Day: July 22, 2021

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. 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. 7170-01-6

To a mixture of 3-methyl- lH- l,2,4-triazole (330 mg, 3.97 mmol), 5-chloro-2-fluoro- benzaldehyde (425 mg, 2.68 mmol) in DMSO (5.0 mL) is added K2C03 (725 mg, 5.25 mmol). The reaction mixture is stirred at 100 C for 2 hours. The reaction mixture is allowed to cool to room temperature, diluted with CH2C12 (100 mL), and washed with H20 (75 mL x2). The organic layer is dried with Na2S04 and filtered. The filtrate is concentrated under reduced pressure and the residue is purified by silica gel flash column chromatography with 5% MeOH in EtOAc as the eluent to afford an impure mixture of 5-chloro-2-(3-methyl- l,2,4-triazol-l-yl)-benzaldehyde plus regiosiomer (270 mg).To a mixture of 4-(2-amino-pyrimidin-5-yl)-Nl-ieri-butyl-benzene-l,2-diamine (270 mg, 1.05 mmol) and impure mixture of 5-chloro-2-(3-methyl- l,2,4-triazol-l-yl)-benzaldehyde plus regiosiomer (270 mg) in DMF (15.0 mL) is added Oxone (650 mg, 1.06 mmol) in H20 (5.0 mL). The reaction mixture is stirred at room temperature for 1.5 hours and then quenched with saturated sodium thiosulfate aq. (25 mL). The quenched reaction mixture is extracted with EtOAc (25 mL x2) and the combined organic layers are washed with H20 (50 mL x2), dried with Na2S04 and filtered. The filtrate is concentrated under reduced pressure and the residue is purified by silica gel flash column chromatography with 5% MeOH in CH2C12 as the eluent to afford an impure mixture of 5-(2-amino- pyrimidin-5-yl)- l-ieri-butyl-2-[5-chloro-2-(3-methyl- l,2,4-triazol-l-yl)-phenyl]-2,3- dihydro-lH-benzimidazol-2-ol plus regiosiomer (25 mg).I l l A mixture of 5-(2-amino-pyrimidin-5-yl)- l-ieri-butyl-2-[5-chloro-2-(3-methyl- l,2,4- triazol-l-yl)-phenyl]-2,3-dihydro-lH-benzimidazol-2-ol plus regiosiomer (25 mg) in MeOH (25 mL) is heated at 70 C for 16 hours. The reaction mixture is allowed to cool to room temperature and is concentrated under reduced pressure. The residue is purified by silica gel flash column chromatography with 5% MeOH in CH2CI2 as the eluent followed by further purification using a HPLC C- 18 column with CH3CN (0.1%TFA) in H20 (0.1%TFA) as the eluent to afford 5-{ l-ieri-butyl-2-[5-chloro-2-(3-methyl- l,2,4- triazol-l-yl)-phenyl]-lH-benzimidazol-5-yl}-pyrimidin-2-ylamine (Example 37) (9 mg, 37 %) as a white solid LCMS (ESMS): m/z 459.20 (M++l) and 5-{ l-ieri-butyl-2-[5- chloro-2-(5-methyl-l,2,4-triazol- l-yl)-phenyl]- lH-benzimidazol-5-yl}-pyrimidin-2- ylamine (Example 38) (6 mg, 25 %) as a white solid. LCMS (ESMS): m/z 459.20 (M++l)

I hope this article can help some friends in scientific research. I am very proud of our efforts over the past few months and hope to 3-Methyl-1H-1,2,4-triazole help many people in the next few years.

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 7170-01-6, 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. 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 93Preparation of 4-(3-methyl-1H-1,2,4-triazol-1-yl)benzaldehyde (DI53); To a stiffing solution of 4-fluorobenzaldehyde (5.0 g, 40.32 mmol) in DMF (50 mL), were added K2CO3 (3.34 g, 40.32 mmol) and 3-methyl-1,2,4-trizole (3.34 g, 40.32 mmol) and the resultant reaction mixture was stirred at RT for 4 h. After completion of the reaction (TLC), the reaction mixture was diluted with water and extracted with EtOAc (3×). The combined EtOAc layer was washed with water and brine then dried over Na2SO4 and concentrated under reduced pressure to afforded the title compound as a white solid (4.1 g, 60%): mp 125-128 C.; 1H NMR (400 MHz, CDCl3) delta 10.05 (s, 1H), 8.76 (s, 1H), 8.02 (d, 2H), 7.85 (d, 2H), 2.50 (s, 3H); ESIMS m/z 188.04 ([M+H]+).

This is the end of this tutorial post, and I hope it has helped your research about 7170-01-6!

Reference:
Patent; Hunter, James E.; Lo, William C.; Watson, Gerald B.; Patny, Akshay; Gustafson, Gary D.; Pernich, Dan; Brewster, William K.; Camper, Debra L.; Lorsbach, Beth; Loso, Michael R.; Sparks, Thomas C.; Joshi, Hemant; Mandaleswaran, Adiraj; Sanam, Ramadevi; Gundla, Rambabu; Iyer, Pravin S.; US2012/329649; (2012); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 584-13-4, 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. 584-13-4, name is 4H-1,2,4-Triazol-4-amine, molecular formula is C2H4N4, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.

General procedure: In a typical experiment Pd(OAc)2 (5.6mg, 0.025mmol), triphenylphosphine (13.2mg, 0.05mmol), iodoalkene (1-4) or iodoarene (5-19) (1mmol) were dissolved in DMF (10mL) under argon in a three-necked flask equipped with a reflux condenser and a balloon on the top. Aminotriazole nucleophile (a, b or c) (1.2mmol) and triethylamine (0.5mL) were added. The atmosphere was changed to carbon monoxide. (Caution: High pressure carbon monoxide should only be used with adequate ventilation (hood) using CO sensors as well.) The reaction was conducted for the given reaction time upon stirring at 70C. The mixture was then concentrated and evaporated to dryness. Toluene (15mL) was added to the residue, the precipitate (product) was filtered, washed with water on the filter and dried. The off-white powder-like material was dissolved in methanol, the palladium-black was filtered off and methanol was evaporated.

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

Reference:
Article; Gergely, Mate; Boros, Borbala; Kollar, Laszlo; Tetrahedron; vol. 73; 48; (2017); p. 6736 – 6741;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 1455-77-2, New discoveries in chemical research and development in 2021. We’ll be discussing some of the latest developments in chemical about CAS: 1455-77-2, name is 3,5-Diamino-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.

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).

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:
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

New discoveries in chemical research and development in 2021. As an important bridge between the micro and macro material world, chemistry is one of the main methods and means for humans to understand and transform the material world.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. Quality Control of 2H-1,2,4-Triazole-3-carboxamide

EXAMPLE 2 Preparation of 1(and 2 and 4)-Butyryl-s-triazole-3-carboxamide A suspension of 2 g. of 1,2,4-triazole-3-carboxamide and 7.5 g. of butyric anhydride is placed in an oil bath preheated to 155-160 C. and heated at this temperature for 30 minutes. The residue is triturated with diethyl ether and returned to the oil bath with an additional 7.5 g. of butyric anhydride and heated for 30 minutes. The reaction mixture is allowed to cool. The solid which forms is triturated with diethyl ether and collected yielding 2.6 g. of colorless solid. The product is recrystallized from dry acetonitrile yielding 0.6 g. of colorless solid, m.p. 186-188 C. (dec.).

We’ll also look at important developments in the pharmaceutical industry because understanding organic chemistry is important in understanding health, medicine, the role of 2H-1,2,4-Triazole-3-carboxamide ,and how the biochemistry of the body works.

Reference:
Patent; American Cyanamid Company; US4006159; (1977); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 61-82-5, New Advances in Chemical Research in 2021. Redox catalysis has been broadly utilized in electrochemical synthesis due to its kinetic advantages over direct electrolysis. 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, 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

In the meantime we’ve collected together some recent articles in this area about 61-82-5 to whet your appetite. Happy reading!

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 4928-87-4, 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. 4928-87-4, name is 1,2,4-Triazole-3-carboxylic acid, molecular formula is C3H3N3O2, 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 (S)-4-(aminomethyl)-N-(4-chloro-2-(2-methyl-4-(3,3,3-trifluoropropyl)piperazin- l-yl)phenyl)-2,3-difluorobenzamide (0.08 g, 0.16 mmol), l/ -l ,2,4-triazole-3-carboxylic acid (0.10 g, 0.88 mmol) and DIPEA (0.2 mL, 1.1 mmol) in CH3CN (2.5 mL) was stirred at room temperature for 10 min, then HATU (0.08 g, 0.21 mmol) was added. And then the mixture was stirred at room temperature for 12 h and was purified by HPLC to give the title compound (0.033 g, 34.6%). LC/MS m/z = 586.1 [M+l]+.

The potential utility of systematic synthetic strategy will be applicable to efficient generations of chemical libraries of compounds to find ‘hit’ molecules.Read on for other articles about 1,2,4-Triazole-3-carboxylic acid, hurry up and to see.

Reference:
Patent; ARENA PHARMACEUTICALS, INC.; TRAN, Thuy-Anh; KRAMER, Bryan Aubrey; SHIN, Young-Jun; WO2014/182688; (2014); 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. 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. 288-88-0

General procedure: To a solution of Cu(OAc)2·H2O (0.01 mmol) in DMF (2 mL) were added aryl iodide (1.2 mmol), nitrogen-containing heterocycle (1.0 mmol), and Cs2CO3 (2 mmol) under nitrogen atmosphere. The mixture was stirred at 110 C for 24 h. After cooling to ambient temperature, the mixture was partitioned between water and ethyl acetate. The organic layer was separated, and the aqueous layer was extracted with ethyl acetate. The combined organic layers were washed with brine, dried over Na2SO4, and concentrated in vacuo. The residue was purified by flash chromatography on silica gel.

I hope this article can help some friends in scientific research. I am very proud of our efforts over the past few months and hope to 1H-1,2,4-Triazole help many people in the next few years.

Reference:
Article; Xu, Zhong-Lin; Li, Hong-Xi; Ren, Zhi-Gang; Du, Wei-Yuan; Xu, Wei-Chang; Lang, Jian-Ping; Tetrahedron; vol. 67; 29; (2011); p. 5282 – 5288;,
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. 103755-58-4, name is (1-Phenyl-1H-1,2,3-triazol-4-yl)methanol belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. name: (1-Phenyl-1H-1,2,3-triazol-4-yl)methanol

General procedure: To a solution of (1-aryl-1H-1,2,3-triazol-4-yl)methanol (2a-2c) [18] (10 mmol) in dry DMF (5 mL), anhydrous sodium hydride (15 mmol) was added and stirred for 5 min. After adding propargyl bromide (12 mmol), the resulting mixture was stirred at room temperature overnight. Upon completion of the reaction water (20 mL) was added and the whole was extracted with dichloromethane (3 × 30 mL). The combined organic layers were washed with brine and dried over Na2SO4. The organic layer was concentrated in vacuum and the residue was purified by silica gel (60-120 mesh) column chromatography using hexane-EtOAc, (7 : 3, v/v) as eluent to afford products 3a-3c as white solids. 1-Phenyl-4-[(prop-2-yn-1-yloxy)methyl]-1H-1,2,3-triazole (3a). Yield 89 %, white solid, mp 70-73 C. IR spectrum, nu, cm-1: 3221 (?C-H), 2108 (C?C), 1230 (N=N), 1064, 1041 (C-O). 1H NMR spectrum (400 MHz, CDCl3), delta, ppm: 7.99 s (1H, triazole H), 7.62 d (J = 8.9 Hz, 2H, Ar-H), 7.58 d (J = 8.9 Hz, 2H, Ar-H), 7.50 t (J = 7.3 Hz, 1H, Ar-H), 4.65 s (2H, OCH2), 4.20 s (2H, OCH2), 2.50 t (J = 2.4 Hz, 1H, ?C-H). 13C NMR spectrum (101 MHz, CDCl3) deltaC, ppm: 145.78, 140.09, 129.76, 128.63, 122.57, 121.70, 77.08, 74.22, 62.34, 57.33. Found, %: C: 67.57; H 5.17; N 19.68; O 7.47. C12H11N3O. Calculated, %: C 67.59; H 5.20; N 19.71; O 7.50. MS: M 214 [M + H]+.

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 103755-58-4

Reference:
Article; Reddy; Reddy; Goud; Rao; Premkumar; Supriya; Russian Journal of General Chemistry; vol. 86; 6; (2016); p. 1424 – 1429; Zh. Obshch. Khim.; vol. 86; 6; (2016); p. 1424 – 1429,6;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 288-36-8, New discoveries in chemical research and development in 2021. We’ll be discussing some of the latest developments in chemical about CAS: 288-36-8, name is 1H-1,2,3-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.

To a solution of 2-chloro-5-nitro-3-(trifluoromethyl)pyridine (1.2 g, 6.84 mmol) and 2H-1,2,3-triazole (0.567 g, 8.20 mmol) in anhydrous DMA (5 mL) was added K2CO3 (1.89 g, 13.67 mmol). The reaction mixture was stirred at room temperature for 2 h. The mixture was filtered and washed with ethyl acetate (10 mL*3). The filtrate was concentrated to dryness to give a crude product.

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 1H-1,2,3-Triazole.

Reference:
Patent; Janssen Biotech, Inc.; Lu, Tianbao; Allison, Brett Douglas; Barbay, Joseph Kent; Connolly, Peter J.; Cummings, Maxwell David; Diels, Gaston; Edwards, James Patrick; Kreutter, Kevin D.; Philippar, Ulrike; Shen, Fang; Thuring, Johannes Wilhelmus John Fitzgerald; Wu, Tongfei; (412 pag.)US2018/170909; (2018); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics