Category: Triazoles

Application of 4923-01-7, New Advances in Chemical Research in 2021. The prevalence of solvent effects in heterogeneous catalysis in condensed media has motivated developing quantitative kinetic,A common heterocyclic compound, 4923-01-7, name is 5-Methyl-4H-1,2,4-triazol-3-amine, molecular formula is C3H6N4, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.

A solution of 25. Og 3-amino-5-methyltriazole and 66.0ml_ diethyl phenylmalonate in 100ml_ N,N-dibutylbutan-1 -amine was stirred at 185C for 20h. The reaction mixture consisted of two layers after cooling to room temperature. The top layer was removed and the lower layer was diluted with 10% w/w sodium hydroxide solution and water. The aqueous layer was extracted with diethyl ether and acidified with concentrated hydrochloric acid until precipition of the product was complete. The precipitate was collected by filtration to yield the product, which was used without further purification.MS (M+1 ): 243Characteristic 1 H NMR (200MHz, d6-DMSO) signals: 7.4 (m, 2H); 7.3 (m, 2H); 7.2 (m, 1 H); 2.4 (s, 3H) ppm.

This is the end of this tutorial post, and I hope it has helped your research about 4923-01-7!

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; INCE, Stuart; REHWINKEL, Hartmut; HAEGEBARTH, Andrea; POLITZ, Oliver; NEUHAUS, Roland; BOeMER, Ulf; WO2012/7416; (2012); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Research speed reading in 2021. Redox catalysis has been broadly utilized in electrochemical synthesis due to its kinetic advantages over direct electrolysis. 1001401-62-2, name is 2-(2H-1,2,3-Triazol-2-yl)benzoic acid belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. Safety of 2-(2H-1,2,3-Triazol-2-yl)benzoic acid

compound (18.13 g) as a yellowTo a solution of 2-( H-I,2,34riazol-2-yl)benzoic acid (1.0 g, 5.3 mmoi) in toluene (10mL) was added with SOCl (0.77 mL, 10.6 mmol) at RT. The resulting mixture was stirred for I h at 0 C. After cooling to RT, the mixture was concentrated in vacuo to give colorless oil. This oil was dissolved in 6 mL of DCM and was added to a solution of the product from step I (1.0 g. 4.7 mmol) in DCM (6 mL). TEA (2.2 mL, 15.9 mmol) was added dropwise at () C. The mixture was stirred at this temperature for 3() min. The mixture was concentrated and theresidue was purified by chromatography on silica (33% EtOAc in petroleum ether) to givetitle compound (1,3 g) as a white solid. LRMS m/z (M+H) 287.1 found, 287.1 required.

The catalyzed pathway has a lower Ea, but the net change in energy that results from the reaction is not affected by the presence of a catalyst. In my other articles, you can also check out more blogs about 1001401-62-2

Reference:
Patent; MERCK SHARP & DOHME CORP.; LIVERTON, Nigel; KUDUK, Scott D.; BESHORE, Doug C.; MENG, Na; LUO, Yunfu; (127 pag.)WO2016/101119; (2016); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

New discoveries in chemical research and development in 2021. Chemo-enzymatic cascade processes are invaluable due to their ability to rapidly construct high-value products from available feedstock chemicals in a one-pot relay manner. 16227-12-6, name is 4-Phenyl-4H-1,2,4-triazole belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. Application In Synthesis of 4-Phenyl-4H-1,2,4-triazole

EXAMPLE 127 4-phenyl-1-(pent-1-yl)triazolium bromide 0.15 g (0.001 mol) 4-phenyltriazole 1 and 0.37 ml (0.45 g, 0.003 mol) 1-bromopentane 2 are combined in a pressure tube. The mixture is stirred 12 h at 110 C. Subsequently, it is cooled down to room temperature. The precipitated solid is taken up in a 1:1 mixture of THF and petroleum ether, is filtered off, and washed with diethylether. M 296.21 C13H18N3Br Yield: 0.231 g (78%) 1H-NMR DM-229 (300 MHz/DMSO): (ppm)=0.88 (t, 3H, 11-H); 1.37 (m, 4H, 9); 1.96 (q, 2H, 8-H); 4.44 (t, 2H, 7-H); 7.69 (m, 3H, 5/5’/6H); 7.85 (d, 2H, 4/4′-H); 9.81 (s, 1H, 2-H); 10.86 (s, 1H, 1-H) 13C-NMR DM-229 (75.475 MHz/DMSO):

If you are hungry for even more, make sure to check my other article about 16227-12-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; TECHNISCHE UNIVERSITAET DRESDEN; US2011/105761; (2011); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Application of 423165-07-5, New Advances in Chemical Research in 2021. Chemo-enzymatic cascade processes are invaluable due to their ability to rapidly construct high-value products from available feedstock chemicals in a one-pot relay manner. 423165-07-5, name is exo-3-(3-Isopropyl-5-methyl-4H-1,2,4-triazol-4-yl)-8-azabicyclo[3.2.1]octane, molecular formula is C13H22N4, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.

General procedure: To an aqueous solution of active hydrogen containing amide, few drops of aqueous ammonia solution (1 eq.) and secondary amine (1 eq.) were added in drops in an ice-cold solution under constant stirring for dissolution. Aromatic aldehydes dissolved in methanol, added dropwise to the above mixture and stirring was continued for 2 h. The formation of compounds were observed within 30 min. Reaction was monitored by TLC, after completion of reaction, the product was filtered and washed with distilled water and dried at 45-50 C.

Therefore, this conceptually novel strategy might open impressive avenues to establish green and sustainable chemistry platforms.In my other articles, you can also check out more blogs about exo-3-(3-Isopropyl-5-methyl-4H-1,2,4-triazol-4-yl)-8-azabicyclo[3.2.1]octane.

Reference:
Article; Viveka, T. Lakshmi; Sharada, L. Nalanda; Asian Journal of Chemistry; vol. 30; 9; (2018); p. 2029 – 2034;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Application of 1001401-62-2, New Advances in Chemical Research in 2021. Chemo-enzymatic cascade processes are invaluable due to their ability to rapidly construct high-value products from available feedstock chemicals in a one-pot relay manner. 1001401-62-2, name is 2-(2H-1,2,3-Triazol-2-yl)benzoic acid, molecular formula is C9H7N3O2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.

Method 2 To a mixture of 4,4-difluoro-1-N-[5-(trifluoromethyl)pyrazin-2-yl]cyclopentane-1,2-diamine (Intermediate 45; 35 mg, 0.12 mmol) in dry DCM (400 mul) was added 2-(2H-1,2,3-triazol-2-yl)benzoic acid (CAS number 1001401-62-2; 28 mg, 0.15 mmol), EDC (71 mg, 0.37 mmol), 3H-[1,2,3]triazolo[4,5-b]pyridin-3-ol (51 mg, 0.38 mmol) and DIPEA (65 mul, 0.37 mmol). The reaction was stirred at room temperature for 72 hours then partitioned between ethyl acetate and water. The organics were washed with water and brine, dried over sodium sulfate, filtered and concentrated in vacuo. The crude material was purified by column chromatography (silica, 0-100% ethyl acetate in petrol) then this was then chirally separated using SFC (Waters prep30/MS system using 16% Isopropanol, Phenomenex Lux-C-4 10 mm id×250 mm long columns at 30 ml min, 40 C. and 100 bar) to afford the title compound as a single enantiomer. 1H NMR (400 MHz, DMSO-d6) delta ppm 1.98-2.27 (m, 2H), 2.58-2.78 (m, 2H), 4.32-4.57 (m, 2H), 7.36-7.45 (m, 1H), 7.46-7.54 (m, 1H), 7.58-7.69 (m, 1H), 7.75-7.84 (m, 1H), 7.94 (s, 2H), 8.03-8.12 (m, 1H), 8.16-8.29 (m, 1H), 8.41 (s, 1H), 8.67 (s, 1H) MS ES+: 454

In the meantime we’ve collected together some recent articles in this area about 2-(2H-1,2,3-Triazol-2-yl)benzoic acid to whet your appetite. Happy reading!

Reference:
Patent; Takeda Pharmaceutical Company Limited; Fieldhouse, Charlotte; Glen, Angela; Maine, Stephanie; Fujimoto, Tatsuhiko; Robinson, John Stephen; US2015/232460; (2015); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Research speed reading in 2021. In classical electrochemical theory, both the electron transfer rate and the adsorption of reactants at the electrode control the electrochemical reaction. 288-88-0, name is 1H-1,2,4-Triazole belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. category: Triazoles

General procedure: A mixture of CuI (0.10 g, 0.50 mmol), the required azole(10 mmol), K3PO4 (4.4 g, 20 mmol), the required halide (12 mmol)and N,N0-dimethylethylenediamine (0.11 mL, 1.0 mmol) in DMF(5 mL) was degased and heated under argon at 110 C for 72 h.After filtration over celite (washing using AcOEt) and removal ofthe solvents, the crude product is purified by chromatography oversilica gel (the eluent is given in the product description). 4.3.1 1-Phenyl-1H-1,2,4-triazole (2a) Compound 2a was prepared from 1,2,4-triazole (0.69 g) and iodobenzene (1.4 mL) using the general procedure 1, and was isolated (eluent: heptane/AcOEt 7:3) in 96% yield as a yellow powder: mp 48 C (lit. 28 46 C); 1H NMR (CDCl3, 300 MHz) 7.42 (m, 1H), 7.53 (m, 2H), 7.71 (m, 2H), 8.15 (s, 1H), 8.74 (s, 1H); 13C NMR (CDCl3, 75 MHz) 120.1 (2CH), 128.3 (CH), 129.9 (2CH), 137.1 (C), 140.9 (CH), 152.7 (CH).

Sometimes chemists are able to propose two or more mechanisms that are consistent with the available data. If a proposed mechanism predicts the wrong experimental rate law, however, the mechanism must be incorrect.Welcome to check out more blogs about 1H-1,2,4-Triazole, in my other articles.

Reference:
Article; Nagaradja, Elisabeth; Bentabed-Ababsa, Ghenia; Scalabrini, Mathieu; Chevallier, Floris; Philippot, Stephanie; Fontanay, Stephane; Duval, Raphael E.; Halauko, Yury S.; Ivashkevich, Oleg A.; Matulis, Vadim E.; Roisnel, Thierry; Mongin, Florence; Bioorganic and Medicinal Chemistry; vol. 23; 19; (2015); p. 6355 – 6363;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference of 1001401-62-2, New Advances in Chemical Research in 2021. The transformation of simple hydrocarbons into more complex and valuable products via catalytic C–H bond functionalisation has revolutionised modern synthetic chemistry. 1001401-62-2, name is 2-(2H-1,2,3-Triazol-2-yl)benzoic acid, molecular formula is C9H7N3O2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.

A mixture of A-1 (0.72 g, 3.8 mmol) and thionyl chloride (0.36 mL, 5.0 mmol) in toluene (7 mL) and a drop of DMF is heated to 60C for 2h, then cooled and concentrated. The residue is dissolved in 5 mL of dry DCM and added dropwise to a stirred mixture of C-1 (0.65 g, 4.64 mmol) and TEA (1 .44 mL, 10.3 mmol) in dry DCM (10 mL) at OC. The reaction is stirred at RT for 2h. Water is added and the organic layer is separated, washed with citric acid (10% aq. solution) and with NaHC03 (sat. aq. solution). The organic layer is dried and concentrated to provide 0.94 g of C-3. ESI-MS: 275.1 [M+H]+, HPLC (Rt): 0.69 min (method M)

The result showed that such a combination of chemo- and biocatalysis improved the catalytic yield more than two times compared with that of sole metal catalysis.I hope my blog about 2-(2H-1,2,3-Triazol-2-yl)benzoic acid is helpful to your research.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; RIETHER, Doris; FERRARA, Marco; HEINE, Niklas; LESSEL, Uta; NICHOLSON, Janet Rachel; PEKCEC, Anton; (70 pag.)WO2017/178338; (2017); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 41253-21-8, New Advances in Chemical Research in 2021. The appropriate choice of redox mediator can avoid electrode passivation and overpotential, which strongly inhibit the efficient activation of substrates in electrolysis. 41253-21-8, name is Sodium 1,2,4-triazol-1-ide, molecular formula is C2H2N3Na, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.

2-(1H-1,2,4-Triazol-1-yl)benzonitrile. 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) delta 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

I am very proud of our efforts over the past few months and hope to Sodium 1,2,4-triazol-1-ide help many people in the next few years.

Reference:
Patent; Bristol-Myers Squibb Company; US2007/129379; (2007); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 956317-36-5, New Advances in Chemical Research in 2021. Chemo-enzymatic cascade processes are invaluable due to their ability to rapidly construct high-value products from available feedstock chemicals in a one-pot relay manner. 956317-36-5, name is 5-Methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid, molecular formula is C10H9N3O2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.

(S)-(5-methyl-2-(2H-1,2,3-triazol-2-yl)phenyl)(5-(((5-(trifluoromethyl)pyridin-2-yl)amino)methyl)-6-azaspiro[2.5]octan-6-yl)methanone 5-methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid (1 eq; prepared according to WO 2008147518), HOBT (1 eq) and EDCI.HCl (1.5 eq) dissolved in dichloromethane (5 ml/mmol) were stirred at 25 C. for 0.5-2 hours, then intermediate 2 (1 eq) dissolved in dichloromethane was added. After 18 hours the mixture was poured in an aqueous saturated solution of NaHCO3 and extracted with dichloromethane. The crude was purified by silica gel column chromatography (DCM to DCM/MeOH=9/1) to obtain the title compound with yield of 52%. 1HNMR (CDCl3) delta ppm 8.22-8.38 (m, 1H), 7.94-8.14 (m, 1H), 7.79-7.86 (m, 1H), 7.69 (m, 1H), 7.50-7.62 (m, 1H), 7.28-7.37 (m, 1H), 7.0-7.24 (m, 1H), 6.48-6.66 (m, 1H), 5.20 (m, 1H), 4.34-4.84 (m, 1H), 3.89-4.0 (m, 1H), 3.65-3.75 (m, 1H), 3.21-3.44 (m, 2H), 3.01-3.11 (m, 1H), 2.26-2.46 (m, 3H), 1.89-2.17 (m, 1H), 1.02-1.28 (m, 1H), 0.19-0.63 (m, 4H) MS=ESI+m/z 439 [M+H]+

I am very proud of our efforts over the past few months and hope to 5-Methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid help many people in the next few years.

Reference:
Patent; ROTTAPHARM S.P.A.; Stasi, Luigi Piero; Rovati, Lucio; US2013/310400; (2013); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference of 60166-43-0, New Advances in Chemical Research in 2021. The prevalence of solvent effects in heterogeneous catalysis in condensed media has motivated developing quantitative kinetic,A common heterocyclic compound, 60166-43-0, name is 1,4-Dimethyl-1H-1,2,3-triazole, molecular formula is C4H7N3, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.

A mixture of 7-bromo-5-nitroisoquinolin-1(2H)-one (2b, 4.00 g, 14.9 mmol), 1,4- dimethyl-1H-1,2,3-triazole (2.17 g, 22.3 mmol), palladium acetate (334 mg, 1.49 mmol), CatacXiumA (butyl di-1-adamantylphosphine) (1.10 g, 2.97 mmol), and potassiumacetate (7.30 g, 74.3 mmol) in 2-methyl-2-butanol (100 mL) was degassed with nitrogen, and heated at 120 C in a sealed tube overnight. After cooling to room temperature, the reaction mixture was partitioned between ethyl acetate (300 mL) and water (300 mL). The organic phase was separated, washed with brine (300 mL), dried over sodium sulfate, concentrated to dryness, and purified by silica gel chromatography(eluting with a gradient of 0%-i 0% methanol in ethyl acetate), affording 7-(i 4-dimethyl- iH-i,2,3-triazol-5-yl)-5-nitroisoquinolin-i(2H)-one (2c, 2.55 g, 60%) as a solid. 1H NMR (400 MHz, DMSO-d6) oe 11.95 (br. s., 1 H), 8.57 (5, 2H), 7.55 (d, J=5.38 Hz, 1 H), 6.98 (d, J=7.34 Hz, iH), 4.00 (5, 3H), 2.29 (5, 3H). MS: 284 [M-i].

I am very proud of our efforts over the past few months and hope to 1,4-Dimethyl-1H-1,2,3-triazole help many people in the next few years.

Reference:
Patent; PFIZER INC.; KUMPF, Robert Arnold; KUNG, Pei-Pei; SUTTON, Scott Channing; WYTHES, Martin James; (138 pag.)WO2015/193768; (2015); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics