0.042 g, 0.15 mmol] for the synthesis of2a-g}. Theobtained mixture was firstly stirred magnetically at 90C, andafter solidification of the reaction mixture, it was stirred with asmall rod at same temperature. After the reaction was completed(as observed by TLC), the reaction mixture was cooled to roomtemperature, water (2 mL) was added, stirred for 3 min, andfiltered. The solid residue was recrystallized from EtOH/H2O(4/1) to give the pure product.

According to the analysis of related databases, 15988-11-1, the application of this compound in the production field has become more and more popular.

Reference:
Article; Zare, Abdolkarim; Masihpour, Fatemeh; Phosphorus, Sulfur and Silicon and the Related Elements; vol. 191; 8; (2016); p. 1160 – 1165;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 61-82-5, name is 1H-1,2,4-Triazol-5-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 61-82-5, SDS of cas: 61-82-5

A mixture of aldehyde (1 mmol), dimedone (1 mmol), 3-amino-1,2,4-triazole (1 mmol), and [C4(H-DABCO)2][HSO4]4 (16 mg) washeated in an oil bath (90 C) under solvent-free conditions. Aftercompletion of the reaction, as identified by TLC, using n-hexane:EtOAc (7:3) as the eluent, 10 mL of water was added and stirredfor 10 min. The catalyst was dissolved in water and the solid wasfiltered off and washed with warm EtOH, to obtain the pure targetmolecule.

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

Reference:
Article; Safari, Niloufar; Shirini, Farhad; Tajik, Hassan; Journal of Molecular Structure; vol. 1201; (2020);,
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. 138624-97-2, name is 1-Benzyl-1H-1,2,4-triazole-3-carboxylic acid, A new synthetic method of this compound is introduced below., Quality Control of 1-Benzyl-1H-1,2,4-triazole-3-carboxylic acid

A mixture of 1-(3-dimethylaminopropyl)-3-ethylcarbodiimidehydrochloride (35 mg, 0.18 mmol), 6-amino-4-methyl-2-(tetrahydrofuran-3-ylmethyl)-7,8-dihydro-6H-pyrazolo[1,5-a][1,3]diazepin-5-one (40 mg, 0.15 mmol), 1-hydroxybenzotriazole (25 mg, 0.18 mmol) and 1-benzyl-1,2,4-triazole-3-carboxylic acid (34 mg, 0.17 mmol) in N,N-dimethylformamide (3 mL) was stirred at 25 C. for 12 h. The reaction mixture was concentrated under reduced pressure. The residue was purified by RP-HPLC (methanol 40%-70%/0.05% ammonia hydroxide in water) to afford 1-benzyl-N-[4-methyl-5-oxo-2-(tetrahydrofuran-3-ylmethyl)-7,8-dihydro-6H-pyrazolo[1,5-a][1,3]diazepin-6-yl]-1,2,4-triazole-3-carboxamide (30 mg, 43%) as a white solid.

The synthetic route of 138624-97-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Genentech, Inc.; Patel, Snahel; Hamilton, Gregory; (73 pag.)US2018/170927; (2018); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 4928-88-5, 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. 4928-88-5 name is Methyl 1H-1,2,4-triazole-3-carboxylate, 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.

1-(1-Ethoxyethyl)-1,2,4-triazole-3-carboxamide and 1-(1-Ethoxyethyl)-1,2,4-triazole-5-carboxamide. A mixture of methyl 1,2,4-triazole-3-carboxylate (25.4 g, 0.20 mole), dimethylformamide (200 ml), bis(p-nitrophenyl) phosphate (0.20 g), and ethyl vinyl ether (80 ml) was stirred in a stoppered flask at 25¡ã for 120 hrs. The solvent was removed in vacuo and ethyl acetate (300 ml) was added to the residue. A small amount of insoluble material was removed by filtration and the filtrate was evaporated to a syrup. The crude product was treated at 25¡ã for 24 hours with methanol saturated with anhydrous ammonia (300 ml). The solvent was removed in vacuo and addition of ethanol (100 ml) to the residue gave a crystalline product (12.0 g). Recrystallization from ethanol provided 10.0 g (27percent) of pure 1-(1-ethoxyethyl)-1,2,4-triazole-3-carboxamide with mp 163¡ã-166¡ã. Nmr (dmso-d6) delta1.11 (t, 3, J=7Hz, CH3 –CH2 –), 1.70 (d, 3, J=6 Hz, CH3), 3.44 (m, 2, CH3 CH2 –) 5.80 (q, 1, J=6 Hz, C–H), 7.65 and 7.85 (2 S, 2, NH2) 8.90 (s, 1, H-5). Anal. Calcd for C7 H12 N4 O2: C, 45.64; H, 6.57; N, 30.42. Found: C, 45.48; H, 6.61; N, 30.54.

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

Reference:
Patent; ICN Pharmaceuticals, Inc.; US3991078; (1976); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference 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.

A solution of 1-methyl-1H-1,2,3-triazole (1.47 g, 17.7 mmol, PCT Int. Appl. 2008098104) in 20 mL THF was cooled to -40 C. in a dry-ice/acetonitrile bath. n-Butyllithium (1.6 M in hexane, 10.2 mL, 16.3 mmol) was added dropwise via syringe and the mixture was stirred at -40 C. for 30 minutes. A solution of 1-methyl-1H-imidazole-5-carbaldehyde (1.50 g, 13.6 mmol) in 10 mL THF was then added and the mixture was stirred for 5 minutes, then was transferred to an ice/water bath. After 1 hour, the mixture was quenched by addition of saturated aqueous NH4Cl, diluted with water, and extracted twice with EtOAc. The aqueous phase, which contained the title compound, was then concentrated. The residue was purified by flash column chromatography (silica gel, gradient 3-10% MeOH-DCM) to afford the title compound as a light yellow foam.

Statistics shows that 1-Methyl-1H-1,2,3-triazole is playing an increasingly important role. we look forward to future research findings about 16681-65-5.

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.; US2015/105404; (2015); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 4314-22-1,Some common heterocyclic compound, 4314-22-1, name is 2-(1H-1,2,3-Triazol-1-yl)acetic acid, molecular formula is C4H5N3O2, 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.

Oxalyl chloride (0.95 ML, 11 mmol) was added dropwise to a suspension of 2- (1- 1, 2,3-triazolyl)) acetic acid (Step B, 1.27 g, 10 mmol) in 10 mL CH2CI2 containing 0.05 mL DMF. Vigorous effervescence was observed. This mixture was stirred at room temperature for 4 h and cooled TO-78C. A solution of N. O- DIMETHYLHYDROXYLAMINE hydrochloride (1.2 g, 13 mmol) and diisopropylethyl amine (6.0 ML, 35 mmol) in 10 mL CH2C12 was added slowly over 3 min. The mixture was then allowed to warm to room temperature and stirred overnight. The reaction mixture was then diluted with ether until no additional precipitate appeared. The solid was filtered and washed with ether. The filtrate was concentrated and the residue was purified on silica gel using EtOAc as solvent to provide the title compound as amorphous solid. 1H NMR (400 MHz, CDC13) : 8 3.252 (s, 3H0, 3.812 (s, 3H), 5.379 (s, 2H), 7.753 & 7.761 (s’s, 2H).

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

Reference:
Patent; MERCK & CO., INC.; WO2004/48317; (2004); 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. 16681-70-2, name is 1H-[1,2,3]Triazole-4-carboxylic acid belongs to Triazoles compound, it is a common compound, a new synthetic route is introduced below. COA of Formula: C3H3N3O2

1,2,3-Triazole-4-carboxylic acid (45.2 mg, 400 mumol), DIPEA (209 muL, 1.2 mmol) and HCTU (165 mg, 400 mumol) were combined in DMF (0.2 mL) and stirred for 5 minutes at room temperature. This was then combined with (2S,4R)-4-amino-5-biphenyl-4-yl-2-hydroxymethyl-2-methyl-pentanoic acid (S)-2-methoxycarbonylamino-3-methyl-butyryloxymethyl ester (200 mg, 400 mumol). The resulting mixture was stirred for 15 minutes and the reaction was quenched with AcOH. The product purified by preparative HPLC and lyophilized to yield the title compound (15 mg; purity 95%). MS m/z [M+H]+ calc’d for C30H37N5O8, 596.26. found 596.4.

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

Reference:
Patent; THERAVANCE, INC.; US2012/213806; (2012); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Application of 4922-98-9, 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. 4922-98-9, name is 5-Phenyl-1H-1,2,4-triazol-3-amine, This compound has unique chemical properties. The synthetic route is as follows.

3-phenyl-1H-1,2,4-triazole-5-amine (0.95 g, 5.93 mmol) obtained in Step 3-2 was dissolved in 15 mL of acetic acid and ethyl 4-chloroacetoacetate (1.07 g , 6.52 mmol), and the mixture was stirred at 80 ¡ã C. overnight. After completion of the reaction, the precipitate was suction filtered to obtain 5-methylchloro-2-phenyl-[1,2,4]triazolo[1,5-a]pyrimidin-7(4H)-one (1.0 g, 86 mmol; yield 65.1percent)

The chemical industry reduces the impact on the environment during synthesis 5-Phenyl-1H-1,2,4-triazol-3-amine. I believe this compound will play a more active role in future production and life.

Reference:
Patent; KYOTO UNIVERSITY; NIHON MEDI-PHYSICS COMPANY LIMITED; SAJI, HIDEO; ONO, MASAHIRO; TENMA, TAKASHI; SEKI, IKUYA; (30 pag.)JP6099045; (2017); B2;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics