Category: 1453-58-3

A catalyst don’t appear in the overall stoichiometry of the reaction it catalyzes, but it must appear in at least one of the elementary reactions in the mechanism for the catalyzed reaction. 1453-58-3, Name is 3-Methylpyrazole, molecular formula is C4H6N2. In an article, author is Fu, Qing,once mentioned of 1453-58-3, Safety of 3-Methylpyrazole.

A series of pyrazole derivatives was designed according to prodrug strategy. These compounds were synthesized via eight steps and their structures were confirmed by(1)H NMR spectroscopy and MS. The preliminary herbicidal bioassay results indicated that the title pyrazole ketone compounds exhibited low herbicidal activity against six weeds at 150 g/ha, which is weaker than that of the commercial HPPD herbicide topramezone. The docking results showed that the binding mode of the key intermediate (3-(2-(2-fluorophenoxy)ethoxy)-2-methyl-4-(methylsulfonyl)phenyl)(5-hydroxy-1,3-dimethyl-1H-pyrazol-4-yl)methanone is the same as the reported inhibitor DAS689 in the complex.

Interested yet? Keep reading other articles of 1453-58-3, you can contact me at any time and look forward to more communication. Safety of 3-Methylpyrazole.

Reference:
Pyrazole – Wikipedia,
,Pyrazoles – an overview | ScienceDirect Topics

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. 1453-58-3, name is 3-Methylpyrazole, A new synthetic method of this compound is introduced below., Formula: C4H6N2

3-Methyl-1H-pyrazole (0.66 g, 8 mmol) and potassium tertbutoxide (0.88 g, 7.8 mmol) were dissolved in dry dimethyl sulfoxide (DMSO) (5 mL) at room temperature. To the basic solution, 2-bromopyridine (1.17 g, 7.4 mmol) was added slowly under constant stirring, and the solution was heated to reflux under nitrogen for 12 h. Once the reaction completed, it was cooled to room temperature and extracted with water and ether. The organic layer was washed withwater and ether to remove DMSO and excess base. The organic layer was then isolated, dried over anhydrous Na2SO4, and filtered. The solvent was then removed under reduced pressure, and the resultant colorless oil was purified by column chromatography on silica gel (200e300 mesh) eluted with hexane/ethylacetate (9:1 v/v). 1H NMR (500 MHz, CD2Cl2) delta (ppm): 8.43 (1H, d, J 2.53), 8.38 (1H, d, J 4.88), 7.91 (1H, d, J 8.30), 7.79e7.74 (1H, m), 7.59-7.47 (1H, m), 6.25 (1H, d, J 2.53), 2.38 (3H, s).

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; Sunesh, Chozhidakath Damodharan; Subeesh, Madayanad Suresh; Shanmugasundaram, Kanagaraj; Chitumalla, Ramesh Kumar; Jang, Joonkyung; Choe, Youngson; Dyes and Pigments; vol. 128; (2016); p. 190 – 200;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Electric Literature of 1453-58-3, A common heterocyclic compound, 1453-58-3, name is 3-Methylpyrazole, molecular formula is C4H6N2, 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 stirred solution of 3-methylpyrazole (82.1 g, 1.0 mol) in water (3.5 L) was heated to 70 °C. Potassium permanganate (111 g, 0.70 mol) was added in one portion, keeping the temperature near 70 °C. The reaction mixture was stirred for 1 h at 70 °C, and then a second portion of potassium permanganate (111 g) was added at 70 °C. After 1 h, a final portion of potassium permanganate (111 g) was added at 70 °C. The reaction mixture was stirred a further 2 h at 70 °C, and any unreacted oxidant was reduced by the dropwise addition of isopropanol. The reaction mixture was cooled to room temperature, filtered, the solid was rinsed with water, and the filtrate evaporated to 500 ML. The aqueous was chilled to 0 °C, acidified with concentrated HCI, filtered, the solid product washed with water, and dried under vacuum to provide pyrazole- 3-carboxylic acid as a white solid (64.4 g, 57percent).

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:
Patent; MERCK & CO., INC.; WO2004/58702; (2004); A2;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Reference of 1453-58-3,Some common heterocyclic compound, 1453-58-3, name is 3-Methylpyrazole, molecular formula is C4H6N2, 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.

Method B(a) 1 -Benzenesulfongammal-3 -methyrpyrazole A mixture of 3-methylpyrazole (5 g, 60.9 mmol), benzenesulfonyl chloride (8.55 mL, 67 mmol) and triethylamine (9.3 mL5 67 mmol) in acetonitrile was heated at reflux for 2 h5 allowed to cool and concentrated. EtOAc (300 mL) was added and the solution was filtered and concentrated to provide a solid residue which was crystallised from EtOAc to give the title compound as an off-white powder (Yield: 7.92 g5 58 percent).1H-NMR (DMSO-d6): delta 8.35 (d, IH)5 7.97-7.94 (m, 2H), 7.78 (tt, IH)5 7.66 (t, 2H), 6.43 (d, IH)5 2.17 (S5 3H).

The synthetic route of 1453-58-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BIOLIPOX AB; WO2007/51981; (2007); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

1453-58-3, Adding a certain compound to certain chemical reactions, such as: 1453-58-3, name is 3-Methylpyrazole, belongs to pyrazoles-derivatives compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 1453-58-3.

Step 1 1-(4-Methoxy-phenyl)-3-methyl-1H-pyrazole: The title compound was prepared from 4-methoxyphenylboronic acid (1.85 g, 12.1 mmol), 3-methyl-1H-pyrazoles (0.5 g, 6.1 mmol) using the general procedure A with a yield of 30% (0.4 g); MS (APCI) m/z: 189 (M+1, 100).

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, 3-Methylpyrazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; deCODE genetics ehf.; US2008/33013; (2008); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Electric Literature of 1453-58-3, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 1453-58-3 name is 3-Methylpyrazole, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

Potassium /-butoxide (3.9 g, 0.33 mmol) was dissolved in DMSO (25 mL). To this solution was added 3 -methyl pyrazole (2.7 g, 0.33 mmol) and the reaction was heated at 50 °C for 30 min. l-Bromo-4-chloro-2-fluorobenzene (4.6 g, 0.22 mmol) was then added and the reaction was stirred at 50 °C for 16 h. The reaction was cooled to RT and extracted with water and EtOAc, washed with brine, and dried over Na2S04) filtered and concentrated in vacuo. Purification by normal phase silica gel column chromatography (EtO Ac/heptane) provided l-(2- bromo-5-chlorophenyl)-3-methyl-lH-pyrazole and l-(2-bromo-5-chloroplienyl)-5-methyl-lH- pyrazole as a 4: 1 mixture that was used in the next step directly,

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-Methylpyrazole, and friends who are interested can also refer to it.

Reference:
Patent; KAROS PHARMACEUTICALS, INC.; DE LOMBAERT, Stephane; GOLDBERG, Daniel R.; BRAMELD, Kenneth; SJOGREN, Eric Brian; SCRIBNER, Andrew; WO2015/35113; (2015); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 1453-58-3, name is 3-Methylpyrazole, belongs to pyrazoles-derivatives compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 1453-58-3, SDS of cas: 1453-58-3

To a 10 ml Schlek reaction tube under the protection of an inert gas such as high purity nitrogen, 0.05 mmol of a water-soluble palladium on water-bound monophosphine salt compound (5), 1.0 mmol of p-chlorobenzene, 1.3mmol of 3-methylpyrazole, 3 mmol of potassium hydroxide and 5 ml of water were added and the reaction tube was purged with nitrogen three times and then heated to 100 C with an oil bath under magnetic stirring. The reaction was refluxed for 24 hours. The oil bath was removed and the reaction was concentrated on a rotary evaporator. The residue was chromatographed on silica gel using ethyl acetate as the developing solvent to give pure product 4-methylphenyl-3-methylpyrazole in 89%

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; Luoyang Normal College; Li Hongmei; Xu Chen; Tu Tianyong; Wang Zhiqiang; Hao Xinqi; (10 pag.)CN106674287; (2017); A;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Synthetic Route of 1453-58-3, A common heterocyclic compound, 1453-58-3, name is 3-Methylpyrazole, molecular formula is C4H6N2, 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 suspension of hexane washed potassium hydride (0.424 g) in dimethylformamide (5 ml) was treated in one portion with 3-methyl pyrazole (0.85 ml) while stirring. After the gas evolution ceased, 2-chloro-4-fluorobenzoic acid methyl ester (2.0 g, 10.6) was added to the clear solution and heated at 130° C. for 15 minutes. The reaction mixture was cooled to room temperature and partitioned between ethyl acetate and brine. The organic phase was washed with water, brine,. and dried over anhydrous sodium sulfate. Removal of solvent in vacuo afforded 2.2 g of a yellow oil. (Note: 20percent hydrolysis of the ester was detected by analysis of the NMR spectrum of the crude product). The desired regioisomer 2-chloro-4-(3-methyl-1H-pyrazol-1-yl)-benzoic acid methyl ester was isolated from the other isomer (described below) by flash column chromatography on silica gel (Merck 60) eluting with dichloromethane-hexane 2:1) to give 1.55 g of the title compound as a colorless solid. MS (EI m/z: 250/252 (M)+. [00283] The 5-regioisomer, namely 2-chloro-4-(5-methyl-1H-pyrazol-1-yl)-benzoic acid methyl ester was isolated from the above flash column chromatography on silica gel (Merck 60) by further eluting with dichloromethane-hexane 2:1 to give 0.20 g of the product as a colorless solid. MS (EI), m/z: 250/252 (M)+.

The synthetic route of 1453-58-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; American Cyanamid Company; US6831079; (2004); B1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Some common heterocyclic compound, 1453-58-3, name is 3-Methylpyrazole, molecular formula is C4H6N2, 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. Formula: C4H6N2

A solution of potassium permanganate (16.17 g, 102.31 mmol) in water (150 mL) was added to a solution of 3-methylpyrazole (4.2 g, 51.15 mmol) in water (100 mL) and the mixture was refluxed overnight. After cooling to room temperature the insoluble material was removed by filtration. The filtrate was concentrated to 30 mL and 2 N HCl was added until a solid was precipitated. The solid was filtered, washed with cold water and dried in vacuo to yield 1H-pyrazole-3-carboxylic acid (3.1 g, 54percent yield) as a white solid which was used in the next step without further purification.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1453-58-3, its application will become more common.

Reference:
Patent; Janssen Pharmaceutica NV; Trabanco-Suarez, Andres Avelino; Tresadern, Gary John; Delgado-Jimenez, Francisca; US2013/190318; (2013); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

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. 1453-58-3, name is 3-Methylpyrazole, A new synthetic method of this compound is introduced below., Recommanded Product: 3-Methylpyrazole

A stirred solution of 3-methylpyrazole (82.1 g, 1.0 mol) in water (3.5 L) was heated to 70 °C. Potassium permanganate (111 g, 0.70 mol) was added in one portion, keeping the temperature near 70 °C. The reaction mixture was stirred for 1 h at 70 °C, and then a second portion of potassium permanganate (111 g) was added at 70 °C. After 1 h, a final portion of potassium permanganate (111 g) was added at 70 °C. The reaction mixture was stirred a further 2 h at 70 °C, and any unreacted oxidant was reduced by the dropwise addition of isopropanol. The reaction mixture was cooled to room temperature, filtered, the solid was rinsed with water, and the filtrate evaporated to 500 mL. The aqueous was chilled to 0 °C, acidified with concentrated HC1, filtered, the solid product washed with water, and dried under vacuum to provide pyrazole- 3-carboxylic acid as a white solid (64.4 g, 57percent). Dimethyl sulfate (236 g, 177 ML, 1.87 mol) was added dropwise over 45 min to a stirred solution of pyrazole-3-carboxylic acid (200 g, 1.78 mol) in 20percent aqueous sodium hydroxide (850 ML) at 40 °C. The reaction mixture was heated at 80 °C for 2 h, cooled to room temperature, filtered, the filtrate acidified to pH 1 with concentrated HC1, the precipitate filtered, washed with water, and dried under vacuum to yield 1-METHYLPYRAZOLE-5-CARBOXYLIC acid (85 g, 38percent). The filtrate was concentrated in vacuo to 800 ML, extracted with chloroform (15X400 mL), the organic phase dried over anhydrous magnesium sulfate, concentrated in vacuo, and the residue recrystallized from isopropanol to yield 1-METHYLPYRAZOLE-3-CARBOXYLIC acid (74 g) as a white crystalline solid. A suspension of the acid (90 g, 0.71 mol) and DMF (1 drop) in thionyl chloride (250 ML) was stirred at reflux under nitrogen for 2 h. The solvent was evaporated from the reaction mixture, the residue azeotroped with toluene (3X200 mL), diluted into toluene (250 mL), added to a suspension of Pd-C (10 wtpercent, 9.3 g) in toluene (500 ML), and the mixture stirred at reflux for 8 h with a gentle flow of hydrogen gas through the suspension. After cooling to room temperature, the suspension was filtered through celite, washed with toluene, and concentrated in vacuo. The residue was fractionally distilled under vacuum to provide the title compound (50 g, 63percent) as a low melting white solid (bp = 92 °C COMMAT; 8 MMHG).

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:
Patent; MERCK & CO., INC.; WO2004/58763; (2004); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics