Triazoles

Adding a certain compound to certain chemical reactions, such as: 1455-77-2, name is 3,5-Diamino-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 1455-77-2, COA of Formula: C2H5N5

General procedure: An equimolar solution of 3,5-diamino-1,2,4-triazole (0.99?g, 0.01?mol) and 2-hydroxynaphthaldehyde (1.72?g, 0.01?mol) in dry methanol (50?mL) was refluxed for 3?h, a precipitated product was formed during refluxing. It was then cooled to room temperature, filtered, washed with methanol (35?mL), then with diethyl ether (2?¡Á?5?mL) and dried under vacuum. Recrystallization in a mixture of methanol:dioxane (1:4) gave TLC pure product (L1) in 83percent yield. The same method was applied for the preparation of all other ligands (L2)?(L5).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3,5-Diamino-1,2,4-triazole, and friends who are interested can also refer to it.

Reference:
Article; Sumrra, Sajjad H.; Chohan, Zahid H.; Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy; vol. 98; (2012); p. 53 – 61;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference of 7411-23-6, 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. 7411-23-6, name is 3,5-Dibromo-1H-1,2,4-triazole belongs to Triazoles compound, it is a common compound, a new synthetic route is introduced below.

To a stirred solution of 3,5-dibromo-1,2,4-triazole,2 (2.8 g, 12.34 mmol) in dichloromethane (40 mL) was added (4-(methoxycarbonyl)phenyl)boronic acid (2.0 g, 11.1 mmol), copper(II) acetate (4.0 g,22.0 mmol), pyridine (1.75 g, 22.1 mmol) and 4A molecular sieves sequentially. It was stirred for 14 h at 25C during which TLC showed the completion of the reaction. It was filtered through a celite bed and the filtrate was concentrated under reduced pressure to give crude product 3, which was further purified by column chromatography using silica gel (100-200 mesh) using ethyl acetate: hexane (30:70) as the eluent to afford 3 (2.70 g, 60%) as an off-white solid. m.p. 139.2-140.9C; IR (KBr): 2957, 1724, 1607,1510, 1447, 1391, 1311, 1295, 1266, 1118, 1003, 857,769 cm-1; 1H NMR (400 MHz, CDCl3): 3.97 (s, 3H),7.69 (d, 2H), 8.21 (d, 2H); 13C NMR (100 MHz,CDCl3): 52.7, 124.38, 129.2, 130.9, 130.9, 131.4,139.3, 141.9, 165.7; MS (EI): m/z Calcd for C10H7Br2N3O2: 361.89. Found: 361.90 (dibromo pattern).

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

Reference:
Article; Roy, Bhairab Nath; Singh, Girij Pal; George, Shaji K.; Lathi, Piyush S.; Agrawal, Manoj K.; Trivedi, Anurag; Mishra, Madhan; Singh, Gajendra; Indian Journal of Chemistry – Section B Organic and Medicinal Chemistry; vol. 53; 5; (2014); p. 610 – 618;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

6523-49-5, name is 4-(1,2,4-Triazol-1-yl)aniline, 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: 4-(1,2,4-Triazol-1-yl)aniline

A mixture of the formamidine from step 1 (76 mg) and 4-triazolylaniline(24 mg) in AcOH (2 ml) was heated to 125 for 1 h. After cooling, the mixture was diluted and basified with IN NaOH (20 ml). The resulting ppt was isolated by filtration, washed with DCM then triturated with MeOH / acetone. The filtrate was concentrated to give the title compound (22 mg) as a light green solid. 1H NMR delta 10.45 (IH, br s), 9.3 (IH, s), 8.88 (IH, s), 8.6 (IH, s), 8.26 (IH, s),8.14 (3H, m), 7.87 (5H5 m), 7.12 (2H5 d, J 8.85Hz), 3.78 (4H, m), 3.21 (4H5 m) ; LC- MS rt 2.28 m/z 450 ES+.

The synthetic route of 6523-49-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ARROW THERAPEUTICS LIMITED; WO2007/80401; (2007); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 4928-87-4, name is 1,2,4-Triazole-3-carboxylic 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 4928-87-4, Quality Control of 1,2,4-Triazole-3-carboxylic acid

To isolate single crystals of [Mn(L)2(H2O)2] (1), 1H-1,2,4-triazole-3-carboxylic acid (0.117 g, 1 mmol), potassium hydroxide (0.04 g, 1 mmol) and manganese(II) chloride tetrahydrate (0.098 g, 0.5 mmol) were placed in the main arm of a branched tube to be heated. Water was carefully added to fill both arms, and then the arm to be heated was placed in a bath at 60 C. After 10 days, colorless crystals were deposited in the cooler arm which were filtered off, washed with water and air dried. (0.161 g, yield 51.3%), m.p. > 300 C.

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, 1,2,4-Triazole-3-carboxylic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Safarifard, Vahid; Morsali, Ali; Ultrasonics Sonochemistry; vol. 21; 1; (2014); p. 253 – 261;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference of 16681-65-5, 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. 16681-65-5, name is 1-Methyl-1H-1,2,3-triazole belongs to Triazoles compound, it is a common compound, a new synthetic route is introduced below.

To a flask containing 1-methyl-1H-1,2,3-triazole (275 mg, 3.31 mmol) was added THF (10 mL) and the solution was cooled to -45 C. using a CH3CN-CO2 bath. n-BuLi (2.5 M in hexanes, 1.4 mL, 3.5 mmol) was added dropwise which afforded an opaque white suspension. The mixture was stirred at -43 C. for 20 minutes, then a homogeneous solution of (4-chloro-3-isobutyl-2-methoxyquinolin-6-yl)(1,2-dimethyl-1H-imidazol-5-yl)methanone (550 mg, 1.48 mmol, Intermediate 65) in 3 mL THF was introduced. After 10 minutes, the reaction flask was then placed in an ice-water bath. The reaction mixture was quenched after 30 minutes with aqueous NH4Cl solution and the aqueous portion was extracted with EtOAc (4*30 mL) and EtOAc:THF (1:1, 30 mL). The combined organics were washed with brine, dried over MgSO4, filtered and concentrated. Chromatography on silica gel (5% MeOH-DCM increasing to 10% MeOH-DCM) provided the title compound as a tan amorphous solid. 1H NMR (400 MHz, CD3OD) delta 8.19 (d, J=2.1 Hz, 1H), 7.85 (d, J=8.7 Hz, 1H), 7.52 (dd, J=8.7, 2.2 Hz, 1H), 7.17 (s, 1H), 6.11 (s, 1H), 4.09 (s, 3H), 3.98 (s, 3H), 3.47 (s, 3H), 2.85 (d, J=7.3 Hz, 2H), 2.37 (s, 3H), 2.11 (hept, J=6.9 Hz, 1H), 0.96 (d, J=6.6 Hz, 6H). MS (ESI): mass calcd. for C23H27ClN6O2, 454.2. m/z found 455.0 [M+H]+. The racemate was separated by chiral SFC (Stationary phase: CHIRALPAK AD-H 5 mum, 250¡Á30 mm, Mobile phase: 70% CO2, 30% mixture of MeOH/iPrOH 50/50 v/v (+0.3% iPrNH2)), to give Example 134b as the first compound that eluted from the chiral column and Example 134c as the second compound that eluted from the chiral column.

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

Reference:
Patent; JOHNSON & JOHNSON; 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.; MCCLURE, KELLY; TANIS, VIRGINIA; US2015/111870; (2015); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 885877-41-8, name is 4-Bromo-1,5-dimethyl-1H-1,2,3-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 885877-41-8, HPLC of Formula: C4H6BrN3

A mixture of tert-butyl 4-({[2-amino-5-(4,4,5,5-tetramethyl-1 ,3,2-dioxaborolan-2-yl)pyridin-3-yl]oxy}methyl)piperidine-1 -carboxylate (I-55) (500 mg, 1 .15 mmol), 4-bromo-1 ,5-dimethyl-1 /-/-1 ,2,3-triazole (203 mg, 1 .15 mmol), Cs2C03 (2 M in water, 1 .15 mL, 2.31 mmol) in toluene (1 mL) and EtOH (3mL) was added Pd(PPh3)4 (20.3 mg, 0.1 15mmol). The mixture was thoroughly degassed before heating under nitrogen at 90 C for 14 hr. The mixture was concentrated under vacuum to dryness, and the residue purified by silica gel chromatography (petroleum ether/ EtOAc = 1 /1 to 0/1) to give the te/ -butyl 4-({[2-amino-5-(1 ,5-dimethyl-1 H-1 ,2,3-triazol-4-yl)pyridin-3-yl]oxy}methyl)piperidine-1 -carboxylate (I-58) (300 mg, 86%) as a yellow solid, which was use in next step without further purification.

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

Reference:
Patent; PFIZER INC.; JOHNSON, Ted William; RICHARDSON, Paul Francis; COLLINS, Michael Raymond; RICHTER, Daniel Tyler; BURKE, Benjamin Joseph; GAJIWALA, Ketan; NINKOVIC, Sacha; LINTON, Maria Angelica; LE, Phuong Thi Quy; HOFFMAN, Jacqui Elizabeth; (335 pag.)WO2016/97918; (2016); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 16681-65-5, A common heterocyclic compound, 16681-65-5, name is 1-Methyl-1H-1,2,3-triazole, molecular formula is C3H5N3, 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 50 mL flask containing 1-methyl-1H-1,2,3-triazole (0.47 g, 5.71 mmol) in dry THF (3 mL) was cooled to -43 C. (CH3CN-CO2 bath). n-Butyllithium (2.5 M in THF, 2.43 mL, 6.08 mmol) was then added dropwise resulting in a light blue suspension. The suspension was stirred at -40 C. for 40 minutes, and then a homogeneous solution of 6-(trifluoromethyl)nicotinaldehyde (1 g, 5.71 mmol) in THF (7 mL) was introduced at -40 C. The resulting homogeneous colorless solution was allowed to warm gradually to room temperature, and after 30 minutes, LC/MS showed that the reaction was complete. The mixture was quenched with water and aqueous NH4Cl and extracted with EtOAc (2*). The combined organic extracts were washed with brine, dried over Na2SO4, filtered and concentrated to provide the title compound as a semi-solid which was carried on to the next step without further purification.

The synthetic route of 16681-65-5 has been constantly updated, and we look forward to future research findings.

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

Synthetic Route of 7343-33-1, These common heterocyclic compound, 7343-33-1, name is 5-Bromo-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.

To a suspension of 3-bromo-1H-1,2,4-triazole (0.500 g, 3.38 mmol) and cesium carbonate (1.10 g, 3.38 mmol) in acetonitrile (6.8 mL) was added 1-(2-bromoethyl)-4- (trifluoromethoxy)benzene (0.909 g, 3.38 mmol). The reaction mixture was stirred at room temperature for 3 days. The solution was diluted with dichloromethane andwashed with water. The organic extracts were washed with brine, dried, filtered, and concentrated. Purification by flash column chromatography using 0-100percent ethyl acetate/hexanes as eluent provided the title compound as a colorless oil (0.410 g, 36percent): 1H NMR (400 MHz, CDCI3) O 7.66 (s, 1H), 7.15 (dq, J = 7.7, 1.0 Hz, 2H), 7.12 -7.04 (m, 2H), 4.39 – 4.28 (m, 2H), 3.19 (t, J = 7.0 Hz, 2H); 19 NMR (376 MHz, CDCI3)O -57.93; ESIMS m/z 337 ([M+H]).

The synthetic route of 7343-33-1 has been constantly updated, and we look forward to future research findings.

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

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. 103755-58-4, name is (1-Phenyl-1H-1,2,3-triazol-4-yl)methanol, This compound has unique chemical properties. The synthetic route is as follows., category: Triazoles

Methanesulfonyl chloride (0.30 g, 2.6 mmol) was added at 0 C to a solution of (1-phenyl-1H-1,2,3-triazol-4-yl)methanol (0.16 g, 0.87 mmol) and trimethylamine (0.38 mL, 2.6 mmol) in dichloromethane (10 mL). The mixture was stirred at 0 C for 45 min. The mixture was washed with water (20 mL). The organic layer was dried over with MgSO4, evaporated and purified by column chromatography (ethyl acetate/hexane, 1:1.2) on silica gel to yield compound 3 (0.15 g, 70%) as a white solid; m.p. 110-112 C. 1H NMR (300 MHz, CDCl3): delta = 8.15 (s, 1 H), 7.76-7.72 (m, 2 H), 7.58-7.45 (m, 3 H), 5.47 (s, 2 H), 3.09 (s, 3 H). 13C NMR (75 MHz, CDCl3): delta = 141.9, 136.8, 130.0, 129.4, 122.7, 120.8, 62.4, 38.5. HRMS (ESI): calcd. for C10H12N3O3S [M + H]+ 254.0599; found 254.0599.

According to the analysis of related databases, 103755-58-4, the application of this compound in the production field has become more and more popular.

Reference:
Article; Kwon, Young-Do; Son, Jeongmin; Yun, Mijin; Chun, Joong-Hyun; Tetrahedron Letters; vol. 59; 29; (2018); p. 2848 – 2852;,
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. 1455-77-2, name is 3,5-Diamino-1,2,4-triazole, This compound has unique chemical properties. The synthetic route is as follows., Formula: C2H5N5

A suspension of 1H-1,2,4-triazole-3,5-diamine (1.98 g, 20 mmol) in EtOH (80 mL) was treated with 1-phenyl-1H-pyrazole-4-carbaldehyde-hydrate (3.52 g, 20 mmol) and the resulting mixture heated at reflux for 3 h. The mixture was cooled to rt and NaBH4 (832 mg, 22.0 mmol) was added portion-wise. The reaction mixture reheated to 40 ¡ãC for 15 minutes. The solvent of the mixture was then evaporated to ~ half volume, the solids filtered, and the collected precipitate was air dried to afford the title compound as a colorless solid (2.45 g, 48percent). 1H NMR (400MHz, DMSO-d6) delta = 10.78 (br s, 1H), 8.33 (s, 1H), 7.77 (d, J = 1.2 Hz, 1H), 7.76 – 7.74 (m, 1H), 7.67 (s, 1H), 7.47 (dd, J = 7.6, 8.4 Hz, 2H), 7.31 – 7.24 (m, 1H), 5.82 (br s, 1H), 5.34 (br s, 2H), 4.14 (d, J = 6.3 Hz, 2H); [M+H] = 256.22.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 1455-77-2.

Reference:
Patent; DART NEUROSCIENCE, LLC; ALLAN, Amy, Lynn; BREITENBUCHER, James; GOMEZ, Laurent; KEENAN, Terence, Patrick; LEMUS, Robert; LY, Kiev; MARRONE, Tami, Jo; (119 pag.)WO2016/73424; (2016); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics