Category: Triazoles

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. 7411-23-6, name is 3,5-Dibromo-1H-1,2,4-triazole belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. SDS of cas: 7411-23-6

General procedure: 3,5-Dibromo-1,2,4-triazole (1; 658 mg, 2.9 mmol) or 3-chloro-1,2,4-triazole (300 mg, 2.9 mmol), o-quinone methide precursor 2 (2.9mmol), and K2CO3 (1.2 g, 8.7 mmol) were refluxed for 4 h in DMF (10mL). After completion of the reaction, the mixture was cooled, andpoured into H2O (30 mL). The precipitate formed was collected by filtration,washed with H2O, dried, and recrystallized.

Balanced chemical reaction does not necessarily reveal either the individual elementary reactions by which a reaction occurs or its rate law. In my other articles, you can also check out more blogs about 7411-23-6, and we look forward to future research findings.

Reference:
Article; Osipov, Dmitry V.; Osyanin, Vitaly A.; Voskressensky, Leonid G.; Klimochkin, Yuri N.; Synthesis; vol. 49; 10; (2017); p. 2286 – 2296;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 288-36-8, New Advances in Chemical Research in 2021. The dynamic chemical diversity of the numerous elements, ions and molecules that constitute the basis of life provides wide challenges and opportunities for research. 288-36-8, name is 1H-1,2,3-Triazole, molecular formula is C2H3N3, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.

In a dry Schlenk Tube at RT under nitrogen are successively charged 2-fluoro-6-iodo-3- methyl-benzoic acid (1.786 mmol, 1 eq), Cul (0.089 mmol, 0.05 eq), 1 H-1 ,2,3-triazole (3.571 mmol, 2 eq), Cs2C03 (3.571 mmol, 2 eq) and DMF (2.5 mL). The resulting blue suspension is stirred at 80C overnight. The obtained reaction mixture is taken up in 1 M aq. HCI and extracted twice with EtOAc. The combined organic layers are dried over Na2S04, filtered and concentrated under reduced pressure. Purification is achieved by preparative HPLC (conditions D) to give the titled compound (246 mg) as a pale yellow solid. LC-MS (conditions A): tR = 0.55 min, [M + 1 ]+ = 222.19.

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Reference:
Patent; ACTELION PHARMACEUTICALS LTD; BOSS, Christoph; BROTSCHI, Christine; HEIDMANN, Bibia; SIFFERLEN, Thierry; WILLIAMS, Jodi T.; WO2012/85857; (2012); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

New discoveries in chemical research and development in 2021. The transformation of simple hydrocarbons into more complex and valuable products via catalytic C–H bond functionalisation has revolutionised modern synthetic chemistry. 16681-65-5, name is 1-Methyl-1H-1,2,3-triazole belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. Safety of 1-Methyl-1H-1,2,3-triazole

Step B: To a solution of l-methyl-lH-l,2,3-triazole (860 mg, 10.4 mmol) in THF (10 mL) at -78 C, was added dropwise n-BuLi (5.0 mL, 12.4 mmol, 2.5 M). The mixture was stirred at -78 C for 2 hours before addition of BusSnCl (3.7 g, 11.4 mmol). The mixture was stirred at -78 C for 1 hour and then room temperature for 1 hour. The mixture was concentrated under vacuum and hexane was added. The insoluble material was filtered and the filtrate was concentrated under vacuum to afford l-methyl-5-(tributylstannyl)-lH-l,2,3-triazole (3.1 g, 80 %) as yellow oil which was used directly in the next step.

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Reference:
Patent; GENENTECH, INC.; F. HOFFMANN-LA ROCHE AG; YUK, Inn H.; PURKEY, Hans; O’BRIEN, Thomas; WO2015/142903; (2015); A2;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

New discoveries in chemical research and development in 2021. The dynamic chemical diversity of the numerous elements, ions and molecules that constitute the basis of life provides wide challenges and opportunities for research. 138479-53-5, name is 2-[1,2,4]Triazol-1-yl-benzaldehyde belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. HPLC of Formula: C9H7N3O

Example 1: 5-[l-tert-Butyl-2-(2-l,2,4-triazol-l-yl-phenyl)-lH-benzimidazol-5-yl]- pyrimidin-2-ylamineTo a solution of 4-(2-Amino-pyrimidin-5-yl)-Nl-ieri-butyl-benzene-l,2-diamine (40 mg, 0.16 mmol) in MeOH (5 mL) are added 2-[l,2,4]triazol-l-yl-benzaldehyde (40 mg, 0.23 mmol) and catalytic amount of L-proline (3.6 mg, 0.031 mmol) at room temperature. The solution is heated to 60C for 12 hours. The solution is cooled down and is concentrated under reduced pressure. The residue is purified by silica gel flash column chromatography with 10% MeOH in CH2CI2 as the eluent to afford the title compound as a pale brown oil. Acetonitrile (3 mL) is added to the oil and the solution is sonicated for 10 seconds. The solution is led to stand at room temperature and the solid that crystallizes out from the solution is collected by filtration (30 mg, 47%). LCMS (ESMS): m/z 411.68 (M++l)

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Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; CHEN, Zhidong; HAO, Ming-Hong; LIU, Weimin; LO, Ho-Yin; LOKE, Pui Leng; MAN, Chuk, Chui; MORWICK, Tina, Marie; NEMOTO, Peter, Allen; TAKAHASHI, Hidenori; TYE, Heather; WU, Lifen; WO2011/68821; (2011); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 16227-12-6, New discoveries in chemical research and development in 2021. We’ll be discussing some of the latest developments in chemical about CAS: 16227-12-6, name is 4-Phenyl-4H-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.

EXAMPLE 129 4-phenyl-1-(hex-1-yl)triazolium bromide 0.15 g (0.001 mol) 4-phenyltriazole 1 and 0.42 ml (0.495 g, 0.003 mol) 1-bromohexane 2 are combined in a pressure tube. The mixture is stirred for 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 310.23 C14H20N3Br Yield: 0.254 g (82%) 1H-NMR DM-231 (300 MHz/DMSO): (ppm)=0.89 (t, 3H, 12-H); 1.33 (m, 6H, 9/10/11H): 1.96 (q, 2H, 8-H); 4.45 (t, 2H, 7-H); 7.69 (m, 3H, 5/5’/6H); 7.86 (d, 2H, 4/4′-H); 9.81 (s, 1H, 2-H); 10.88 (s, 1H, 1-H) 13C-NMR DM-231 (75.475 MHz/DMSO):

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 4-Phenyl-4H-1,2,4-triazole.

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

Related Products of 1157938-97-0, New discoveries in chemical research and development in 2021. We’ll be discussing some of the latest developments in chemical about CAS: 1157938-97-0, name is 1-(2,5-Difluorophenyl)-2-(1H-1,2,4-triazol-1-yl)ethanone, 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.

A 2-neck flask with cooler was charged with zinc (1.1 g, 17 mmol, 3.8 eq.) and heated in vacuo using a hotgun (3 nitogen-vacuum cycles). Subsequently, THF (60 mL) was added and then trimethylsilylchloride (0.15 mL). The resulting suspension was stirred under a nitrogen atmosphere at room temperature for 15 minutes, after which a solution of ketone III (Ri = F, 1.0 g, 4.5 mmol, 1.0 eq.) in THF (30 mL) was added. The reaction mixture was then heated to 66 C, after which the heating source was removed. Subsequently, a solution of ethyl-2-bromopropionate (0.87 mL, 1.2 g, 6.7 mmol, 1.5 eq.) in THF (20 mL) was added dropwise over 10 minutes. The reaction mixture was then stirred at 66 C for 1.5 hours, after which it was cooled to room temperature. The reaction was quenched by addition of a saturated aqueous ammoniumchloride solution (100 mL) and diluted with methyl-teributyl ether (MTBE, 100 mL). The layers were separated and the aquous layer was extracted with MTBE (2x 100 mL). The combined organic layers were washed with brine (100 mL), dried (Na2S04), filtered and concentrated in vacuo to give a yellow oil (1.4 g) containing racemic ester I. ^-NMR- and GC-analysis showed a conversion of ketone III (Ri = F) of 80% and a d.e. of ester I of 60% in favor of the desired RR/SS-diastereomer. The product was not purified further.

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Reference:
Patent; BASILEA PHARMACEUTICA AG; VAN SUMMEREN, Ruben; VAESSEN, Harrie; MINK, Daniel; WASER, Mario; WO2014/23623; (2014); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Research speed reading in 2021. The dynamic chemical diversity of the numerous elements, ions and molecules that constitute the basis of life provides wide challenges and opportunities for research. 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. Recommanded Product: 7170-01-6

A solution of intermediate 10 (1 g; 2 mmol), 3-methyl-1 H-1 ,2,4-triazole (0.35 g, 4.2 mmol) and K2CO3 (0.72 g; 5.2 mmol) in 1 -methyl-2-pyrrolidinone (35 mL) was stirred at 135C for 18 hours. The reaction mixture was cooled down to room temperature and diluted with EtOAc and water. The organic layer was separated, washed with water, dried (MgS04), filtered and evaporated till dryness. The residue (1.8 g) was purified by chromatography over silica gel (SiOH 20-45mueta”, 450 g; mobile phase 0.1 % NH4OH, 97% DCM, 3% MeOH). The pure fractions were collected and the solvent was evaporated. The residue (0.72 g) was separated by chiral super critical fluid chromatography (CHIRALPAK AD-H 5muetaiota 250x20mm; mobile phase, 0.3% 2-propylamine, 50% C02, 50% isopropanol). The desired product fractions were collected and the solvent was evaporated. The first product was crystallized from diethyl ether. The precipitate was filtered and dried to give 0.25 g (26%) of compound 667 . MP: 181 C (DSC).The second product was crystallized from diethyl ether. The precipitate was filtered and dried to give 0.27 g (28%) of compound 668. MP: 137C (DSC).

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 7170-01-6

Reference:
Patent; ASTEX THERAPEUTICS LIMITED; SAXTY, Gordon; MURRAY, Christopher William; BERDINI, Valerio; BESONG, Gilbert Ebai; HAMLETT, Christopher Charles Frederick; JOHNSON, Christopher Norbert; WOODHEAD, Steven John; READER, Michael; REES, David Charles; MEVELLEC, Laurence Anne; ANGIBAUD, Patrick Rene; FREYNE, Eddy Jean Edgard; GOVAERTS, Tom Cornelis Hortense; WEERTS, Johan Erwin Edmond; PERERA, Timothy Pietro Suren; GILISSEN, Ronaldus Arnodus Hendrika Joseph; WROBLOWSKI, Berthold; LACRAMPE, Jean Fernand Armand; PAPANIKOS, Alexandra; QUEROLLE, Oliver Alexis Georges; PASQUIER, Elisabeth Therese Jeanne; PILATTE, Isabelle Noelle Constance; BONNET, Pascal Ghislain Andre; EMBRECHTS, Werner Constant Johan; AKKARI, Rhalid; MEERPOEL, Lieven; WO2011/135376; (2011); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference of 7170-01-6, New Advances in Chemical Research in 2021. Redox catalysis has been broadly utilized in electrochemical synthesis due to its kinetic advantages over direct electrolysis. 7170-01-6, name is 3-Methyl-1H-1,2,4-triazole, molecular formula is C3H5N3, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.

Example 48 b. 3-methyl-l-(4-nitrophenyl)-lH-l,2,4-triazole3-methyl-lH-l,2,4-triazole (648 mg, 7.8 mmol) and potassium carbonate (2.0 g, 14.2 mmol) were added to a solution of l-fluoro-4-nitro-benzene (1.0 g, 7.1 mmol) in DMF (10 mL). The reaction mixture was heated in a sealed tube at 800C overnight, cooled to room temperature and filtered through a pad of Celite. The solids were washed with dichloromethane and the filtrate was concentrated under reduced pressure. The residue was taken in water and the resultant precipitate was collected by filtration, washed with water and dried under high vacuum to afford 950 mg of the title compound (67 % Yield). 1H NMR (400 MHz, CHLOROFORM-d) delta ppm 2.51 (s, 3 H) 7.83 -7.89 (m, 2 H) 8.36 – 8.41 (m, 2 H) 8.58 (s, 1 H). MS m/z: 205 [M+l]+ .

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 3-Methyl-1H-1,2,4-triazole is helpful to your research.

Reference:
Patent; ASTRAZENECA AB; LO-ALFREDSSON, Yvonne; PAULSEN, Kim; RAKOS, Laszlo; ROTTICCI, Didier; WALDMAN, Magnus; WO2010/132015; (2010); 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. 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. Recommanded Product: 2-(2H-1,2,3-Triazol-2-yl)benzoic acid

Step (i): tert-butyl N-{l-methyl-2-[2-(2H-l,2,3-triazol-2- yl)benzamido]cyclopentyl}carbamate To a solution of ieri-butyl N-(2-amino-l-methylcyclopentyl)carbamate (Intermediate 30; 500 mg, 2.333 mmol) in dry DMF (8 ml) was added 2-(2H-l,2,3-triazol-2-yl)benzoic acid (CAS number 1001401-62-2; 485 mg, 2.57 mmol), HATU (1331 mg, 3.50 mmol) and triethylamine (976 mu, 7.00 mmol). The reaction was stirred at room temperature under nitrogen for 17 hours. The reaction was partitioned between ethyl acetate and saturated solution of sodium bicarbonate, washing with brine and dried over magnesium sulfate, filtered and concentrated in vacuo. The crude oil was purified by column chromatography (silica, 0-100% ethyl acetate / petrol) and then by column chromatography (basic silica, 0- 100% ethyl acetate / petrol) to afford the title compound.1H NMR (400 MHz, DMSO-6) delta ppm 1.11 – 1.23 (m, 3 H), 1.37 (s, 9 H), 1.51 – 1.69 (m, 3 H), 1.75 – 1.91 (m, 2 H), 2.00 – 2.06 (m, 1 H), 4.13 – 4.31 (m, 1 H), 6.56 (br. s., 1 H), 7.50 – 7.60 (m, 2 H), 7.60 – 7.69 (m, 1 H), 7.77 – 7.86 (m, 1 H), 8.00 (s, 2 H), 8.48 – 8.67 (m, 1 H)

If you are hungry for even more, make sure to check my other article about 1001401-62-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; TAKEDA CAMBRIDGE LIMITED; TAKEDA PHARMACEUTICAL COMPANY LIMITED; FIELDHOUSE, Charlotte; GLEN, Angela; ROBINSON, John Stephen; FUJIMOTO, Tatsuhiko; WO2015/55994; (2015); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 1455-77-2, 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. 1455-77-2, name is 3,5-Diamino-1,2,4-triazole, molecular formula is C2H5N5, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.

Example 312-amino-6- [(4-fluorophenyl)methyl] -5-methyl-4H- [ 1 ,2,4] triazolo [5,1-b] pyrimidin-7- oneEthyl 2-[(4-flourophenyl)methyl]-3-methyl-3-oxo-propanoate (314 mg , 1.32 mmol was added to 3-amino-5-amino-triazole (100 mg, 1.2 mmol) followed by glacial acetic acid (2.0 mL) and the reaction was heated at 120 °C under microwave irradiation for 15 minutes The solvent was evaporated and then basified with sodium hydrogencarbonate. The formed precipitate was filtered and washed with water, dichloromethane and MeCN to give the title compound (160 mg 49percent)1H NMR (400 MHz, DMSO-d6) 2.27 (3H, s), 3.77 (2H, s), 5.95 (2H, s), 7.06 (2H, d), 7.23- 7.25 (2H, m). m/z (ES) (M+H)+ 274.

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 3,5-Diamino-1,2,4-triazole is helpful to your research.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; BENGTSSON, Boel, Ase; BLACKABY, Wesley; CUMMING, John; FAULL, Alan, Wellington; LARSSON, Joakim; NASH, Ian, Alun; OLDHAM, Keith; PAPE, Andrew; WO2011/114148; (2011); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics