Category: Triazoles

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. 7343-33-1, name is 5-Bromo-1H-1,2,4-triazole, A new synthetic method of this compound is introduced below., SDS of cas: 7343-33-1

Sodium hydride (1.2eq) was added to a solution of 3-bromo-lH-[l,2,4]triazole (leq) in dry DMF (2.3ml/mmol) at 00C and under an atmosphere of nitrogen The solution was stirred at 00C for 20min, then, SEM-Cl (1.2eq) was added. The mixture was stirred at room temperature overnight and diluted with H2O and ethyl acetate. The organic layers was washed with H2O then brine, dried on anhydrous Na2SO4, filtered and concentrated in vacuum to give the titled compound. Crude compound 3- bromo-l-(2-trimethylsilanyl-ethoxymethyl)-lH-[l,2,4]triazole was engaged in step 2 without purification. IH-NMR (CDCl3): delta (ppm) 0.00 (t, 9H); 0.92 (t, 2H); 3.64 (t, 2H); 5.44 (s, 2H); 8.13 (s, IH)

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

Reference:
Patent; VIVALIS; BERECIBAR, Amaya; GUEDAT, Philippe; MOHAMED-ARAB, Celine; WO2011/4017; (2011); 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. category: Triazoles

To 2H-I,2,3-triazoe (2.0 g, 29 rnmo) n DMF (145 mL) was added NaH (116 g, 29 mmo, 60/b n mnera o) at RT and the mixture was sfirred for lh. After coohng to 0C, 2-choro-I-fluoro-4-ntrobenzene (4.6 g, 26.1 rnmo) was added and the reacUon mixture was stirred at 0C for l.5h, then at RT for I.5h. The mixture was quenched with water and extracted with AcOEt, The organic phase was washed with water and brine, dried over Na2SO4, fitered and concentrated. The crude product was purified by sihca g& co?umn (heptane/AcOEt: 90/10 to 50/50) to afford 2-(2-choro-4-nitropheny)-2 H-. 1,2,3- triazoe. M/z = 225-227 [M+H]+, Rt = 095 mm (UPLC Method 83).

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; NOVARTIS AG; PISSOT SOLDERMANN, Carole; QUANCARD, Jean; SCHLAPBACH, Achim; SIMIC, Oliver; TINTELNOT-BLOMLEY, Marina; ZOLLER, Thomas; (161 pag.)WO2015/181747; (2015); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

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. HPLC of Formula: C2H2BrN3

A mixture of (f?)-A/-(piperidin-3-yl)-2-(pyrazolo[1 ,5-a]pyridin-3-yl)pyrimidin-4-amine (Preparation 34, 298 mg, 1.01 mmol) and 3-bromo-1H-1,2,4-triazole (75 mg, 0.51 mmol, prepared as described in Journal of Medicinal Chemistry, 2004, 47 (19), 4645- 4648) was heated at 150 ¡ãC overnight. The crude mixture was purified by reverse phase chromatography (C-18 silica from Waters.(C)., water/acetonitrile/methanol as eluents [0.1percent v/v formic acid buffered] 0percent to 100percent) to give the title compound (96 mg, 52percent) as a white solid.LRMS (m/z): 362 (M+1)+.1H NMR delta (300 MHz, DMSO-d6): 1.5 (d, 1 H), 1.7 (ms, 1 H), 1.8 (m, 1 H), 2.0 (m, 1 H), 2.8 (m, 1H), 3.0 (m, 1 H), 3.4 (m, 1 H), 3.7 (m, 1 H), 4.2 (m, 2H), 6.3 (bs, 1 H), 7.0 (t, 1 H), 7.3 (m, 1 H), 7.4 (m, 1H), 8.1 (m, 1 H), 8.2 (s, 1 H), 8.5 (m, 1 H), 8.6 (s, 1 H), 8.8 (d, 1 H).

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

Reference:
Patent; ALMIRALL, S.A.; BACH TA?A, Jordi; PAGES SANTACANA, Lluis, Miquel; TALTAVULL MOLL, Joan; EASTWOOD, Paul, Robert; GONZALEZ RODRIGUES, Jacob; GIULIO MATASSA, Victor; WO2011/101161; (2011); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 930-33-6, The chemical industry reduces the impact on the environment during synthesis 930-33-6, name is 1H-1,2,4-Triazol-3(2H)-one, I believe this compound will play a more active role in future production and life.

10118] 509 g (28.28 mol) of water are added with stirring to the solution of OTA obtained (in 98% sulfuric acid), followed by 213 g (3.38 mol) of concentrated nitric acid (98% by weight commercial nitric acid).10119] After introduction of the nitric acid, the medium is brought to 65 C. and left stirring at this temperature for 2 hours.10120] Samples are withdrawn in order to monitor the progression of the nitration (once the temperature of the reaction medium has reached 65 C.). Said samples are analyzed after external calibration (using a commercial ONTA). The results are shown in FIG. 4. It is seen that a very high yield can be obtained.10121] The following procedure was carried out for the recovery of the ONTA prepared.10122] The reaction medium is cooled to 10 C. (at expiration of the 2 hours). An amount of 293 g (16.28 mol) of water is then added while maintaining the temperature at 10C. The crystallized ONTA is then filtered off and then pulled dry on a Buechner filter.10123] The weight of wet ONTA recovered is 403 g.10124] The HPLC analysis (of the ONTA recovered) makes it possible to establish, afier external calibration (with commercial ONTA), a yield of 96% ofwet product (Ito the starting ATA).10125] The nature ofthe product obtained (ONTA) was also confirmed by ?3C NMR.j0126] ?3C NMR (DMSO, 100 MHz): 8 158.22 ppm (s), 13924 ppm (s).

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-1,2,4-Triazol-3(2H)-one, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; HERAKLES; EURENCO; HERVE, Gregoire; JACOB, Guy; CAGNON, Guy; BOUCHEZ, Jean-Marc; (9 pag.)US2016/46588; (2016); 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. 3641-08-5, name is 2H-1,2,4-Triazole-3-carboxamide belongs to Triazoles compound, it is a common compound, a new synthetic route is introduced below. Formula: C3H4N4O

EXAMPLE 4 Preparation of 1(or 2 or 4)-p-Tolylsulfonyl-s-triazole-3-carboxamide To a cooled, stirred mixture of 3.0 g. of 1,2,4-triazole- 3-carboxamide and 5.1 g. of tosyl chloride in 125 ml. of anhydrous ether is added rapidly 2.75 g. of triethylamine. The cooling bath is removed and the mixture is stirred at room temperature for 23 hours. The heterogeneous mixture is filtered and washed successively with ether, cold water and then ether and dried in vacuo for 4.5 hours yielding a crude colorless solid. This solid is heated in about 50 ml. of acetonitrile and the hot mixture is filtered. The filtrate is concentrated to a smaller volume of about 20 ml. in vacuo.

The synthetic route of 3641-08-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; American Cyanamid Company; US4007198; (1977); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Application of 41253-21-8, 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. 41253-21-8, name is Sodium 1,2,4-triazol-1-ide belongs to Triazoles compound, it is a common compound, a new synthetic route is introduced below.

A suspension of 2-fluorobenzylnitrile (3.0 g, 25 mmol) and 1,2,4-triazole sodium salt (2.4 g, 27 mmol) were stirred in tetrahydrofuran (7 mL) and dimethylformamide (14 mL) at 95 C. for 18 h. After cooling and concentrating, the product was crystallized from hot CH2Cl2/hexane (1:1) to give the title compound as a white solid (4.25 g, 100% yield). 1H-NMR (300 MHz, CDCl3) ? ppm: 8.74 (1H, s), 8.16 (1H, s), 7.82 (1H, dd, J=4.9, 1.3 Hz), 7.77-7.25 (2H, m), 7.57-7.51 (1H, m). LCMS [M+H]+ calcd for C9H7N4: 171.06; found: 171.12.

The synthetic route of Sodium 1,2,4-triazol-1-ide has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Naidu, B. Narasimhulu; Banville, Jacques; Beaulieu, Francis; Connolly, Timothy P.; Krystal, Mark R.; Matiskella, John D.; Ouellet, Carl; Plamondon, Serge; Remillard, Roger; Sorenson, Margaret E.; Ueda, Yasutsugu; Walker, Michael A.; US2005/267105; (2005); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 61-82-5, A common heterocyclic compound, 61-82-5, name is 1H-1,2,4-Triazol-5-amine, molecular formula is C2H4N4, 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 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:
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

Application of 16681-70-2, 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. 16681-70-2, name is 1H-[1,2,3]Triazole-4-carboxylic acid belongs to Triazoles compound, it is a common compound, a new synthetic route is introduced below.

[0620] lH-1,2,3-triazole-4-carboxylic acid (2.6 mg, 23f.tmol) and HATU (9.6 mg, 25 f.tmol) were combined in DMF(3.0 mL) and stirred at room temperature for 15 minutes.(2S,4S)-4-Amino-5-(5′-chloro-2′-fluorobiphenyl-4-yl)-2-[(2-methoxyethylamino)methyl]-pentanoic acid ethyl ester(10 mg, 23 flillOI) and DIPEA (12 f.LL, 69 flillOI) were addedand the resulting solution was stirred at room temperature for15 minutes, after which time LCMS indicated desired productformation. The solvent was removed in vacuo and the cruderesidue was purified by reverse phase chromatography toyield the title compound cas a TFA salt (1.2 mg). MS m/z[M+Hr calc’d for C26H31CIFN50 4 , 532.21. found 532.

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-4-carboxylic acid, other downstream synthetic routes, hurry up and to see.

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

Application of 252742-72-6,Some common heterocyclic compound, 252742-72-6, name is 3-(Chloromethyl)-1H-1,2,4-triazol-5(4H)-one, molecular formula is C3H4ClN3O, 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 solution of benzyl[(2S,3S)-2-phenyl-3-piperidinyl]carbamate (100 mg) in a mixture of N,N- dimethylformamide (0.66 ml) and water (0.01 ml) were added potassium carbonate (27 mg) and 5-(chloromethyl)-2,4-dihydro-3H-1,2,4-triazol-3-one (45 mg), and the whole was stirred at room temperature for 1 hour. The mixture was poured into cold water (30 ml) and stirred for 10 minutes. The resulting precipitates was collected by filtration, washed with water, and dried to give the title compound (108 mg) . MASS (ES+): 408 (M+H)+

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

Reference:
Patent; FUJISAWA PHARMACEUTICAL CO., LTD.; WO2004/111000; (2004); A2;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature 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.

General procedure: A mixture of benzil (0.01 mol), aldehydes (0.01 mol), 3-amino-1,2,4-triazole-5-carboxylic acid (0.01 mol), ammonium acetate (0.01 mol) and ceric ammonium nitrate (15 mol%) as a catalyst were refluxed in ethanol (15 mL) for about 3-4 h. The progress of the reaction was monitored by TLC. After completion of reaction, the mixture was cooled to room temperature. The solid formed was filtered and dried. The crude products were recrystallized by ethanol.

The synthetic route of 3641-13-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Nikalje, Anna Pratima G.; Ghodke, Mangesh S.; Kalam Khan, Firoz A.; Sangshetti, Jaiprakash N.; Chinese Chemical Letters; vol. 26; 1; (2015); p. 108 – 112;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics