Day: May 18, 2021

Electric Literature of 288-36-8, 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. 288-36-8 name is 1H-1,2,3-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.

Intermediate A 2-(2H-l .2.3-Triazol-2-yl)benzoyl acid A solution of 2-iodobenzoic acid (3.0 g, 12.09 mmol) in DMF (1.0 mL) was treated with 1,2,3-triazole (1.5 g, 21.7 mmol), copper(I) iodide (0.25 g, 1.2 mmol), Cs2C03 (7.08 g, 21.7 mmol), and fras-N,N’-dimethylcyclohexane-l ,2-diamine (0.31 g, 2.17 mmol). The mixture was heated at 120 C for 12h. The reaction was cooled to rt, diluted with EtOAc, and filtered through Celite. The residue was purified by gradient elution on Si02 (0 to 10% MeOH in DCM with 0.1% AcOH) to give the title compound.1HNMR (500 MHz, DMSO-d6) delta 13.05 (br s, 1H), 8.12 (s, 2H), 7.81-7.52 (m, 4H) ppm. LRMS m/z (M+H) 190.2 found, 190.2.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1H-1,2,3-Triazole, 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

Electric Literature of 7170-01-6, These common heterocyclic compound, 7170-01-6, name is 3-Methyl-1H-1,2,4-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.

General procedure: To 3,6-dichloropyridazine (500 mg, 3.36 mmol) in 5 mL DMF are added 1H-1,2,4-triazole (460 mg, 6.71 mmol) and cesium carbonate (2.41 g, 7.38 mmol) and the reaction mixture is stirred at 60 C. for 18 h. The mixture is quenched with water and the precipitation is filtered, washed and dried to give 0.7 g of the product. (0171) C8H6N8 (M=214.19 g/mol) (0172) ESI-MS: 215 [M+H]+ (0173) 1H NMR (400 MHz, DMSO-d6) delta=9.66 (s, 1H), 8.47 (s, 1H), 8.44 (s, 1H)

Statistics shows that 3-Methyl-1H-1,2,4-triazole is playing an increasingly important role. we look forward to future research findings about 7170-01-6.

Reference:
Patent; Boehringer Ingelheim International GmbH; Larsen, Janus Schreiber; Binder, Florian; Cui, Yunhai; Hucke, Oliver; Lipinski, Radoslaw; Montel, Florian; Ostermeier, Markus; Perera, Alexandre; Peters, Stefan; US2020/24261; (2020); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 1001401-62-2, 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. 1001401-62-2, name is 2-(2H-1,2,3-Triazol-2-yl)benzoic acid belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below.

A solution of 2-iodobenzoic acid (3.0 g, 12.09 mmol) in DMF (1.0 mL) was treated with 1,2,3-triazole (1.5 g, 21.7 mmol), CsCO3 (7.08 g, 21.7 mmol), and trans-N,N’- dimethylcyclohexane-l52-diamine (0.31 g, 2.17 mmol). The mixture was heated at 120 0C for 10 min in a microwave reactor. The reaction was cooled to rt, diluted with EtOAc5 and filtered through Celite. The residue was purified by gradient elution on SiO2 (0 to 10% MeOH in DCM with 0.1% AcOH) to give the faster eluting desired 2-(2H-l52,3-triazol-2-yl)benzoyl acid. Data for 2-triazolyl isomer: 1HNMR (500 MHz, DMSO-d6) delta 13.05 (br s , IH)5 8.12 (s, 2H), 7.81-7.52 (m, 4H) ppm. The undesired l-(2H-l,2,3-triazol-2-yl)benzoic acid eluted second. A portion of the desired acid (0.10 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 2-(2H-1,2,3-Triazol-2-yl)benzoic acid has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK & CO., INC.; WO2007/126934; (2007); A2;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 4922-98-9, 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. 4922-98-9, name is 5-Phenyl-1H-1,2,4-triazol-3-amine belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below.

General procedure: A solution of aminotriazole 11a?m (3.1mmol), glacial acetic acid (5mL), and diethyl ethoxymethylenemalonate (4.6mmol) was refluxed for 3h. After cooling to room temperature, the resulting precipitate was collected by filtration, washed with cold water and dried. The residue was stirred with cold ethyl ether (20mL) and filtered to afford the desired product. Following general procedure C, compound 12c was isolated as a white solid. Yield 67percent, mp>300°C. 1H NMR (200MHz, DMSO-d6) delta: 14.00 (br s, 1H); 8.64 (s, 1H); 8.14?8.10 (m, 2H); 7.55 (m, 3H); 4.26 (q, J=7.0Hz, 2H); 1.28 (t, J=6.8Hz, 3H)

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, 5-Phenyl-1H-1,2,4-triazol-3-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Aghazadeh Tabrizi, Mojgan; Baraldi, Pier Giovanni; Ruggiero, Emanuela; Saponaro, Giulia; Baraldi, Stefania; Poli, Giulio; Tuccinardi, Tiziano; Ravani, Annalisa; Vincenzi, Fabrizio; Borea, Pier Andrea; Varani, Katia; European Journal of Medicinal Chemistry; vol. 113; (2016); p. 11 – 27;,
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. 4922-98-9, name is 5-Phenyl-1H-1,2,4-triazol-3-amine belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. COA of Formula: C8H8N4

General procedure: 3-Amino-1,2,4-triazole 8a?f (1.0 mmol), o-hydroxybenzaldehyde9a?e (1.0 mmol), acetone (10) (0.22 ml,3.0 mmol), and abs. EtOH (2 ml) were mixed in amicrowave process vial, and then 4 N solution of HCl indioxane (0.07 ml, 0.3 mmol) was added. The mixture wasirradiated at 150°C for 30 min. The reaction mixture wascooled by an air flow and stirred for 24 h at roomtemperature for complete precipitation of the product. Theprecipitate was filtered off, washed with EtOH (1 ml) andEt2O (3×1 ml), and dried. Compounds 1a?w were obtainedin a form of white solids.

The synthetic route of 4922-98-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Guemue?, Mustafa K.; Gorobets, Nikolay Yu.; Sedash, Yuriy V.; Chebanov, Valentin A.; Desenko, Sergey M.; Chemistry of Heterocyclic Compounds; vol. 53; 11; (2017); p. 1261 – 1267; Khim. Geterotsikl. Soedin.; vol. 53; 11; (2017); p. 1261 – 1267,7;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 423165-07-5,Some common heterocyclic compound, 423165-07-5, name is exo-3-(3-Isopropyl-5-methyl-4H-1,2,4-triazol-4-yl)-8-azabicyclo[3.2.1]octane, molecular formula is C13H22N4, 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 an aqueous solution of active hydrogen containing amide, few drops of aqueous ammonia solution (1 eq.) and secondary amine (1 eq.) were added in drops in an ice-cold solution under constant stirring for dissolution. Aromatic aldehydes dissolved in methanol, added dropwise to the above mixture and stirring was continued for 2 h. The formation of compounds were observed within 30 min. Reaction was monitored by TLC, after completion of reaction, the product was filtered and washed with distilled water and dried at 45-50 C. N?-{2-Chlorophenyl)-[3-(3-isopropyl-5-methyl-[1,2,4]-triazol-4-yl)-8-azabicyclo[3.2.1]oct-8-yl]methyl}hydrazinecarboxamide (4a): White solid, yield: 75.85 %, m.p. 230-232 C. IR (KBr, numax, cm-1): 3464, 3242, 3151, 3060, 2987,1722, 1654, 1591, 1510, 1415, 1344, 1278, 1219, 1157, 1093,1051, 1033, 918, 852, 736, 627. 1H NMR (DMSO-d6, 400 MHz):delta10.49 (s, 2H, -NH2, D2O exchangeable), 8.26 (s, 1H, chiralproton), 8.15-8.18 (m, 1H, Ar-H, J1= 6.023 Hz, J2= 3.51 Hz),7.47-7.49 (m, 1H, Ar-H, J1= 5.27 Hz, J2= 3.26 Hz, J= 7.027Hz),7.368-7.397 (m, 2H, Ar-H, J2= 3.514Hz, J2= 6.023 Hz),6.589 (br, s, 2H, -2NH), 3.789 (s, 3H,-CH3), 3.46 (m, 1H, Ha),3.31-3.36 (1H, m, J= 9.53 Hz), 2.668-2.677 (m, 2H, J= 1.757Hz), 2.326-2.335 (m, 2H, J= 1.757 Hz), 1.88-1.97 (m, 4H, J1= 1.225 Hz, J2= 2.008 Hz), 1.253-1.236 (d, 6H, 2 × CH3, J=7.027 Hz); 13C NMR: 8.1 (CH3), 24.4 (2 × CH3), 28.4 (2 ×CH2), 26.3 (1CH)-isopropyl), 31.8 (1CH), 36.6 (2 × CH2), 52.7(2 × CH), 65.2 (1CH, adjacent to arom. ring), 126.3, 128.4,128.6, 130.4, 136.7, 137.3 (6C-arom. ring), 158.8 (-C=O,amide), 163.7 (2C, imine (C=N)). Mass: m/z: 429 (M-2), 391((M-2)-isopropyl), 414 ((M-2)-NH3), 301, 309, 279.

The synthetic route of 423165-07-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Viveka, T. Lakshmi; Sharada, L. Nalanda; Asian Journal of Chemistry; vol. 30; 9; (2018); p. 2029 – 2034;,
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. 40253-47-2, name is Ethyl 5-methyl-1H-1,2,4-triazole-3-carboxylate, A new synthetic method of this compound is introduced below., SDS of cas: 40253-47-2

To a mixture of 285 ethyl 5-methyl-1H-1,2,4-triazole-3-carboxylate (200 mg, 1.29 mmol) in 166 THF (5 mL) was added 192 LiAlH4 (245 mg, 6.45 mmol) at 0 C. under N2. The mixture was stirred at 30 C. for 1 hour. The mixture was filtrated and washed with methanol, concentrated in vacuo to 286 give(5-methyl-1H-1,2,4-triazol-3-yl)methanol (350 mg).

The synthetic route of 40253-47-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; H. Lundbeck A/S; Juhl, Karsten; Jessing, Mikkel; Langgard, Morten; Vital, Paulo Jorge Vieira; Kehler, Jan; Rasmussen, Lars Kyhn; Clementson, Carl Martin Sebastian; Marigo, Mauro; (154 pag.)US2019/194189; (2019); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Application of 13423-60-4, 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. 13423-60-4, name is 1-Phenyl-1H-1,2,4-triazole, This compound has unique chemical properties. The synthetic route is as follows.

EXAMPLE 19trans-diiodo(N-cyclohexylamine)(1-methyl-3-phenyl-1,2,4-triazol-5-ylidene)platinum(II)Step 1: 1-phenyl-4-methyl-1,2,4-triazolium iodideMethyl iodide (0.13 ml; 2 mmol) is added to a solution of 1-phenyl-1,2,4-triazole-which was obtained according to Antilla, J. C. et al., Journal of Organic Chemistry 2004, 69, 5578-5587-(0.15 g; 1 mmol) in 1 ml of acetonitrile. This mixture is heated at 80 C. for 16 hours, and is then evaporated to dryness. The residue obtained is recrystallized from a minimum amount of ethyl acetate, thus making it possible to obtain 0.12 g of the desired product (41%) whose characteristics are the following:1H NMR spectrum (500.19 MHz, CDCl3, 20 C.) delta [ppm]=4.34 (s, 3H), 7.54 (m, 3H), 7.96 (d, 2H), 9.09 (s, 1H), 11.60 (s, 1H).

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

Reference:
Patent; SANOFI-AVENTIS; CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE; US2011/172199; (2011); 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. 1533519-85-5, name is Methyl 2-((4-(4-cyclopropylnaphthalen-1-yl)-4H-1,2,4-triazol-3-yl)thio)acetate, A new synthetic method of this compound is introduced below., name: Methyl 2-((4-(4-cyclopropylnaphthalen-1-yl)-4H-1,2,4-triazol-3-yl)thio)acetate

The compound VI (R was methyl, 96.0 g, 282.9 mmol, 1.0 eq.) Was dissolved in 2 L of ethyl acetate and stirred at 30 to 40 C. The catalyst b5 (1.42 mmol, 0.5% eq.) Was added successively,N.(70.5 g, 396.1 mmol, 1.4 eq.) Was added and reacted for 4 hours. To the reaction solution was added 2 L of petroleum ether, stirred for 0.5 hour, filtered, and 2 L of saturated sodium carbonate solution was added to the filtrate. The organic phase was dried over anhydrous sodium sulfate and concentrated under reduced pressure to give a pale yellow compound of formula V (R, methyl, 107.6 g) in a yield of 91% and a purity of 92.9%

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

Reference:
Patent; Beijing Xin To Lead Pharmaceutical Co., Ltd.; Wang Hui; Zhen Zhibin; Zhang Xiang; (10 pag.)CN106916115; (2017); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

These common heterocyclic compound, 81606-79-3, name is 2-(1,2,4-Triazol-1-yl)acetonitrile, 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. Application In Synthesis of 2-(1,2,4-Triazol-1-yl)acetonitrile

To a solution of [1,2,4] Triazol-1-yl-acetonitrile (1.5 grams, 13.9 mmol) in ethanol were added sodium carbonate (4.4 grams, 41.7 mmol) and hydroxylamine hydrochloride (3.86 grams, 55.5 mmol). The mixture was heated to 80 0C for overnight. The reaction mixture was concentrated and extracted with ethyl acetate and purified by column to get the desired product (1.9 grams).Yield: 97%1H NMR (200 MHz, CDC13+DMSO): delta 9.34 (bs, IH), 8.51 (s, IH), 7.95 (s, IH), 5.58 (bs, 2H),4.74 (s, 2H).ES-MS (m/z): 142 (M++1)

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

Reference:
Patent; DR. REDDY’S LABORATORIES LIMITED; DR. REDDY’S LABORATORIES, INC.; WO2008/143649; (2008); A2;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics