Category: Triazoles

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. 288-36-8, name is 1H-1,2,3-Triazole, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C2H3N3

In the reactor,Add 90% acetone (volume fraction) 400mL,Stirring,26.2 g of compound (01)Then 34.5 g of potassium carbonate powder was added,0.38 g copper iodide (CuI),1,2,3-triazole.External temperature was raised to 70 ,During the heating process, a large amount of gas is generated,The reaction was stirred at reflux for 5 hours.The reaction mixture was then distilled under reduced pressure at 40 C,When the reaction system is more viscous, add 45mL of water and continue to reduce the steam to distillate without acetone (no acetone in the gas phase). Distilled residue was added 300mL of water, 25% sulfuric acid was added dropwise at room temperature to adjust the pH to 1-2, a yellow suspension.Stir for 30 minutes, filter, and the solids are washed three times with water, 60 mL each. The resulting solid was dried to dryness at 70 C in vacuo,Have pale green solid 19.48g,Compound (1), purity 95.06%.

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 288-36-8.

Reference:
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; He Bifei; Liu Guangyuan; Fan Yuping; (6 pag.)CN104557744; (2017); B;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 118863-62-0, A common heterocyclic compound, 118863-62-0, name is 3-(4-Bromophenyl)-1H-[1,2,4]triazole, molecular formula is C8H6BrN3, 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.

Example 221 (S)-1-(1-(4-(1H-1,2,4-Triazol-3-yl)phenyl)-8,9-dihydro-7H-6-oxa-2,9a-diazabenzo[cd]azulen-4-yl)pyrrolidine-2-carboxamide 221 221 was prepared using commercially available 3-(4-bromophenyl)-1H-1,2,4-triazole and following procedures analogous to those of Example 158. LCMS: RT (min)=3.00, [M+H]+=430, method=C; 1H NMR (300 MHz, DMSO-d6) delta 14.22 (s, 1H), 8.68 (s, 1H), 8.17 (d, J=8.1 Hz, 2H), 7.90 (d, J=7.8 Hz, 2H), 7.31 (d, J=2.3 Hz, 1H), 7.03 (s, 1H), 6.37 (d, J=2.1 Hz, 1H), 6.09 (d, J=2.1 Hz, 1H), 4.37-4.29 (m, 4H), 3.90-3.80 (m, 1H), 3.70-3.60 (m, 1H), 3.30-3.08 (m, 1H), 2.35-2.15 (m, 3H), 2.09-1.87 (m, 3H).

The synthetic route of 118863-62-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Genentech, Inc.; Braun, Marie-Gabrielle; Garland, Keira; Hanan, Emily; Purkey, Hans; Staben, Steven T.; Heald, Robert Andrew; Knight, Jamie; Macleod, Calum; Lu, Aijun; Wu, Guosheng; Yeap, Siew Kuen; (183 pag.)US2018/65983; (2018); 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. 16681-70-2, name is 1H-[1,2,3]Triazole-4-carboxylic acid, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 1H-[1,2,3]Triazole-4-carboxylic acid

[0610] 3H-1,2,3-triazole-5-carboxylic acid (1.1 mg, 10.0f.tmol) was combined with HATU (3.0 mg, 7.8 flillOI) in DMF(0.5 mL) and stirred for 10 minutes; DIPEA (1.0 eq.) wasadded and the mixture was stirred for 1 minute. Compound 2(4.7 mg, 11 f.tmol) was dissolved in DMF (1 mL) and DIPEA(5.8 f.LL, 33 mmol) was added, followed by addition of theactivated acid solution. The mixture was stirred for 30 minutesto yield crude Compound 3.

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 16681-70-2.

Reference:
Patent; THERAVANCE BIOPHARMA R&D IP, LLC; Fleury, Melissa; Beausoliel, Anne-Marie; Hughes, Adam D.; Long, Daniel D.; Wilton, Donna A.A.; US2015/210690; (2015); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 3641-13-2,Some common heterocyclic compound, 3641-13-2, name is 5-Amino-4H-1,2,4-triazole-3-carboxylic acid, molecular formula is C3H4N4O2, 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.

The organometallic complex [Mo(eta3-C3H5)Br(CO)2(NCMe)2]was prepared according to literature methods [1,5]. A solution of[Mo(eta3-C3H5)Br(CO)2(NCMe)2] (2.0 g, 5.63 mmol) in ethanol(60 mL) was treated with 3-amino-1,2,4-triazole-5-carboxylic acid(ATZAc) (0.72 g, 5.63 mmol). The resulting solution was stirred for8 h under reflux and evaporated to dryness. The solid obtained waswashed with hexane and dried under vacuum (1.98 g yield) [6].Elemental Analysis for MoC9O2BrN2H11 (354.94 g/mol): calculatedC 30.42%, N 7.88%, H 3.10%, Mo 27.03%; found C 30.28%, N 7.82%, H2.98%, Mo 26.95%. IR (KBr pellet, cm-1): nu (C?O) =1943-1857, nu (C=O) =1686. EDS (Full scale 22153 ct cursor: -0.348 (octs), keV):C, N, O, Br, Mo.

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

Reference:
Article; Vieira, Eduardo Guimaraes; Dal-Bo, Alexandre Goncalves; Frizon, Tiago Elias Allievi; Dias Filho, Newton Luiz; Journal of Organometallic Chemistry; vol. 834; (2017); p. 73 – 82;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Application of 61-82-5, These common heterocyclic compound, 61-82-5, name is 1H-1,2,4-Triazol-5-amine, 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: A mixture of aldehyde (1.0 mmol), dimedone (1.0 mmol),1H-1,2,4-triazol-3-amine (1.0 mmol) and nano-AlPO4(SO3H) (0.1 g) was stirred in the acetonitrile (4.0 mL)at 50 C for an appropriate time. After the completion of thereaction as indicated by TLC, dichloromethane was addedto the solidified mixture and the insoluble catalyst was separatedby centrifugation. Evaporation of the solvent from thefiltrate and recrystallization of the solid residue from hot ethanolafforded the pure products in good to excellent yields

The synthetic route of 61-82-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Sharghi, Hashem; Aboonajmi, Jasem; Aberi, Mahdi; Shiri, Pezhman; Journal of the Iranian Chemical Society; vol. 15; 5; (2018); p. 1107 – 1118;,
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. 7343-34-2, name is 3,5-Dimethyl-4H-1,2,4-triazole, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C4H7N3

General procedure: The example reported for derivatives 22/23 find general application for all the other N-linked heterocycles. Sodium hydride 60percent dispersed in mineral oil was added at 0 °C to a solution of 3-(trifluoromethyl)-1H-pyrazole in dry DMF. The mixture was stirred at this temperature for 15 min, then for an additional 5 min at room temperature. A solution of derivative 45 in dry DMF (2 ml) was then added and the mixture was stirred at 50 °C for 3 h 30 min. After cooling to RT, a saturated NH4Cl solution was added and the mixture was extracted with Et2O (2.x.). The organic phase was washed with brine, dried over Na2SO4 and concentrated in vacuo. The residue was purified by Silica gel flash chromatography (gradient ethyl acetate in cyclohexane from 5 to 40percent) to give the intermediate BOC protected compound 22 and the intermediate BOC protected compound 23.

According to the analysis of related databases, 7343-34-2, the application of this compound in the production field has become more and more popular.

Reference:
Article; Micheli, Fabrizio; Cavanni, Paolo; Bettati, Michela; Bonanomi, Giorgio; Di Fabio, Romano; Fazzolari, Elettra; Marchioro, Carla; Roscic, Maja; Tarsi, Luca; Visentini, Filippo; Zonzini, Laura; Worby, Angela; Bioorganic and Medicinal Chemistry; vol. 19; 11; (2011); p. 3451 – 3461;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference of 23579-79-5, 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. 23579-79-5, name is 3,5-Dibromo-1-methyl-1H-1,2,4-triazole, This compound has unique chemical properties. The synthetic route is as follows.

A solution of 24.0 g (0.1 mol) of triazole 2a and 8.5 g (0.13 mol) of sodium azide in 125 mL of DMF was stirred for 8.5 h at 95-100 C. The mixture was cooled, poured into 600 mL of water, and extracted with ethyl acetate (5 × 125 mL). The combined extracts were washed with water (2 × 20 mL) and dried over magnesium sulfate, the solvent was distilled off, and the residue was recrystallized from hexane. Yield18.2 g (90 %).

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

Reference:
Article; Tolstyakov; Russian Journal of Organic Chemistry; vol. 54; 10; (2018); p. 1537 – 1547; Zh. Org. Khim.; vol. 54; 10; (2018); p. 1525 – 1534,10;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference of 288-36-8, 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. 288-36-8, name is 1H-1,2,3-Triazole, This compound has unique chemical properties. The synthetic route is as follows.

To a 100 ml round bottom flask containing 2-chloro-6-methylnicotinic acid (3 g, 17.4 mmol), copper iodide (0.16 g, 0.5 mol%), and cesium carbonate (1 1 .4 g, 35 mmol) was added a mixture of dioxane (20 ml_) and H2O (0.1 ml, 5.25 mmol). Next triazole (2.03 ml_, 35 mmol) and finally (R,R)-(-)-N,N’-dimethyl-1 ,2- cyclohexanediamine ligand (0.56 ml_, 3.5 mmol) were added. The resulting clumpy yellow slurry was stirred until evenly dispersed. Upon heating to 100C the reaction mixture changed from a yellow slurry to pale green. As heating progressed the slurry became less thick and was stirred more easily. The light green slurry was stirred for 4 hr at 100C and left to stir at room temp overnight. At this point the reaction mixture appeared as a cobalt blue slurry which was then diluted with 20 ml_ ether and 20 ml_ H2O. The resulting solution was thoroughly stirred and transferred to a seperatory funnel then the RBF was subsequently rinsed with 20 ml_ ether and H2O each. The aqueous layer was separated from the organic layer and acidified to pH 1 with 6 ml_ cone. HCI. The now brown/ lime green aqueous layer was extracted twice with EtOAc. The bright yellow organic layers were combined and dried with Na2SO and then cone, into a yellow powder under reduced pressure. To the yellow powder was added EtOAc to form a yellow slurry. The solids were filtered off and washed with EtOAc to give a very pale yellow powder, which was found by 1H NMR to be Intermediate 53 (25% yield). The filtrate was cone, into a yellow solid and purified by FCC using 0-5% MeOH in DCM w/ 0.5% AcOH to give the title compound in a 20% yield. MS (ESI): mass calculated for C9H8N4O2, 204.18; m/z found 205.3 [M+H]+. 1 H NMR (400 MHz, CD3OD): 8.21 – 8.18 (m, 1 H), 7.98 (s, 2H), 7.51 (d, J = 7.9 Hz, 1 H), 2.64 (s, 3H).; Intermediate 51 : 6-Methyl-2-[1 ,2,3]triazol-1 -yl-nicotinic acidThe title compound was isolated from the procedure used to prepareIntermediate 47 with a 25% yield. MS (ESI): mass calculated for Omicron9Eta8Nu4Omicron2, 204.18; m/z found 205.3 [M+H]+ 1H NMR (400 MHz, CD3OD): 8.48 (d, J = 1 Hz, 1 H), 8.25 (dd, J = 7.9, 3.8 Hz, 1 H), 7.88 (d, J = 1 .1 Hz, 1 H), 7.54 (d, J = Hz, 1 H), 2.64 (s, 3H).

The chemical industry reduces the impact on the environment during synthesis 1H-1,2,3-Triazole. I believe this compound will play a more active role in future production and life.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; BRANSTETTER, Bryan, James; LETAVIC, Michael, A.; LY, Kiev, S.; RUDOLPH, Dale, A.; SAVALL, Brad, M.; SHAH, Chandravadan, R.; SHIREMAN, Brock, T.; WO2011/50200; (2011); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Application of 1455-77-2, The chemical industry reduces the impact on the environment during synthesis 1455-77-2, name is 3,5-Diamino-1,2,4-triazole, I believe this compound will play a more active role in future production and life.

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 × 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).

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

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

Application of 288-36-8,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.

To a mixture of the product from step 2 (7.9 g, 38 mmol), cesium carbonate (24.8 g,76 mmol) and CuI (2.88 g, 7.6 mmol) in DMF (200 mL) were added 2H-[1,2,3]triazole (5.24 g,76 mmol) and N,N’-dimethyl-cyclohexane-1,2-diamine (0.9 g, 6.5 mmol) and the mixture was heated to 110 C overnight. The cooled reaction mixture was adjusted to ~pH 12 with IM sodium hydroxide and extracted with EtOAc (50 mL x 3). The aqueous layer was adjusted to ~pH 4 with IM HCl and extracted with EtOAc (50 mLx4). The extracts was dried over Na2S04, filtered, the filtrate concentrated in vacuo and the residue purified by chromatography on silica (Petroleum ether : EtOAc =10: 1) to provide the title compound (4.1 g). LRMS m/z (M+H) 196.0 found, 196.0 required.

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

Reference:
Patent; MERCK SHARP & DOHME CORP.; LIVERTON, Nigel; BESHORE, Douglas, C.; KUDUK, Scott, D.; LUO, Yunfu; MENG, Na; YU, Tingting; WO2015/20930; (2015); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics