Category: Triazoles

Synthetic Route of 288-88-0, 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. 288-88-0, name is 1H-1,2,4-Triazole, This compound has unique chemical properties. The synthetic route is as follows.

Operating protocol A (82 C., 48 hours) was followed using 117 mg of Chxn-Py-Al (0.4 mmoles), 336 mul of iodobenzene (3 mmoles), 138 mg of 1,2,4-triazole (2 mmoles), 1.042 g of caesium carbonate (3.2 mmoles) and 1.2 ml of DMF. The degree of transformation and selectivity were 100% and 98% respectively. The residue obtained following treatment was purified by silica gel chromatography (eluent: hexane/dichloromethane, 100/0 to 50/50). 264 mg of a dark yellow solid was obtained in a yield of 91%. Pale yellow needles were obtained after re-crystallisation from chloroform. The compound obtained had the following formula: The characteristics were as follows: MPt: 46 C. (CHCl3) (Lit: 46-47 C. given by Micetich, R G; Spevak, P; Hall, T W; Bains, B K; Heterocycles 1985, 23, 1645-1649); 1H NMR/CDCl3: delta8.52 (wide s, 1H, H1), 8.04 (wide s, 1H, H2), 7.53-7.65 (m, 2H, H4,8), 7.26-7.51 (m, 3H, H5,6,7); 13C NMR/CDCl3: delta 152.55 (C1), 140.88 (C2), 139.96 (C3), 129.73 (C5 and C7), 128.15 (C6), 119.99 (C4 and C8); GC/MS: Rt=14.02 min, M/Z=145, purity=100%; Rf=0.21 (eluent: dichloromethane/ethyl acetate, 90/10). Example 1.18; Preparation of 1-phenyl-1H-[1,2,4]triazole; Operating protocol A (82 C., 24 hours) was followed using 117 mg of Chxn-Py-Al (0.4 mmoles), 336 mul of iodobenzene (3 mmoles), 138 mg of 1,2,4-triazole (2 mmoles), 1.042 g of caesium carbonate (3.2 mmoles) and 1.2 ml of DMF. The degree of transformation and selectivity were 79% and 99% respectively. ; Example 1.19; Preparation of 1-phenyl-1H-[1,2,4]triazole; Example 1.18 was repeated, operating at 50 C. (72 hours). The degree of transformation and selectivity for 1-phenyl-1H-[1,2,4-triazole] were 75% and 99% respectively.

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

Reference:
Patent; Taillefer, Marc; Cristau, Henri-Jean; Cellier, Pascal-Philippe; US2005/234239; (2005); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 7170-01-6, 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. 7170-01-6, name is 3-Methyl-1H-1,2,4-triazole belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below.

To a solution of 3-methyl-lH-l,2,4~triazole (7.3 g, 88 mmol) in DMF (75 mL) was added K2CO3 (60.7 g5 439 mmol) and 2-bromopropionic acid teri-butyl ester (14.6 mL, 88 mmol). The reaction was stirred at room temperature overnight. The mixture was diluted with EtOAc (500 mL), washed with water (x 3) then brine. Dried over MgS04 and concentrated. The residue was purified by column chromatography on silica gel, eluting with EtOAc/isohexane (20 to 100%) to give 13 g of crude product as a 3:1 mixture of regioisomers. The mixture was purified by Cbiralcel OD with a gradient from 4% to 30% IP A/Heptane. Then the first two peaks were separated with Chiracel OD column isocratically eluting with 4% IP A/Heptane. The second peak was collected as the desired single stereoisomer (R or S) (2 -(3 -methyl- 1H- 1,2, 4- triazol-l-yl)propanoic acid iert-butyl ester) (3.5 g, 19%). 1H-NMR (500 MHz, CDC13) delta 8.05 (s, 1 H), 4.90 (q, J – 7 Hz, 1 H), 2.35 (s, 3 H), 1.72 (d, J = 7 Hz, 3 H), 1.40 (s, 9 H). ESI-MS calculated for C10H17N3O2: Exact Mass: 211.13; Found 156.05 (-tBu).

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

Reference:
Patent; MERCK SHARP & DOHME CORP.; NAGABUKURO, Hiroshi; EDMONDSON, Scott, D.; SINHAROY, Mary, Struthers; DENNEY, William, S.; FRENKL, Tara, L.; WO2011/43942; (2011); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route 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.

[00112] 1 -Methyl-1 H-1 ,2,3-triazole (41 mg, 0.495 mmol) was dissolved in THF (4.9 mL) and cooled to -78 C. n-Butyllithium solution in hexanes (240 muIota_, 0.594 mmol) was added dropwise and the solution was stirred for further 5 min before zinc(ll) chloride (3.0 mL, 1 .485 mmol) was added. After 30 min at -78 C, the reaction mixture was diluted with DMF (2.0 mL), tetrakis(triphenylphosphine)palladium(0) (29 mg, 0.025 mmol) and a solution of 4-bromo-2-methoxy-1 -nitrobenzene (1 15 mg, 0.495 mmol) in DMF (500 mu) were added. The solution was stirred at 80 C for 2.5 h. After the mixture was cooled to room temperature, water and EtOAc were added and the phases were separated. The organic phase was washed with water, brine, dried (Na2S04) and the solvent was removed in vacuo. The residue was purified by Biotage silica gel column chromatography eluting with DCM/EtOAc (99/1 to 90/10, 10 g column) to afford the title product as a pale yellow solid (82 mg, 70.7 %). 1 H NMR (500 MHz, CDCI3): <5 4.04 (s, 3H), 4.14 (s, 3H), 7.10-7.13 (m, 2H), 7.82 (s, 1 H), 7.98-8.01 (m, 1 H); LC (Method B)-MS (ESI, m/z) fR 1 .97 min, 235 [(M+H+), 100%]. The synthetic route of 16681-65-5 has been constantly updated, and we look forward to future research findings. Reference:
Patent; CANCER RESEARCH TECHNOLOGY LIMITED; NAUD, Sebastien Gaston Andre; BLAGG, Julian; (38 pag.)WO2017/109476; (2017); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 288-36-8, name is 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 288-36-8, Formula: C2H3N3

Bromine (2.2 mL, 43.4 mmol) was added cautiously to a solution of 1H-1,2,3- triazole (2 g, 29.0 mmol) in water (10 mL) at 40¡ãC. The resulting mixture was stirred for 2 hrs at 40¡ãC, then allowed to cool and stood overnight at room temperature. The precipitate was isolated by filtration, washed with water (2×10 mL), and dried in the vacuum oven to give 4,5- dibromo-lH-l,2,3-triazole as a light brown solid. (M+H 225.6; LCMS method 2).

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; IRM LLC; NOVARTIS AG; TELLEW, John Edward; WANG, Xia; WAN, Yongqin; XIE, Yun Feng; PAN, Shifeng; JIANG, Jiqing; XIE, Yongping; HUNT, Thomas Anthony; EDWARDS, Lee; BEATTIE, David; HEALY, Mark Patrick; WEST, Ryan; LISTER, Andrew Stuart; WO2012/138648; (2012); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 7411-23-6, A common heterocyclic compound, 7411-23-6, name is 3,5-Dibromo-1H-1,2,4-triazole, molecular formula is C2HBr2N3, 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.

In a 250 mL round bottomed flask sodium hydride (60% dispersion in mineral oil) (132 mg, 3.31 mmol) was added to a colorless solution of 3,5-dibromo-1H-1,2,4-triazole (Int-1, 500 mg, 2.2 mmol) in DMF (10 ml). The resulting suspension was stirred at room temp during 30 min and 1,1,1,2,2-pentadeuterio-2-iodoethane (355 mg, 2.2 mmol) was added and the reaction was stirred at 40C over night.The reaction mixture was poured into 50 mL H20 and extracted with EtOAc (3 x 50 mL). The organic layers were washed with sat NaCl (3 x 50 mL), dried over MgS04 and concentrated in vacuo. The title compound was isolated as a colorless liquid (465 mg, 81.2 % yield). MS (ES+) m/z: 260.9 [(M+H)+].

The synthetic route of 7411-23-6 has been constantly updated, and we look forward to future research findings.

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

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. 27996-86-7, name is 4-[1,2,4]Triazol-1-yl-benzaldehyde belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. COA of Formula: C9H7N3O

To a solution of 1-3,5-dichlorophenyl)ethanone (0.5 g, 2.6 mmol) in ethanol (20 mL) was added 4-(lH-l,2,4-triazol-1-yl)benzaldehyde (0.46 g, 2.65 mmol) and the reaction was cooled to 0 C. Sodium hydroxide (0.22 g, 5.29 mmol) in water (10 mL) was then added and the reaction was allowed to stir for 2 h at 0 C. The reaction was extracted with EtOAc and the combined organic layers were dried over Na2S04 and concentrated under reduced pressure to afford the title compound (0.149 g, 17%): ); ESIMS m/z 430.05 ([M+H]+) 344.08

The synthetic route of 27996-86-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DOW AGROSCIENCES LLC; LO, William, C.; HUNTER, James, E.; WATSON, Gerald, B.; PATNY, Akshay; IYER, Pravin, S.; BORUWA, Joshodeep; WO2014/100206; (2014); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference 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: Initially, amidoguanidines (7) were prepared via the reaction of substituted benzoyl chloride (5) (10 mmol) and aminoguanidine hydrochloride (6) (20 mmol). The obtained intermediates (7) were then treated with microwave irradiation power (100 W) for 8-15 min in water to generate 5-amino-1,2,4-triazoles (8) [18] . Subsequently, 5-amino-1,2,4-triazoles (8) (3 mmol) were reacted with ethoxycarbonyl isothiocyanate (3.3 mmol) in anhydrous DMF (4 ml) at room temperature, leading to formation of thiourea derivatives (9).

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

Reference:
Article; Bera, Hriday; Lee, Min Huey; Sun, Lingyi; Dolzhenko, Anton V.; Chui, Wai Keung; Bioorganic Chemistry; vol. 50; (2013); p. 34 – 40;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 4923-01-7, name is 5-Methyl-4H-1,2,4-triazol-3-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 4923-01-7, Computed Properties of C3H6N4

A mixture of methyl 3-oxo-2-(4-(4-(trifluoromethoxy)phenoxy)piperidin-1 -yl)butanoate (70A) (40 mg, 0.107 mmol),Ts-OH (3.04 mg, 0.016 mmol) and 3-methyl-1H-1,2,4-triazol-5-amine (15.68 mg, 0.160 mmol) in toluene (1 mL) was heated at 120 C for overnight. The reaction mixture was cooled and solvent was removed to give a residue, which was purified by HPLC to give desired product. 1H NMR (400 MHz, Methanol-d4) delta 7.24 – 7.15 (m, 2H), 7.12 – 6.95 (m, 2H), 4.39 (s, 1 H), 3.96 – 3.76 (m, 1 H), 3.74 – 3.53 (m, 2H), 2.98 – 2.77 (m, 1 H), 2.51 (s, 3H), 2.43 (s, 3H), 2.24- 2.06 (m, 2H), 2.06- 1.89 (m, 1H), 1.85- 1.60 (m, 1H). Method 1: RT= 1.11 min.; M/Z(M+H) = 424.1.

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

Reference:
Patent; NOVARTIS AG; CHIANELLI, Donatella; GIBNEY, Michael; LERARIO, Isabelle K.; LIANG, Fang; LIU, Xiaodong; MOLTENI, Valentina; NAGLE, Advait Suresh; SMITH, Jeffrey M.; SUPEK, Frantisek; XIE, Yongping; YEH, Vince; (64 pag.)WO2018/229683; (2018); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Some common heterocyclic compound, 288-36-8, name is 1H-1,2,3-Triazole, molecular formula is C2H3N3, 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 1H-1,2,3-Triazole

in a polar solvent,DMF, 9,10-dibromoanthracene, triazole, potassium carbonate and copper oxide inthe preparation of the organic compound under heating; 9,10-dibromoanthracenewherein: three azole: potassium carbonate: copper oxide molar ratio of 2: 10:30: 1; The reaction temperature is1500 C, the reaction time of 18 hours

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 288-36-8, its application will become more common.

Reference:
Patent; Tianjin Normal University; WANG, YING; (12 pag.)CN104497023; (2016); B;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 7411-23-6,Some common heterocyclic compound, 7411-23-6, name is 3,5-Dibromo-1H-1,2,4-triazole, molecular formula is C2HBr2N3, 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.

In a 250 mL round bottomed flask sodium hydride (60% dispersion in mineral oil) (264 mg, 6.61 mmol) was added to a colorless solution of 3,5-dibromo-1H-1,2,4-triazole (Int-1, 1 g, 4.41 mmol) in DMF (22 ml) The resulting suspension was stirred at room temp during 30 min and 1-iodo-2-methylpropane (973 mg, 5.29 mmol) was added and the reaction was stirred at 40C over night.The reaction mixture was poured into 50 mL H20 and extracted with EtOAc. The organic layers were washed with sat NaCl (3 x 50 mL), dried over MgS04 and concentrated in vacuo. The title compound was isolated as a light red liquid (1.033 g, 82.8 % yield). MS (ES+) m/z: 283.9 [(M+H)+].

The synthetic route of 7411-23-6 has been constantly updated, and we look forward to future research findings.

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