Triazoles

Synthetic Route of 15988-11-1, 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. 15988-11-1, name is 4-Phenyl-1,2,4-triazolidine-3,5-dione belongs to Triazoles compound, it is a common compound, a new synthetic route is introduced below.

General procedure: A mixture of arylaldehyde (1 mmol), malononitrile (1mmol), 4-phenylurazole (1mmol ) and NaBr (0.05 g, 0.5 mmol ) in EtOH (20 mL) was stirred with a magnetic stirrer and electrolyzed in an undivided cell equipped with a graphite anode, and an iron cathode at ambient temperature under a constant current density of 10mA/cm2( electrodes square 5 cm2), until the catalytic quantity of 0.1 F/mol of electricity was passed. After electrolysis process, the mixture was filtered, then it was rinsed twice with cold ethanol to obtained corresponding product.

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, 4-Phenyl-1,2,4-triazolidine-3,5-dione, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Khandan-Barani, Khatereh; Dodangeh, Mohammad; Kangani, Mehrnoosh; Maghsoodlou, Malek-Taher; Oriental Journal of Chemistry; vol. 32; 2; (2016); p. 1255 – 1260;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Some common heterocyclic compound, 51039-49-7, name is 2-Phenyl-2H-1,2,3-triazole, molecular formula is C8H7N3, 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. Product Details of 51039-49-7

Step3. Synthesis of 2-(4-bromophenyl)-2H-1,2,3-triazole. [1.1.5c] 1.1.5c 1.1.5b (68 mg, 0.468 mmol) was dissolved in concentrated H2S04 (2 mL) and Br2 (0.024 mL, 0.468 mmol) was added, followed by Ag2S04 (175 mg, 0.56 mmol). After stirring at room temperature for 40 minutes, the reaction mixture was poured into water and extracted with ethyl acetate. The organic layer was dried (Na2S04) and concentrated to afford 1.1.5c (40 mg, 38 % yield) as an off white solid. LCMS (m/z) 225.9 [M+H]+ 1H NMR (400 MHz, CDCI3) 7.99 (d, J = 8.61 Hz, 2H), 7.83 (s, 2H), 7.62 (d, J = 8.61 Hz, 2H)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 51039-49-7, its application will become more common.

Reference:
Patent; NOVARTIS AG; FU, Jiping; KARUR, Subramanian; MADERA, Ann Marie; PECCHI, Sabina; SWEENEY, Zachary Kevin; TJANDRA, Meiliana; YIFRU, Aregahegn; WO2014/160649; (2014); 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, Safety of 1H-1,2,4-Triazol-5-amine

General procedure: A mixture of aromaticaldehyde (1.0 mmol) and dimedone(1.0 mmol) with 2-aminobenzimidazole or 3-amino-1,2,4-triazole (1.0 mmol) was stirred in acetic acid (5 mL) at 60 Cfor the appropriate time (Tables 3, 4). The progress of thereaction was monitored by TLC. After completion of thereaction, a thick precipitate was obtained. The solid productwas filtered off and washed with acetic acid (3 ¡Á 2 mL) togive the pure products 4 and 6, and subsequently dried in air.The pure products were characterized by conventional spectroscopicmethods. Physical and spectral data for the compounds,4b, 4c, 4h, 4j, 6a, 6c, and 6h are represented below:

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Article; Mousavi, Mir Rasul; Maghsoodlou, Malek Taher; Hazeri, Nourallah; Habibi-Khorassani, Sayyed Mostafa; Journal of the Iranian Chemical Society; vol. 12; 8; (2015); p. 1419 – 1424;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 15294-81-2, The chemical industry reduces the impact on the environment during synthesis 15294-81-2, name is 4,5-Dibromo-1H-1,2,3-triazole, I believe this compound will play a more active role in future production and life.

Example 160: Preparation of 4,5-dibromo-l-methyl-lH-[1.2.31triazole and 4,5-dibromo- 2-methyl-2H-r 1 ,231triazole(A) (B)To a solution of 4,5-dibromo- IH-[1, 2,3]triazole (2.26 g, 10 mmol) (Example 159) and triethyl amine (1.5 ml, 10 mmol) in dichloromethane (50 ml), was added methyl iodide (625 mul, 10 mmol). The reaction mixture was stirred at room temperature for 24 hours. More triethyl amine (0.75 ml, 5 mmol) and more methyl iodide (312 mul, 5 mmol) were added and the mixture was stirred for 3 hours. The reaction mixture was quenched with aqueous ammonium chloride (saturated, 15 ml). The organic extract was dried over magnesium sulfate and concentrated and the residue was purified by column chromatography on silica gel (eluent 10-30percent ethyl acetate in hexane) to give 4,5-dibromo-2- methyl-2H-[l ,2,3]triazole (isomer B) (625 mg, 26percent yield) and 4,5-dibromo- 1-methyl- IH-[1, 2,3]triazole (isomer A) (825 mg, 34percent yield). Isomer A 1H-NMR (400 MHz, CDCl3): 4.09 (s, 3H, Me) ppm. Isomer B 1H-NMR (400 MHz, CDCl3): 4.18 (s, 3H, Me) ppm.

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, 4,5-Dibromo-1H-1,2,3-triazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SYNGENTA LIMITED; WO2007/71900; (2007); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 3179-31-5, 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. 3179-31-5, name is 1H-1,2,4-Triazole-3-thiol belongs to Triazoles compound, it is a common compound, a new synthetic route is introduced below.

c) 6-Chloro-2-[4-(lJH-l,2,4-triazol-3-ylthio)-l-piperidinyl]-iV-(tricyclo[3.3.1.13’7]dec-l- ylmethyl)-5-quinolinecarboxamide; To 6-chloro-2-[4-[(methylsulfonyl)oxy]-l-rhoirhoeridinyl]-N-(tricyclo[3.3.1.13’7]dec-l- ylmethyl)-5-quinolinecarboxamide (200 mg) (Example 22 (b)) and potassium carbonate 5 (104 mg) in acetone (2 mL) and water (0.3 mL) was added IH- l,2,4-triazole-3 -thiol (57 mg). The mixture was heated in a microwave for 40 minutes at 1200C and then cooled to room temperature. The solvent was removed under vacuum and the reaction worked up as described in (Example 22 (b)) to afford the sub-titled compound (220 mg).I0 MS: APCI(+ve) 538/540 (M+H*).

The synthetic route of 1H-1,2,4-Triazole-3-thiol has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTRAZENECA AB; WO2006/59945; (2006); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Application of 1455-77-2,Some common heterocyclic compound, 1455-77-2, name is 3,5-Diamino-1,2,4-triazole, molecular formula is C2H5N5, 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 10 mmol of 1,2,4-triazole-3,5-diamine, pyridine-2,6-diamine, or 4-hydroxypyrimidine-2,6-diamine in 50 mL of glacial acetic acid was slowly added to a solution of 20 mmol of phthalic anhydride or tetrachlorophthalic anhydride in 100 mL of glacial acetic acid. The colored solution was refluxed with constant stirring for 8 h at 100 ¡ãC (TLC monitoring; MeOH?CH2Cl2, 1 : 4) and poured into cold water. The colored precipitate was filtered off, dried in a vacuum desiccator over fused CaCl2, and recrystallized from DMSO. 2,2?-(1H-1,2,4-Triazole-3,5-diyl)bis[1H-isoindole-1,3(2H)-dione] (1). Yield 66percent, white solid, mp >300¡ãC. IR spectrum, nu, cm?1: 1793, 1743 (C=O), 3298 (N?H),691 [delta(C?Carom)]. 1H NMR spectrum, delta, ppm: 7.60 d (4H, Harom), 7.69 d (4H, Harom), 11.13 s (1H, NH). Mass spectrum: m/z 360.01 [M + 1]+. Found, percent: C60.12; H 2.47; N 19.54. C18H9N5O4. Calculated, percent: C60.17; H 2.52; N 19.49.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3,5-Diamino-1,2,4-triazole, its application will become more common.

Reference:
Article; Arif; Nayab, P. Sirajuddin; Rahisuddin; Russian Journal of General Chemistry; vol. 86; 6; (2016); p. 1374 – 1380; Zh. Obshch. Khim.; vol. 86; 6; (2016); p. 1374 – 1380,7;,
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 n-BuLi (2.5 M in hexanes, 1.25 mL, 3.12 mmol) was added dropwise by syringe to a solution of 1-methyl-1H-1,2,3-triazole (268 mg, 3.22 mmol) in dry THF (32 mL) in a dry ice-methanol bath. The suspension was stirred for 30 minutes, slowly allowing the reaction mixture to warm to -10 C. (4-Chloro-2-methoxy-3-((6-(trifluoromethyl)pyridin-3-yl)methyl)quinolin-6-yl)(1,2-dimethyl-1H-imidazol-5-yl)methanone (0.500 g, 1.05 mmol, Intermediate 45: step f) in dry THF (5 mL) was added to the mixture via syringe and the resulting mixture was allowed to warm to ambient temperature overnight. The reaction was quenched with water. Brine was added and the aqueous mixture was extracted with ethyl acetate. The combined organic layers were dried (Na2SO4), filtered, and concentrated. The crude product was purified by flash column chromatography (silica gel, 0-8% MeOH-DCM) to provide the title compound. 1H NMR (500 MHz, CDCl3) delta 8.69 (d, J=1.7 Hz, 1H), 8.24 (d, J=1.9 Hz, 1H), 8.22 (s, 1H), 7.79-7.76 (m, 1H), 7.75 (d, J=8.7 Hz, 1H), 7.57 (d, J=8.1 Hz, 1H), 7.42 (dd, J=8.7, 2.0 Hz, 1H), 6.97 (s, 1H), 5.95 (s, 1H), 4.30 (s, 2H), 4.08 (s, 3H), 3.88 (s, 3H), 3.33 (s, 3H), 2.12 (s, 3H); MS m/e 557.8 [M+H]+.

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.; Jones, William Moore; Goldberg, Steven; US2015/105366; (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. 1455-77-2, name is 3,5-Diamino-1,2,4-triazole, A new synthetic method of this compound is introduced below., category: Triazoles

In a 500 mL round-bottomed flask, lH-l,2,4-triazole-3,5-diamine (1.5 g, 15.1 mmol, Eq: 1.00) and sodium methoxide 1M (33.3 ml, 16.7 mmol, Eq: 1.1) were combined with MeOH (100 ml) to give a colorless turbid solution. The reaction mixture was stirred for 4 hr and stripped to a gray solid. Suspended in 30 ml DMF and l-(chloromethyl)-4-methoxybenzene (2.42 g, 2.1 ml, 15.4 mmol, Eq: 1.02) was added. The dark brown suspension was stirred at 25C for 60 hrs under argon. The reaction was diluted with water (35 ml) and extracted with EtOAc (3 x 50 ml). The organic layers were combined, washed with H20 (1 x 25 mL), sat NaCl (1 x 50 ml), dried over Na2S04 and concentrated in vacuo to a white pasty solid. Dried under vacuum while gently heating to remove residual DMF and PMB-C1. The crude material was purified by flash chromatography (silica gel, 80g, 0percent to 10percent MeOH in DCM) to give 457 mg of desired product as a yellow solid (14percent). MS (m+1) = 220.

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; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; CHEN, Zhi; CHIN, Elbert; ERICKSON, Shawn David; GABRIEL, Stephen Deems; MERTZ, Eric; WEIKERT, Robert James; WO2014/135483; (2014); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference of 4928-87-4, 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 4928-87-4 as follows.

Example 2. Synthesis of N-{4-[(pyrimidin-2-yl)sulfamoyl]phenyl}-lH-l,2,4- triazole-3-carboxamide, 1-18 1-18 [00267] Compound 1-18 was prepared according to the reaction sequence in Scheme IV with several adaptations. The solvent was removed in vacuo, the remaining material was triturated from H2O/CH3CN 1 : 1 (20ml), washed with small volumes of DMSO/CH3CN 1 :2, collected and dried to afford 190mg (65%) of N-{4-[(pyrimidin-2-yl)sulfamoyl]phenyl}-lH-l,2,4-triazole-3- carboxamide 1-18 as a colourless solid. 1H NMR (500 MHz, DMSO-d6) delta 14.84 (s, 1H), 11.70 (s, 1H), 10.83 (s, 1H), 8.66 (s, 1H), 8.50 (d, J = 4.9 Hz, 2H), 8.02 (d, J = 8.9 Hz, 2H), 7.95 (d, J = 8.9 Hz, 2H), 7.04 (t, J = 4.9 Hz, 1H).

According to the analysis of related databases, 4928-87-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; RAZE THERAPEUTICS, INC.; SAIAH, Eddine; (148 pag.)WO2016/40449; (2016); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 6818-99-1, 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 6818-99-1 as follows.

Under an atmosphere of argon, (2S,4R)-N-(1-cyanocyclopropyl)-4-(4-fluoro-2- methyiphenylsulfonyl)- 1 -(1 -(trifluoromethyl)cyclopropanecarbonyl)pyrrolidine-2- carboxamide (example 19, step b, 0.2 g, 410 imol) was combined with N,Ndimethylacetamide (8.00 mL) to give a colorless suspension. 3-Chloro-1H-1,2,4-triazole (86.7 mg, 821 imol) and cesium carbonate (267 mg, 821 imol) were added. The reactionmixture was stirred over 5 days and was subsequently heated to 140C for 30 mm in a microwave oven. The reaction mixture was then poured into water (40 mL) and extracted with ethyl acetate (2 x 40 mL). The crude material was purified by preparative HPLC and obtained as a light yellow, viscuous oil (12 mg, 5.1%). mlz = 571.11 [M+H41.:_The title compound was obtained as a by-product in the preparation of example 66 and was obtained as a light yellow viscous oil (13.9 mg, 5.9%, stereochemistry assigned byNOESY-NMR). mlz = 571.1137 [M+H?i.

According to the analysis of related databases, 6818-99-1, 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.; HAAP, Wolfgang; KUHN, Bernd; LUEBBERS, Thomas; PETERS, Jens-Uwe; (93 pag.)WO2017/144483; (2017); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics