Category: Triazoles

Synthetic Route of 3641-13-2, These common heterocyclic compound, 3641-13-2, name is 5-Amino-4H-1,2,4-triazole-3-carboxylic acid, 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.

General procedure: A mixture of benzil (0.01 mol), aldehydes (0.01 mol), 3-amino-1,2,4-triazole-5-carboxylic acid (0.01 mol), ammonium acetate (0.01 mol) and ceric ammonium nitrate (15 mol%) as a catalyst were refluxed in ethanol (15 mL) for about 3-4 h. The progress of the reaction was monitored by TLC. After completion of reaction, the mixture was cooled to room temperature. The solid formed was filtered and dried. The crude products were recrystallized by ethanol.

Statistics shows that 5-Amino-4H-1,2,4-triazole-3-carboxylic acid is playing an increasingly important role. we look forward to future research findings about 3641-13-2.

Reference:
Article; Nikalje, Anna Pratima G.; Ghodke, Mangesh S.; Kalam Khan, Firoz A.; Sangshetti, Jaiprakash N.; Chinese Chemical Letters; vol. 26; 1; (2015); p. 108 – 112;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 1001401-62-2, These common heterocyclic compound, 1001401-62-2, name is 2-(2H-1,2,3-Triazol-2-yl)benzoic acid, 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 mixture of 2{2H-i,2,3?.triazol?.2?yl)benzoic acid (4.2 g, 22.2 mmol) and SOCI2 (10 mL) in toluene (50 mL) was refluxed for 3 hours. The mixture was concentrated in vacuo. The residue was dissolved in anhydrous DCM (30 mL). This solution was added to a solution of the product from step 1(2.2 g, 19,1 mmoi) and Et3N (3.9 g, 38.2 mmol) in DCM (10() mL) at 0Cunder N2. The mixture was stirred at 0C for 1 hour. The mixture was diluted with water (200 mL) and extracted with DCM (100 mL x3). The organic layer was combined, dried over Na2SO4, filtered, and concentrated in vaciw. The residue was purified by silica gel gradient chromatography (50% EtOAc in petroleum ether) to give the title compound (4.9 g) as white solid. LRMS m/z (M+H) 287.1 found, 287.1 required.

Statistics shows that 2-(2H-1,2,3-Triazol-2-yl)benzoic acid is playing an increasingly important role. we look forward to future research findings about 1001401-62-2.

Reference:
Patent; MERCK SHARP & DOHME CORP.; LIVERTON, Nigel; KUDUK, Scott D.; BESHORE, Doug C.; MENG, Na; LUO, Yunfu; (127 pag.)WO2016/101119; (2016); A1;,
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, Product Details of 61-82-5

General procedure: A mixture of 1,2,4-triazol-3-amine 1 (1 mmol), aromatic aldehydes2a-o (1 mmol) and 1,3-cyclohexanedione 3 (1 mmol) were taken into a RB flask, irradiated under MW at 150 W for 60 s. The progress ofthe reaction was observed by TLC. After cooling, the reaction mass becamegummy,washed thoroughlywith 1:1 hexane and ethyl ethanoateto afford the compounds 4a-o (Scheme 1).

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; Sompalle, Rajesh; Arunachalam, Prabhakarn; Roopan, Selvaraj Mohana; Journal of Molecular Liquids; vol. 224; (2016); p. 1348 – 1357;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Some common heterocyclic compound, 626248-56-4, name is 3-(2H-1,2,3-Triazol-2-yl)aniline, molecular formula is C8H8N4, 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

The mixture of tert-butyl (1S,2S)-2-(4-chloro-5-cyanopyrimidin-2-ylamino)-3,3-difluorocyclohexylcarbamate (A17) (51 mg, 0.13 mmol), 3-(2H-1,2,3-triazol-2-yl)aniline (43 mg, 0.26 mmol), fine powder Cs2C03 (130 mg, 0.40 mmol), Q-Phos (21 mg, 0.03 mmol) and Pd(dba)2 (18 mg, 0.03 mmol) in 15 mL toluene was degassed using argon stream and stirred at 105C under argon atmosphere for overnight. It was diluted with 100 mL EtOAc, filtered through celite, concentrated in vacuo and subjected to flash column to isolate tert-butyl (1S,2S)- 2-(4-(3 -(2H-1,2,3 -triazol-2-yl)phenylamino)-5 -cyanopyrimidin-2-ylamino)-3,3 – difluorocyclohexylcarbamate.lt was treated with 5 mL TFA and 1 mL concentrate H2SO4 at 80C for 45 m. It was cooled to RT. To it was added 5 mL water. The mixture was stirred, cooled, filtered and subjected to reverse phase preparative HPLC to isolate the title compound. MS found for C19H21F2N90 as (M+H)+ 430.4. UV: lambda=249 nm.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 626248-56-4, its application will become more common.

Reference:
Patent; PORTOLA PHARMACEUTICALS, INC.; JIA, Zhaozhong J.; KANE, Brian; XU, Qing; BAUER, Shawn M.; SONG, Yonghong; PANDEY, Anjali; DICK, Ryan; WO2013/78468; (2013); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

These common heterocyclic compound, 40253-47-2, name is Ethyl 5-methyl-1H-1,2,4-triazole-3-carboxylate, 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. Safety of Ethyl 5-methyl-1H-1,2,4-triazole-3-carboxylate

To a mixture of ethyl 5-methyl-1H-1,2,4-triazole-3-carboxylate (200 mg, 1.29 mmol) in THE (5 mL) was added LiAIH4 (245 mg, 6.45 mmol) at 0C under N2. The mixture was stirred at 30C for 1 hour. The mixture was filtrated and washed with methanol, concentrated in vacuo to give(5-methyl-1H-1,2,4-triazol-3-yl)methanol (350 mg).

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

Reference:
Patent; H. LUNDBECK A/S; KEHLER, Jan; JUHL, Karsten; MARIGO, Mauro; VITAL, Paulo, Jorge, Vieira; JESSING, Mikkel; LANGGARD, Morten; RASMUSSEN, Lars, Kyhn; CLEMENTSON, Carl, Martin, Sebastian; (278 pag.)WO2019/115567; (2019); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference of 288-88-0, 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.

Into a clean 1000ml four-necked flask 200g of 2- (4-chlorophenethyl) -2-t-butyl ethylene oxide,200g triazole,90 g PEG-7000, 38 g KOH and 0.6 g 18-crown-6,To the dropping funnel, 400 g of 2- (4-chlorophenethyl) -2-t-butyl-oxirane were added dropwise.Turn on stirringWhen heated to 108 C,Begin with the dropwise addition of 2- (4-chlorophenethyl) -2-t-butyl-oxirane,Control the reaction flask temperature does not exceed 112 ,Dropping 2h, after the addition was completed,The reaction flask temperature was controlled at 108 ~ 112 ,Insulation 5h;Then warmed to 125 ~ 128 ,Insulation 8h, sample testing,Raw material peak is less than 0.5%4-H isomer 0.3%To the reaction flask was added enough water and methylcyclohexane,Wherein the mass ratio of water and methylcyclohexane is 1: 3.5;After stratification, the water cooled crystallization of PEG,Suction filtered solid PEG recovery applied;The organic layer was cooled to crystallize tebuconazole, filtered with suction,Filter cake was washed to pH 7 to 8,The filter cake was dried to give 772 g of 1H-tebuconazole.

The synthetic route of 1H-1,2,4-Triazole has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Jiangsu Jianpai Agrochemical Co., Ltd.; Liu Zhiyong; Zhu Peng; Yao Xuelin; Li Ming; (9 pag.)CN107176929; (2017); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products 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.

REFERENTIAL EXAMPLE 2 STR7 2.52 Grams of 4-amino-1,2,4-triazole was added little by little to a dimethylsulfoxide suspension of 1.2 g of sodium hydride at room temperature. After stirred for 3 hours at room temperature, 1.21 g of 4-fluorobenzonitrile was added thereto all at a time, and stirring was continued for further one hour. Water was added to the reaction solution, and the mixture was then extracted with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate, and the solvent was removed by distillation under reduced pressure. The crystals obtained were washed with ethyl acetate to give 1.09 g of 4-[(4-cyanophenyl)amino]-4H-1,2,4-triazole. Nuclear Magnetic Resonance Spectrum (DMSO-d6, TMS internal standard) delta: 6.57 (2H, d, J=9 Hz), 7.69 (2H, d, J=9 Hz), 8.83 (2H, s) Mass Spectrometry (m/z): 185 (M+)

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

Reference:
Patent; Yamanouchi Pharmaceutical Co., Ltd.; US5674886; (1997); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 41253-21-8, 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. 41253-21-8, name is Sodium 1,2,4-triazol-1-ide, This compound has unique chemical properties. The synthetic route is as follows.

2-(1H-1,2,4-triazol-1-yl)benzonitrile: A suspension of 2-fluorobenzylnitrile (3.0 g, 25 mmol) and 1,2,4-triazole sodium complex (2.4 g, 27 mmol) were stirred in THF (7 mL) and DMF (14 mL) at 95 C. for 18 h. After cooling and concentrating, the product was crystallized from hot CH2Cl2/hexane (1:1) to give the title compound as a white solid (4.25 g, 100% yield). 1H-NMR (300 MHz, CDCl3) delta: 8.74 (1H, s), 8.16 (1H, s), 7.82 (1H, dd, J=4.9, 1.3 Hz), 7.77-7.25 (2H, m), 7.57-7.51 (1H, m). LCMS [M+H]+ calcd for C9H7N4: 171.06; found: 171.12.

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

Reference:
Patent; Naidu, B. Narasimhulu; US2005/256109; (2005); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference of 107534-96-3, 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. 107534-96-3, name is 3-((1H-1,2,4-Triazol-1-yl)methyl)-1-(4-chlorophenyl)-4,4-dimethylpentan-3-ol belongs to Triazoles compound, it is a common compound, a new synthetic route is introduced below.

To an aqueous solution (3 mL) containing K2[PtCl4] (0.30 g, 0.72 mmol), reagent L (0.22 g, 0.72 mmol) in acetone (7 mL) was added under stirring. After 48 h, the settled bulky light-yellow precipitate was filtered out, sequentially washed with water and hexane, and dried in air. The yield based on reagent L was 91%.

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

Reference:
Article; Khisamutdinov; Anpilogova; Shitikova; Murinov, Yu. I.; Russian Journal of Inorganic Chemistry; vol. 61; 12; (2016); p. 1530 – 1537; Zh. Neorg. Khim.; vol. 61; 12; (2016); p. 1591 – 1598,8;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 1001401-62-2, name is 2-(2H-1,2,3-Triazol-2-yl)benzoic acid, 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 1001401-62-2, Product Details of 1001401-62-2

N-(2-(( 4.6-dimethylpyrimidin-2-yl)( methyl)amino)ethyl)-N-ethyl-2-( 2H- 1.2.3 -triazol-2- vDbenzamide Step 1 : N-ethyl-N-(2-hvdroxyethyl)-2-(2H-1.2.3-triazol-2-yl)benzamide (A-2) A solution of 2-(2H- 1,2,3 -triazol-2-yl)benzoic acid (2.10 g, 11.2 mmol) in SOC12 (30 mL) was stirred at 80C for 2h. After cooled to RT, the mixture was concentrated in vacuo. To a solution of 2-(ethylamino)ethanol (997 mg, 11.2 mmol) and DIEA (4.30 g, 336. mmol) in DCM (15 mL) was added dropwise a solution of the above residue in DCM at OoC. The resulting mixture was stirred at RT for 3 h, then quenched with water (50 mL) and extracted with EtOAc (80 mL x 3). The organic layers were combined, dried over MgS04, filtered, and concentrated in vacuo. The residue was purified by silica chromatography (50% EtOAc in petroleum ether) to give the title compound. LRMS m/z (M+H) 261.3 found, 261.1 required.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-(2H-1,2,3-Triazol-2-yl)benzoic acid, and friends who are interested can also refer to it.

Reference:
Patent; MERCK SHARP & DOHME CORP.; KIM, Ronald; KUDUK, Scott, D.; LIVERTON, Nigel; ZHUO, Gang; (116 pag.)WO2016/100161; (2016); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics