Category: 930-36-9

Synthetic Route of 930-36-9,Some common heterocyclic compound, 930-36-9, name is 1-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.

S1, under nitrogen atmosphere protection,100g of 1-methylpyrazole was added to 2L of tetrahydrofuran, stirred to dissolve to uniform state,Then cooled to minus 60 degrees,Then 2.5M concentration of n-butyllithium 600ml,Insulation below minus 60 degrees Celsius,After the addition of n-butyl lithium is completed, and then incubated 0.4h,Cooled to minus 65 degrees Celsius,100 mL of N, N-dimethylformamide was added dropwise,After dropping N, N-dimethylformamide overnight at room temperature,The whole was cooled to 0 degrees Celsius, 300ml deionized water was added dropwise after quenching.S2, extracted with 500 ml of ethyl acetate each time,Repeat 2 times to separate the organic phase,Each time with 500ml saturated brine wash,Repeat washing 2 times, with 50g anhydrous sodium sulfate drying 1h,Suction filtration, then decompression rotary steaming,The product from S2 step is 1-methyl-1H-pyrazole-5-carbaldehyde.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Methylpyrazole, its application will become more common.

Reference:
Patent; Beijing Luhe Ningyuan Technology Co., Ltd.; Jiang Yongjun; Xing Lixin; Liu Bo; (11 pag.)CN106928143; (2017); A;,
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. 930-36-9, name is 1-Methylpyrazole, A new synthetic method of this compound is introduced below., SDS of cas: 930-36-9

N-methylpyrazole (1.0 g, 1 eq.) was dissolved in N,N-dimethylformamide (2.8 ml, 3 eq.), phosphorus oxychloride (1.3ml, 1.2 eq.) was added dropwise at 90 C over about 1 h. The mixture was reacted for another 2 h and then cooled. The reaction liquid was poured into iced water and adjusted with 10% aqueous sodium hydroxide solution to PH 4?5, extracted four times with dichloromethane, rinsed with water twice, and separated by column chromatography to give 600 mg product

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; Shanghai Institute Of Materia Medica Chinese Academy of Sciences; SHEN, Jianhua; WANG, Yiping; CHEN, Xinde; XU, Wenwei; WANG, Kai; (84 pag.)EP3239135; (2017); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Synthetic Route of 930-36-9, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 930-36-9, name is 1-Methylpyrazole belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

The (1 -methyl-1 H-pyrazol-5-yl)acetic acid used in the above procedure was prepared as follows: (i) 1 -Methyl-1 H-pyrazole-5-carbaldehyde was prepared as follows (c.f. Bioorg. Med. Chem., 2001 , 9, 961-982): A solution of 1 -methyl- 1 H-pyrazole (11.0 g, 0.134 mol) in tetrahydrofuran (200 ml) was stirred at -700C under argon. n-Butyl lithium (2.5 M in hexanes, 58.8 ml, 0.147 mol) was added dropwise maintaining the internal reaction temperature below -600C. The mixture was cooled to -700C and N, N- dimethylformamide (40 ml) was added dropwise. The reaction mixture was allowed to warm to room temperature overnight. The mixture was cooled to 00C and water (200 ml) was added followed by ethyl acetate (300 ml). The organic layer was separated and the aqueous layer was re-extracted with ethyl acetate. The combined organic extracts were washed with water, brine, then dried and evaporated. The residue was purified by flash chromatography on silica gel eluting with 0-100% ethyl acetate in hexanes to afford 1 -methyl-1 H-pyrazole-5-carbaldehyde which was used in the next step.

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

Reference:
Patent; GLAXO GROUP LIMITED; WO2008/125600; (2008); A2;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Synthetic Route of 930-36-9, A common heterocyclic compound, 930-36-9, name is 1-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.

To a stirred solution of 1 -methyl- lH-pyrazole (609 mmol) in dry ether (600 mL) under an atmosphere of nitrogen is added a solution of n-BuLi in hexane (2.6 M, 670 mmol) dropwise at -78C over a period of Ih. The reaction mixture is then stirred at this temperature for a further 1 h, and then dry carbon dioxide gas is passed through the mixture at -78C for 30 min. The reaction mixture is then allowed to warm to room temperature and quenched with water (500 mL). The aqueous phase is separated, washed with ether (500 mL) and cooled to 2-3 0C. To the stirred mixture is added concentrated aqueous hydrochloric acid until a peta of 3 is obtained. The resulting precipitate is collected by filtration, washed with ice-cold water (20 mL), dried first in open air, and then in a vacuum desiccator over P2O5 to afford 2-methyl-2H-pyrazole-3-carboxylic acid as a white powder.[00249] Compound wt: 35.3g, 45.4% yield. 1H NMR (400 MHz, OMSO-d6) delta: 13.31 (IH, bs);7.50 (IH, d); 6.81 (IH, d); 4.07 (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:
Patent; Galapagos NV; WO2009/71705; (2009); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Related Products of 930-36-9, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 930-36-9 as follows.

To a solution of 1-methyl pyrazole (4.1 g, 50 mmole) in THF (100 mL) at 00C was added n-BuLi (2.2M in THF, 55 mmole). The reaction solution was stirred for 1 hour at RT and then cooled to -78C [J. Heterocyclic Chem. 41 , 931 (2004)]. To the reaction solution was added 2-isopropoxy-4,4,5,5-tetramethyl-1 ,3,2-dioxaborolane (12.3 mL, 60 mmole). After 15 min at -78C, the reaction was allowed to warm to 00C over 1 hour. The reaction was diluted with saturated NH4CI solution and extracted with DCM. The organic fractions were washed with H2O (2 x 100 ml_), dried over Na2SO4 and concentrated under vacuum to afford a tan solid (8.0 g, 77%) which was used without further purification. LCMS (ES) m/z 127 (M+H)+ for [RB(OH)2]; 1H NMR (CDCI3, 400 MHz) delta 7.57 (s, 1 H), 6.75 (s, 1 H), 4.16 (s, 3H), and 1.41 (s, 12H).

According to the analysis of related databases, 930-36-9, the application of this compound in the production field has become more and more popular.

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 930-36-9, name is 1-Methylpyrazole belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 930-36-9

A mixture of 1-methyl-1H-pyrazole (7) (37 gm, 0.6090 moles), iodine (57.1 gm,0.225 moles), hydrogen peroxide (9.2 gm, 0.27 moles) and DI water (I 10 ml) were stirred for 24 hour at 20-30C. Progress of the reaction was monitored by HPLC. The reaction mixture was cooled to 5-10C. The reaction mixture was quenched with 20% aqueous sodium bisulfate (100 ml) and stirred for I hour at 5-10C. The solid obtained was filtered,V washed with cold DI water (100 ml) and dried at 40-45C to obtain the product, 4-iodo-1-methyl- 1H-pyrazole. VDrywt : 56gmYield : 1.51 w/w(60%) V

The synthetic route of 930-36-9 has been constantly updated, and we look forward to future research findings.

Reference of 930-36-9, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 930-36-9, name is 1-Methylpyrazole belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

n-BuLi (2.5M in hexane, 26.8 mL, 67 mmol) was added dropwise over 15 mm to a solutionof 1-methyl-1H-pyrazole (5.0 mL, 61 mmol) in THF (100 mL) at -78 C. After stirring at-78 C for 1 h, a solution of ?2 (17 g, 67 mmol) in THF (20 mL) was added dropwise. The reaction was allowed to warm to room temperature and stirred for 1 h. The mixture wasquenched with saturated aqueous NH4C1 and poured into H20 (100 mL). The aqueous phase was extracted with Et20. The combined organic phases were washed with saturated aqueous Na2S2O3, dried over MgSO4, filtered, and concentrated under reduced pressure to afford the title compound (11.39 g, 90%).LC-MS: 208.8 [M+Hf, RT 0.94 mm. ?H NMR (500 MHz, CDC13) oe ppm 3.94 (s, 3H), 6.43 (d, J=1.97 Hz, 1H), 7.48 (d, J=2.00 Hz, 1H)

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

Some common heterocyclic compound, 930-36-9, name is 1-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. Quality Control of 1-Methylpyrazole

Step 1) Method A: Phosphorus oxychloride (6.92 g, 45.1 mmol, 1.5 eq.) was cooled to 0C and then added drop- wise to anhydrous DMF (3.50 mL, 45.2 mmol, 1.5 eq.) at 0C. The colorless DMF solution soon becomes orange. The mixture was stirred for 1 hour at room temperature and then heated to 80C. 1 -Methyl- IH-pyrazole (2.5 mL, 30.2 mmol) is then added drop-wise to the reaction, and the resulting mixture was stirred 3 hours at 95C. The reaction was then quenched by slow addition to ice (40 g) via Pasteur pipette. The pH of the resulting solution was 2, and it was raised to 5 by slowly adding 12N aqueous sodium hydroxide solution (11.2 mL total). The resulting aqueous solution was extracted with dichloromethane (3 x 40 mL). At this point, the pH of the aqueous layer had dropped to 3, therefore additional 12 N NaOH solution (1 mL) was added to bring the pH to 6. The aqueous layer was then extracted further with ether (4 x 40 mL). The combined extracts were then dried over sodium sulfate, filtered and concentrated (at about 40-50C). After drying for 30 minutes under vacuum, a brown oil was recovered (3.79 g) which NMR indicated consisted of a mixture of product, starting material and DMF (52 wt %, 22 wt %, and 26 wt %, respectively). The calculated yield of was 59% and the calculated yield for recovery of unreacted starting material, was 34%. This crude material may be used without further purification in the next step.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 930-36-9, its application will become more common.

Related Products of 930-36-9, These common heterocyclic compound, 930-36-9, name is 1-Methylpyrazole, 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.

Phosphorus oxychloride (6.92 g, 45.1 mmol, 1.50 equiv.) was cooled to 0 0C and then added drop-wise to anhydrous DMF (3.50 mL, 45.2 mmol, 1.50 equiv.) at 0 0C. The mixture was stirred 1 hour at room temperature and was then heated to 80 0C. The compound of formula VIII (2.50 mL, 30.2 mmol) was then added drop-wise to the reaction, and the resulting mixture was stirred 3 hours at 95 0C. The reaction was then quenched by slow addition to ice (40 g). The pH of the resulting solution was 2, and it was raised to 5 by slow addition of 12N aqueous sodium hydroxide solution (11.2 mL). The resulting aqueous solution was extracted with dichloromethane and/or ether (7 x 40 mL), and additional sodium hydroxide was added during extraction, as needed, to maintain a pH of 5. The extracts were then combined, dried over sodium sulfate, filtered and concentrated to yield a brown oil (3.79 g, 59% yield).

The synthetic route of 930-36-9 has been constantly updated, and we look forward to future research findings.

Reference of 930-36-9, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 930-36-9, name is 1-Methylpyrazole belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

2-Methyl-2H-pyrazole-3-boronic acid: N-methyl pyrazole (25 mL, 0.3 mol) was dissolved in 500 mL of THF. The solution was then cooled to-78C in a dry ice/isopropanol bath. Once the solution reached -78C, n-BuLi (140 mL, 0.40 mol) was added dropwise by canula. The reaction mixture was stirred at -78C for 1.5 hours. Then, triisopropyl borate (280 mL, 1.2 mol) was added to the above mixture via canula. While stirring overnight, the reaction temperature was gradually increased from -78deltaC to 0deltaC. The pH of the mixture was adjusted to 6 with IN HCI. THF was removed under reduced pressure, and the aqueous residue was extracted with EtOAc (2 x 100mL). The solid was then filtered to yield 108 g (100%) of 2-methyl-2H-pyrazole-3-boronic acid as a yellow solid.

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