Tag: M.W=0-100

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. 288-36-8, name is 1H-1,2,3-Triazole belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. 288-36-8

Step 1) Synthesis of 5-methyl-2- (2H-1, 2, 3-triazol-2-yl) benzoic acid To a solution of N, N-dimethylformamide (30 mL) were added sequentially 2H-1, 2, 3-triazole (3.45 g, 50 mmol) , 2-iodo-5-methyl benzoic acid (5.24 g, 20 mmol) , cesium carbonate (11.72 g, 36 mmol) , trans-N, N’-dimethyl-1, 2-cyclohexanediamine (0.51 g, 3.6 mmol) and cuprous iodide (0.38 g, 2 mmol) . The reaction was heated to 100 ? under N2. After reaction for 4 hours, the reaction mixture was cooled to rt, diluted with water (60 mL) and extracted with ethyl acetate (200 mL × 2) . The aqueous layer was acidified to pH 1 to 2 with concentrated hydrochloric acid, and then extracted with ethyl acetate (200 mL × 2) . The combined organic layers were dried over anhydrous sodium sulfate, and filtered. The filtrate was concentrated in vacuo and the residue was purified by silica gel column chromatography (DCM/methanol (v/v) =50/1) to give the title compound as a yellow solid (2.76 g, 68 %) .MS (ESI, neg. ion) m/z: 202.1 [M-H] -;1H NMR (CD3OD, 600 MHz) d (ppm) : 7.88 (s, 2H) , 7.66 (d, 1H) , 7.59 (d, J= 8.2 Hz, 1H) , 7.50-7.48 (dd, J = 8.1 Hz, 1.1 Hz, 1H) , 2.45 (s, 3H) ; and13C NMR (CD3OD, 151 MHz) d (ppm) : 169.8, 140.7, 137.5, 136.7, 133.5, 131.5, 129.3, 126.0, 21.0.

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-1,2,3-Triazole help many people in the next few years.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; ZHANG, Yingjun; JIN, Chuanfei; ZHANG, Ji; (90 pag.)WO2017/88759; (2017); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 930-33-6, New Advances in Chemical Research in 2021.Reactions catalyzed within inorganic and organic materials and at electrochemical interfaces commonly occur at high coverage and in condensed media, 930-33-6, name is 1H-1,2,4-Triazol-3(2H)-one, molecular formula is C2H3N3O, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.

5-[5-Amino-4-(3-chloro-5-trifluoromethylphenyl)-3-trifluoromethylpyrazol-1-yl]-2-(5-oxo-4,5-dihydro[1,2,4]triazol-1-yl)benzonitrile (I-A-Q1-002) 2,4-Dihydro[1,2,4]triazol-3-one (11 mg, 0.13 mmol) and potassium carbonate (18 mg, 0.13 mmol) are added to a solution of 5-[5-amino-4-(3-chloro-5-trifluoromethylphenyl)-3-trifluoromethylpyrazol-1-yl]-2-fluorobenzonitrile (50 mg, 0.11 mmol) in DMF (2 ml). The reaction mixture is stirred at 80 C. for 15 min, cooled to room temperature, poured into water (5 ml) and extracted with ethyl acetate (5 ml). The organic phase is washed with water (5 ml), dried over sodium sulphate and concentrated using a rotary evaporator. Purification by chromatography on silica gel using cyclohexane/ethyl acetate 2/1 to 1/3 gives 5-[5-amino-4-(3-chloro-5-trifluoromethylphenyl)-3-trifluoromethylpyrazol-1-yl]-2-(5-oxo-4,5-dihydro[1,2,4]triazol-1-yl)benzonitrile (8 mg, 0.016 mmol, 12%).log P(HCOOH): 3.451H NMR (DMSO-d6): 8.28 (d, 1H, J=2.3 Hz), 8.24 (d, 1H, J=1.2 Hz), 8.12 (dd, 1H, J=8.8 and 2.4 Hz), 7.87 (d, 1H, J=8.8 Hz), 7.79 (s, 1H), 7.69 (s, 1H), 7.60 (s, 1H), 5.96 (s, 2H)

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-1,2,4-Triazol-3(2H)-one.

Reference:
Patent; Bayer Crop Science AG; US2011/190365; (2011); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products 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.

Compound (II-1) (48.6mmol) N, N- dimethylacetamide ( 30 mL) And it was dissolved in water (2.3mL), and the temperature was raised to 65C . Here , compound (III-1) (63.3mmol), TMSOB (58.4mmol) and sodium hydroxide ( 12. 0mmol) was added and stirring . After 7 hours , 2 hours reaction is performed by elevating the temperature of the reaction temperature to 85C It was . After completion of the reaction , water was added to the reaction mixture, and the mixture was extracted with toluene to obtain a compound (I-1). 82.0% yield .

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 Sodium 1,2,4-triazol-1-ide, hurry up and to see.

Reference:
Patent; KUREHA CORPORATION; SANO, RUMI; SAWA, TOMOHIRO; MASANO, TAIGA; (21 pag.)JP2016/3226; (2016); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Application 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.

EXAMPLE 1-C; 2-C2H-1.2.3-triazol-2-ylV5-methylbenzoic acid (1-5); A solution of 2-iodo-5-methylbenzoic acid (1-13, 4.0 g, 15.3 mmol) in DMF (10 mL) was treated with 1,2,3-triazole (2.1 g, 30.5 mmol), CsCO3 (9.95 g, 30.5 mmol), CuI (0.145 g, 0.76 mmol) and trans-N,N’-dimethylcyclohexane-l,2-diamine (0.43 g, 3.05 mmol). The mixture was heated at 120 0C for 10 min in a microwave reactor. The reaction was cooled to room temperature, diluted with water, and washed with EtOAc. The aqueous phase was acidified with IN HCl and extracted with EtOAc. The organic layer was dried over Na2SO4, filtered and concentrated. The residue was purified by gradient elution on SiO2 (0 to 10% MeOH in water with 0.1% AcOH) to give the faster eluting 2-(2H-l,2,3-triazol-2-yl)-5-methylbenzoic acid U5_, followed by the undesired regioisomer isomer, l-(2H-l,2,3-triazol-2-yl)-5-methylbenzoic acid (IzIA)- Data for M: 1HNMR (500 MHz, DMSO-d6) d 12.98 (br s , IH), 8.04 (s, 2H), 7.72-7.45 (m, 3H), 2.41 (s, 3H) ppm.

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; MERCK & CO., INC.; WO2009/58238; (2009); 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. 930-33-6, name is 1H-1,2,4-Triazol-3(2H)-one belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. 930-33-6

509 g (28.28 mol) of water are added to a solution of the obtained OTA (in 98% sulfuric acid) with stirring and then 213 g (3.38 mol) of concentrated nitric acid (98% by weight commercial nitric acid) are added.After the introduction of nitric acid, the medium was brought to 65 DEG C and stirred at this temperature for 2 hoursSamples are taken to monitor the progress of the nitration (when the temperature of the reaction medium reaches 65 ). The sample is analyzed after external calibration (using commercial ONTA). The results are shown in Fig. Can be obtained at a very high yield.The following procedure was carried out for the recovery of the prepared ONTA.The reaction medium is cooled to 10 C (at the expiry of 2 hours). Subsequently, an amount of 293 g (16.28 mol) of water is added while maintaining the temperature at 10 . The crystallized ONTA is then filtered off and then pull-dried on a Buchner filter.The weight of the recovered wetted ONTA is 403 g.HPLC analysis (of the recovered ONTA) shows that after external calibration (by commercial ONTA), a yield of 96% of the wet product (for the starting ATA) can be achieved.

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

Reference:
Patent; Hercules; Yurenko; Herve, Gregoire; Jacob, Gi; Kanyong, Gi; Busay, Jang Marque; (13 pag.)KR2016/28405; (2016); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 1455-77-2, New Advances in Chemical Research 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. 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.

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).

By the way, if you are interested in learning more fun chemistry with your kids, get your hands into one chemistry set now, and start enjoying the best part of chemistry: experiments about 3,5-Diamino-1,2,4-triazole.

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

Application of 16681-65-5, New Advances in Chemical Research in 2021.Reactions catalyzed within inorganic and organic materials and at electrochemical interfaces commonly occur at high coverage and in condensed media, 16681-65-5, name is 1-Methyl-1H-1,2,3-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.

Intermediate 84 (4-chloro-2-methoxy-3-(4-(trifluoromethyl)benzyl)quinolin-6-yl)(2,6-dimethylpyridin-3-yl)(1-methyl-1H-1,2,3-triazol-5-yl)methanol To a flask containing 1 -methyl- lH-l ,2,3-triazole (275 mg, 3.31 mmol, prepared according to PCX Int. Appl., 2008098104) was added THF (35 mL) and the colorless solution was cooled to – 50 C. Then, kappa-butyllithium (2.5 M in hexanes, 1 ,2 mL, 3.0 mmol) was added dropwise which afforded a dark reddish-brown viscous solution. The mixture was stirred between -20 to -10 C for 30 minutes, then a homogeneous THF solution of (4-chloro-2-methoxy-3-(4- (irifluQromethyl)benzy)quinoh (700 nig, 1.44 mmol in 4 mL THF, Intermediate 12: step f) was introduced at 0 C. The reaction mixture became a dark brown color and was allowed to warm gradually to room temperature. The mixture was stirred for 60 minutes at, room, temperature then quenched with aqueous NH4CI solution. The aqueous portion was extracted with EtOAc, 3 x 50 mL. The combined organics were washed with brine, dried over MgS04, filtered and concentrated to provide a brown oil. Chromatography on silica gel (1% MeOH-DCM increasing to 5% MeOH-DCM) provided the title compound as a light brown solid. Racemic (4~chloro-2-methoxy-3-(4~(trifluorometliyl)benzyl)quinohyl)rnethanol was separated into its individual enantiomers using the following conditions: Chiralcel OD, 20 uM (Diacel) using ethanol with 242 nM detection to give the first eluting enantiomer as Intermediate 84b and the second eluting enantiomer as Intermediate 84c.

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

Reference:
Patent; JANSSEN PHARMACEUTICA NV; LEONARD, Kristi A.; BARBAY, Kent; EDWARDS, James P.; KREUTTER, Kevin D.; KUMMER, David A.; MAHAROOF, Umar; NISHIMURA, Rachel; URBANSKI, Maud; VENKATESAN, Hariharan; WANG, Aihua; WOLIN, Ronald L.; WOODS, Craig R.; FOURIE, Anne; XUE, Xiaohua; CUMMINGS, Maxwell D.; JONES, William Moore; GOLDBERG, Steven; WO2015/57205; (2015); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 27808-16-8, New Advances in Chemical Research 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. 27808-16-8, name is 4-Methyl-1H-1,2,3-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.

4-Methyl-1 H-1 ,2,3-triazole (0.1 1 mL, 1 .85mmol) was added to a solution of 3-bromo-6- methylpyridine-2-carboxylic acid (200. mg, 0.930mmol) in 1 ,4-Dioxane (1 mL)/ Water (0.1 ml_), followed by Cul (8.86mg, 0.050mmol), (1 R,2R)-N 1 , N2-dimethylcyclohexane-1 ,2- diamine (26.34mg, 0.190mmol) and cesium carbonate (607.03mg, 1 .85mmol The mixture was stirred at 120 C for 5 h. Reaction mixture was cooled to room temperature and then water and MTBE were added. After vigorously stirring, the layers were separated and the aqueous one was acidified to pH 2 with HCI 6N. The acidic solution was concentrated and purified by RP on C18 column [H20 (0.1 % HCOOH)/Acetonitrile=60/40] affording 6-methyl-3-(4-methyltriazol-2-yl)pyridine-2- carboxylic acid (p64, 139 mg, y= 69% yield) as a white solid. MS (mlz): 219.2 [MH]+.

In the meantime we’ve collected together some recent articles in this area about 27808-16-8 to whet your appetite. Happy reading!

Reference:
Patent; CHRONOS THERAPEUTICS LIMITED; MICHELI, Fabrizio; CREMONESI, Susanna; SEMERARO, Teresa; TARSI, Luca; GIBSON, Karl Richard; (116 pag.)WO2019/81939; (2019); A1;,
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. 1455-77-2, name is 3,5-Diamino-1,2,4-triazole belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. HPLC of Formula: C2H5N5

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).

If you are hungry for even more, make sure to check my other article about 1455-77-2, the application of this compound in the production field has become more and more popular.

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

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. 288-36-8, name is 1H-1,2,3-Triazole belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. name: 1H-1,2,3-Triazole

To a stirred solution of 1,2, 3-triazole (2.0 g, 28.9 mmol) in THF (10 mL) was added NaH (l.065g, 43.1 mmol) portion wise at 0 C under inert atmosphere. After being stirred for 45 min at 0C, 2-(trimethylsilyl)ethoxymethyl-Cl (SEM-C1; 7.6 mL, 43.1 mmol) was added to the reaction mixture. After completion of addition the reaction mixture was allowed to warm to RT and stirred for 12 h. The reaction mixture was quenched with water and extracted with ethyl acetate (2 x 100 mL). The combined organic extracts were washed with brine, dried over anhydrous Na2S04 and concentrated under reduced pressure to give crude compound. The crude material was purified by column chromatography eluting with 10% EtO Ac/hexane to afford N-2-(trimethylsilyl)ethoxymethyl- 1,2, 3-triazole (3.5 g, 17.5 mmol, 61%) as a liquid. Mass: m/z 200 [M++l].

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 288-36-8

Reference:
Patent; INNOCRIN PHARMACEUTICALS, INC.; THE REGENTS OF THE UNIVERSITY OF MICHIGAN; EISNER, Joel; WAHL, Daniel; SPEERS, Corey; (111 pag.)WO2020/77197; (2020); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics