Triazoles

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. 23579-79-5, name is 3,5-Dibromo-1-methyl-1H-1,2,4-triazole, A new synthetic method of this compound is introduced below., Recommanded Product: 3,5-Dibromo-1-methyl-1H-1,2,4-triazole

Intermediate 8 3-Bromo-l-methyl-5-(2-phenylazetidin iazole 3,5-Dibromo-l-methyl-lH-l,2,4-triazole (200 mg, 0.83 mmol) and 2-phenylazetidine (177 mg, 1.33 mmol) were dissolved in DMF (5 mL). Potassium carbonate (344 mg, 2.49 mmol) was added. The mixture was heated at 170C for 2 hour in a microwave reactor. The mixture was cooled to rt, diluted with water and extracted with diisopropyl ether. The organic layer was washed with brine and dried over sodium sulfate. The solvents were removed to give the title compound as a liquid (225 mg, 92%). MS (ESI+) m/z 294 [M+H]+. XH NMR (400 MHz, CDCI3) delta ppm 2.37 – 2.49 (m, 1 H) 2.71 – 2.82 (m, H) 3.39 (s, 3 H) 4.11 – 4.19 (m, 2 H) 5.38 (t, 1 H) 7.28 – 7.48 (m, 6 H).

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; ACTURUM LIFE SCIENCE AB; BESIDSKI, Yevgeni; YNGVE, Ulrika; PAULSEN, Kim; LINDE, Christian; NORDVALL, Gunnar; MACSARI, Istvan; MALMBORG, Jonas; WO2014/195321; (2014); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 288-36-8, 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. 288-36-8, name is 1H-1,2,3-Triazole belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below.

A solution of 2-bromo-3-thiophene carboxylic acid (1.50 g, 7.24 mmol), 1H-1,2,3- triazole (0.600 g, 8.69 mmol), potassium carbonate (2.00 g, 14.5 mmol), and copper iodide (0.138 g, 0.724 mmol) in DMF (36.2 mL) was purged subsurface with nitrogen and heated to 75 C for 96 h. The reaction was diluted with water, washed with ether, and acidified with cone. HC1. The acidic aqueous solution was extracted 3x with EtOAc and the combined organic fractions were washed with brine, dried over magnesium sulfate, filtered, and concentrated. The crude material was purified by silica gel gradient chromatography [0-70% (1% acetic acid in EtOAc) in hexanes], to provide Intermediate C as a solid. LRMS m/z (M+H) 196.2 found, 196.1 required.

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, 1H-1,2,3-Triazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK SHARP & DOHME CORP.; KUDUK, Scott, D.; REGER, Thomas, S.; SKUDLAREK, Jason, W.; (0 pag.)WO2016/85784; (2016); 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. 27996-86-7, name is 4-[1,2,4]Triazol-1-yl-benzaldehyde, This compound has unique chemical properties. The synthetic route is as follows., Safety of 4-[1,2,4]Triazol-1-yl-benzaldehyde

Amixture of 1,10-phenanthroline-5,6-dione (6.1 mmol, 1.30 g) and 4-(1H-1,2,4-triazol-1-yl)benzaldehyde (5.7 mmol, 1.00 g), ammonium acetate (90 mmol, 6.90 g) and glacialacetic acid (90 mL) was refluxed for about 6 h, then cooled to room temperature anddiluted with water (ca. 50 mL). To the obtained orange-red solution, concentrated aqueousammonia was added dropwise until pH 6; the yellow product (1.75 g, yield: 84.5%)was collected by filtration and washed with water several times. m/z: 364.1 (supplementarymaterial Figure S13). 1H NMR (CD3)2SO, 400 MHz also confirms the structure of ligand(supplementary material Figure S14). IR (KBr, cm1): 3468, 3417, 3117, 1638, 1615, 1528,1508, 1486, 1455, 1400, 1280, 1222, 1145, 1073, 983, 840, 803, 738, 670, 618.

According to the analysis of related databases, 27996-86-7, the application of this compound in the production field has become more and more popular.

Reference:
Article; Xu, Wei; Li, Lin-Shen; Zhong, Ri-Ming; Cai, Dan-Ju; Zhan, Qiu-Qiang; Lin, Wei-Quan; Zhang, Ze-Min; Wu, Jian-Zhong; Ou, Yong-Cong; Journal of Coordination Chemistry; vol. 72; 11; (2019); p. 1865 – 1875;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 13423-60-4, 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 13423-60-4 as follows.

EXAMPLE 115 1-phenyl-4-(undec-1-yl)triazolium bromide 0.300 g (0.002 mol) 1-phenyltriazole 1 and 1.41 g (0.006 mol) 1-bromoundecane 2 are combined in a pressure tube. The reaction mixture is stirred for 24 h at 110 C. The reaction mixture is cooled down and the same volume petroleum ether is added. The precipitated solid is filtered off, washed with petroleum ether/THF (1:1), and is dried in HV. M 380.37 C19H30N3N3Br Yield: 0.281 g (37%) 1H-NMR DM-187 (300 MHz/DMSO):

According to the analysis of related databases, 13423-60-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; TECHNISCHE UNIVERSITAET DRESDEN; US2011/105761; (2011); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 16681-65-5, 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. 16681-65-5 name is 1-Methyl-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.

Example 57 Cis-(1S)-N-methyl-7-(5-(N(1)methyl-1,2,3-triazolyl)-4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro-1-naphthalenamine To a solution of N(1)-methyl-1,2,3-triazole (Prepared by the general method described in J. Chem. Soc., Perkin Trans. I, 1973, 2506) (0.115g, 0.00139mol) in tetrahydrofuran (2ml) at -78C under nitrogen was added n-butyllithium (2.5M solution in hexane) (0.00139mol) and after 15 minutes, zinc chloride (0.00139mol) (0.5M solution in tetrahydrofuran). The reaction was warmed to 0C and tetrakis(triphenylphosphine)palladium (0.053g) and a solution of the iodide product of Example 1(a) (0.2g, 0.00046mol) in tetrahydrofuran (5ml) added and the reaction heated at reflux for 16 hours. The reaction was cooled to room temperature, saturated aqueous ethyldiamine tetra-acetic acid di-sodium salt solution was added, the mixture stirred for 30 minutes, water was added and the mixture extracted with ethyl acetate. The organic phase was washed with saturated aqueous sodium bicarbonate, brine and dried (MgSO4). The solution was filtered and the solvent removed under reduced pressure. The crude product was purified on silica gel eluding with 100: 2.5: 1 dichloromethane: methanol: 0.88 ammonia to give the title compound as a pale yellow foam (0.148g, 83%). MS m/z 387 (MH)+ 1H-NMR (CDCl3): delta = 1.90 (1H, m), 2.05 (3H, m), 2.55 (3H, s), 3.77 (1H, t), 4.04 (1H, t), 4.10 (3H, s), 6.93 (1H, dd), 7.00 (1H, dd), 7.16 (1H, dd), 7.26 (1H, s), 7.38 (1H, dd), 7.46 (1H, s), 7.70 (1H, s).

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

Reference:
Patent; Pfizer Limited; PFIZER INC.; EP1157002; (2005); B1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

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 7411-23-6 as follows. Quality Control of 3,5-Dibromo-1H-1,2,4-triazole

To a solution of 3,5-dibromo-1H-1,2,4-triazole (Int-1, 5.0 g, 22.0 mmol) in DMF (70 mL) was added sodium hydride (793 mg, 33.1 mmol) at 0C under argon atmosphere. After complete addition reaction was allowed to stir at 25C for 30 min. Then 2-iodopropane (2.6 mL, 26.4 mmol) was added followed by stirring at 40C for 4 h. After complete consumption of starting material (as monitored by TLC) reaction mixture was poured into ice-water followed by extraction with MTBE. The organic layer was separated and dried over sodium sulphate. Solvent was evaporated under reduced pressure to afford the title compound as yellow liquid (5.4 g, crude) which was sufficiently pure for use in next step. 1H NMR (DMSO-d6, 400 MHz): 1.39 (d, J = 6.6 Hz, 6 H), 4.64-4.71 (m, 1 H). MS (ES+) m/z 270.0 [M+H].

According to the analysis of related databases, 7411-23-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; BARTELS, Bjoern; BERCHTOLD, Stefan; GALLEY, Guido; GOERGLER, Annick; JAKOB-ROETNE, Roland; KRUMMENACHER, Daniela; LIMBERG, Anja; NEIDHART, Werner; RATNI, Hasane; REUTLINGER, Michael; RODRIGUEZ SARMIENTO, Rosa Maria; SCHNIDER, Christian; (309 pag.)WO2018/87018; (2018); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 7170-01-6, name is 3-Methyl-1H-1,2,4-triazole, 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 7170-01-6, Formula: C3H5N3

Intermediate 596-(5-Methyl-1 H-1 ,2,3,4-tetrazoH -yl)pyridine-3-carboxylic acid To a solution of methyl 6-aminopyhdine-3-carboxylate (1 .52 g) in dichloromethane (10 mL) and pyridine (3 mL) is added acetic anhydride (2 g) and the solution is stirred at r.t. overnight. After concentration water and dichloromethane are added and the organic layer is separated, washed with saturated aqueous CuSO4, then water, dried over MgSO4 and concentrated. The N-acyl compound is dissolved in MeCN (20 mL) and sodium azide (4 g) and SiCI4 (4 mL) are added and the mixture is stirred at r.t. overnight. The reaction is quenched by slow addition to an ice/NaHCO3 mixture and extracted with ethyl acetate. The organic extracts are dried over MgSO4 and concentrated. The crude ester is dissolved in MeOH (30 mL) and 4 M NaOH (3 mL) is added and stirred at r.t. for 2 h. The mixture is neutralized to pH 7 with 6 M HCI, concentrated and then acidified with 6 M HCI and the precipitate is filtered off washing with water and dried by suction to give the title compound. LC (method 20): tR = 1 .52 min; Mass spectrum (APCI): m/z = 206 [M+H]+.

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, 3-Methyl-1H-1,2,4-triazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; NEUROCRINE BIOSCIENCES, INC.; HECKEL, Armin; HIMMELSBACH, Frank; LANGKOPF, Elke; NOSSE, Bernd; ASHWEEK, Neil, J.; HARRIOTT, Nicole; WO2012/168315; (2012); 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. 288-36-8, name is 1H-1,2,3-Triazole, A new synthetic method of this compound is introduced below., Formula: C2H3N3

To a mixture of 2-bromo-4-fluorobenzoic acid (30 g, 137 mmol), cesium carbonate (89.26 g, 274 mmol) and Cul (5.27 g, 27.4 mmol) in DMF (200 mL) were added N,N’-dimethylcyclohexane-1,2-diamine (3.7 mL,23.3 mmol) and 1H-1,2,3-triazole (18.92 g, 274 mmol). The resulting mixture was stirred at 110C overnight, cooled, concentrated in vacuo and diluted with water (150 mL). The aqueous layer was extracted with EtOAc (300 mL x 3). The aqueous layer was acidified with 2N HCl and extracted with EtOAc (300 mL x 4). The combined organic layers were washed with brine (150 mL x 3), dried over Na2SO4, filtered andthe filtrate concentrated in vacuo. The residue was purified by chromatography on silica gel (petroleum ether : EtOAc = 100: 1 ~ 5 : 1) to provide the title compound as a yellow solid. LRMS m/z (M+H) 208.0 found, 208.0 required.

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; MERCK SHARP & DOHME CORP.; LIVERTON, Nigel; BESHORE, Douglas C.; KUDUK, Scott D.; LUO, Yunfu; MENG, Na; YU, Tingting; WO2015/18027; (2015); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference of 7343-33-1, 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. 7343-33-1, name is 5-Bromo-1H-1,2,4-triazole belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below.

To a suspension of 3-bromo-1H-1,2,4-triazole (5.0 g, 34 mmol) and cesiumcarbonate (11 g, 34 mmol) in acetonitrile (50 mL) was added 1,1,1-trifluoro-4-iodobutane (6.8 mL, 34 mmol). The solution was stirred at room temperature for 72 hours. The solution was poured into water (50 mL) and extracted with diethyl ether (2 x 100 mL). The combined organic layers were concentrated. Purification by flash column chromatography using 0-20percent ethyl acetate/hexanes as eluent, provided the titlecompound as a 70:30 mixture of isomers (3.2 g, 37percent). The mixture was used in the next step without further purification: 1H NMR (400 MHz, CDCI3) O 7.96 (s, 1H), 4.22 (t, J = 6.5 Hz, 2H), 2.27 ? 2.07 (m, 4H); 19 NMR (376 MHz, CDCI3) O -65.83.

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-Bromo-1H-1,2,4-triazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; DOW AGROSCIENCES LLC; GIAMPIETRO, Natalie C.; CROUSE, Gary D.; SPARKS, Thomas C.; (131 pag.)WO2017/40060; (2017); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

4928-88-5, name is Methyl 1H-1,2,4-triazole-3-carboxylate, 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. Recommanded Product: Methyl 1H-1,2,4-triazole-3-carboxylate

EXAMPLE 1 A mixture of methyl 1,2,4-triazole-3-carboxylate (26.4 g, 0.21 mole) and beta-D-ribofuranosyl-1,2,3,5-tetraacetate (60.2 g, 0.19 mole) was melted and then 1.1 g of p-toluenesulfonic acid was added thereto. The reaction mixture was reacted for 6 hours, while maintaining the temperature of the reaction mixture at 85+-5° C. And then, the reaction mixture was crystallized with 300.8 ml of methanol to give 57.9 g of 1-(2,3,5-tri-O-acetyl-beta-D-ribofuranosyl)-1,2,4-triazole-3-carboxylic acid methyl ester (yield: 78.9percent). NMR (CDCl3) delta (ppm): 2.12(t, 9H), 3.99(s, 3H), 4.25(m, 1H), 4.48(m, 2H), 5.57(t, 1H), 5.76(q, 1H), 6.07(d, 1H), 8.44(s, 1H)

The synthetic route of 4928-88-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Lee, Tai-Au; Park, Nam-Jin; Khoo, Ja-Heouk; Lee, Byung-Cheol; US2003/120064; (2003); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics