Month: May 2021

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

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

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

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

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

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

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

Related Products of 7170-01-6, 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 7170-01-6 as follows.

General procedure: To a mixture of 33 (126.3 mg,0.295 mmol) and 1H-pyrazole (24.1 mg, 0.353 mmol) in DMF(4 mL) was added K2CO3 (48.8 mg, 0.353 mmol). The mixturewas stirred at 90C for 30 min and then poured into water.The mixture was extracted with EtOAc, washed with water and saturated aqueous NaCl, dried over anhydrous Na2SO4and concentrated in vacuo. The residue was purified bycolumn chromatography (silica gel, hexane-ethyl acetate,19 : 1 to 0 : 100) to afford 14 (102 mg, 0.222 mmol, 75%) as awhite solid after trituration with hexane-ethyl acetate (5 : 1).1H-NMR (300 MHz, DMSO-d6) delta: 1.02 (3H, s), 1.36 (3H,s), 4.86 (1H, d, J=8.3 Hz), 5.34 (1H, s), 6.75-6.81 (1H, m),7.23-7.33 (2H, m), 7.48-7.58 (2H, m), 7.76 (1H, d, J=7.5 Hz),8.05 (1H, d, J=1.5 Hz), 8.46 (1H, s), 9.02-9.14 (2H, m), 9.37(1H, d, J=7.5 Hz). MS (ESI/APCI) m/z 461.1 [M+H]+. HPLCpurity: 100%. mp 241C.

According to the analysis of related databases, 7170-01-6, the application of this compound in the production field has become more and more popular.

Reference:
Article; Mikami, Satoshi; Kawasaki, Masanori; Ikeda, Shuhei; Negoro, Nobuyuki; Nakamura, Shinji; Nomura, Izumi; Ashizawa, Tomoko; Kokubo, Hironori; Hoffman, Isaac Dylan; Zou, Hua; Oki, Hideyuki; Uchiyama, Noriko; Hiura, Yuuto; Miyamoto, Maki; Itou, Yuuki; Nakashima, Masato; Iwashita, Hiroki; Taniguchi, Takahiko; Chemical and Pharmaceutical Bulletin; vol. 65; 11; (2017); p. 1058 – 1077;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Application of 49607-51-4,Some common heterocyclic compound, 49607-51-4, name is 1-Methyl-1H-1,2,4-triazol-3-amine, molecular formula is C3H6N4, 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: 5 ml of toluene were added to 100 mg (0.22 mmol) of 5-[4-chloro-3-(trifluoromethyl)phenoxy]-2-(methylsulphonyl)-6-(trifluoromethyl)pyrimidin-4(3H)-one (Example 40A) and 57 mg (0.67 mmol) of 4-amino-1H-pyrazole, and the mixture was then re-concentrated under reduced pressure. A drop of DMSO was added to the residue, and the mixture was then stirred at 150° C. for 1 h. The mixture was then purified directly by preparative HPLC [column: Chromatorex C18 10 mum, 250×30 mm; flow rate: 50 ml/min; run time: 45 min; detection: 210 nm; injection after 3 min of run time; mobile phase A: acetonitrile, mobile phase B: water; gradient: 10percent A (5.00 min)?95percent A (35.00-40.00 min)?10percent A (40.50-45.00 min)]. This gave 30 mg (31percent of theory) of the title compound.The Exemplary compounds below were prepared analogously to Example 104 from the appropriate 2-methylsulphonyl-substituted pyrimidinones and the respective amine components:(20percent of theory; without addition of DMSO)

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

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; STRAUB, ALEXANDER; COLLIN, MARIE-PIERRE; KOCH, MICHAEL; MEYER-KIRCHRATH, JUTTA; SCHLEMMER, KARL-HEINZ; NISING, CARL FRIEDRICH; BIBER, NICOLE; ANLAUF, SONJA; GROMOV, ALEXEY; WITTWER, MATTHIAS BEAT; (392 pag.)TW2016/5831; (2016); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference of 184177-83-1, A common heterocyclic compound, 184177-83-1, name is 1-((2S,3S)-2-(Benzyloxy)pentan-3-yl)-4-(4-(4-(4-hydroxyphenyl)piperazin-1-yl)phenyl)-1H-1,2,4-triazol-5(4H)-one, molecular formula is C30H35N5O3, 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 dry 300 L reactor, 70 kg of tetrahydrofuran was added under vacuum. The mixture was stirred, and after nitrogen replacement, the temperature was lowered to -10 C, and then 0.6 kg of sodium hydride was added in portions under nitrogen protection, and after stirring for 0.5 h, Continue to control the temperature T ? -10 C to add 12 kg of POB/24 kg of tetrahydrofuran solution to the system, After the dropwise addition, the mixture was stirred for 1 hour. Add 10 kg of POA/20 kg of tetrahydrofuran solution to the system. The reaction was carried out at a temperature of -10 to 0 C, and the monitoring until the POA disappeared. The temperature was controlled by T ? -10 C, and 1 kg of methanol was added dropwise. After stirring for 0.5 h, the reaction was quenched by adding 1 kg of water. Temperature control T ? 40 C under reduced pressure to concentrate about 70 L of tetrahydrofuran, Add 200 kg of dichloromethane and wash with 50 kg * 3 tap water. Wash with 50 kg of saturated brine, and dry the organic phase with 10 kg of anhydrous sodium sulfate. Filtration, temperature control T ? 40 C, concentrated under reduced pressure to no fraction, 60 kg of ethyl acetate was added while hot, and the temperature was raised to 70 C for 1 h. Then, the temperature is lowered to 0 to 10 C at a rate of 10 C / h, and suction filtration is performed. The filter cake was rinsed with pre-cooled 5 kg of ethyl acetate and drained. Transfer to the drying room at 40 ~ 45 C under reduced pressure for 40h, Received 19.2 kg of POC.

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; Borui Bio-pharmaceutical Taixing Co., Ltd.; Yuan Jiandong; Fu Xinliang; Cong Qilei; Xing Xiaopei; (14 pag.)CN109796446; (2019); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics