Tag: M.W=0-100

Adding a certain compound to certain chemical reactions, such as: 693-98-1, name is 2-Methyl-1H-imidazole, belongs to imidazoles-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 693-98-1, name: 2-Methyl-1H-imidazole

Under a protection of N2, 0.25 mol of potassium carbonate, 0.5 mol of 2-methylimidazole and 0.6 mol of acrylonitrile were added to 60 mL of anhydrous methanol in a 250 ml three-neck round bottom flask, and the mixture was stirred under reflux in an oil bath at 60 C for 12 h. Complete reaction; After the reaction was stopped, the unreacted raw materials and methanol were removed by rotary evaporation, and dried under vacuum at 70 C for 24 hours to obtain a yellow transparent liquid. It is 1-nitrileethyl-2-methylimidazole. The yield was 82%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Methyl-1H-imidazole, and friends who are interested can also refer to it.

Reference:
Patent; Hebei University of Technology; Zhang Wenlin; Wang Yuxin; He Jiaming; Zhao Yongqi; Huo Yu; Li Chunli; (12 pag.)CN108976169; (2018); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 693-98-1, name is 2-Methyl-1H-imidazole, belongs to imidazoles-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 693-98-1, HPLC of Formula: C4H6N2

General procedure: Aryl halide (1.0mmol), amine (1.5?2.0mmol), PNP-SSS (0.6molpercent; 0.023g), K2CO3 (2mmol), and DMF (3.0mL) was placed in a 25mL flask equipped with a magnetic stirring bar and heated at 120°C under nitrogen gas. The reaction was then monitored by TLC until the consumption of aryl halide was detected. After completion of the reaction 5mL of water and 5mL of ethyl acetate were added to the reaction mixture. The organic solution was extracted and dried over anhydrous Na2SO4. After removing of organic solvent the crude product was obtained. For further purification the chromatography technique was used.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Methyl-1H-imidazole, and friends who are interested can also refer to it.

Reference:
Article; Panahi, Farhad; Daneshgar, Fatemeh; Haghighi, Fatemeh; Khalafi-Nezhad, Ali; Journal of Organometallic Chemistry; vol. 851; (2017); p. 210 – 217;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

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 3034-50-2 as follows. Application In Synthesis of Imidazole-4-carbaldehyde

Example 63; (3H-Imidazol-4-ylmethyl)-(2-methoxy-phenyl)-amine; To a solution of 2-methoxyaniline (0.62 g, 5 mmol) in methanol (5 ml) was added 4- formylimidazole (0.48 g, 5 mmol). After stirring the mixture overnight at 600C the solution was cooled and sodium borohydride (0.28 g, 7.5 mmol) were added. The reaction mixture was stirred at room temperature for 4 hours. Then water was added and the mixture was extracted with ethyl acetate. The organic layer was separated, washed with water, dried over magnesium sulfate and evaporated. The residue was purified by recrystallisation from heptane/ethyl acetate to yield off-white crystals (0.85 mg, 84%); MS (ISP): 204.3 ((M+H)+’).

According to the analysis of related databases, 3034-50-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; WO2008/46757; (2008); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 1072-62-4, name is 2-Ethyl-1H-imidazole, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 1072-62-4

In an argon stream, 2-ethylimidazole (1.92 g, 20 mmol) and sodium hydride (0.84 g, 21 mmol) were suspended in tetrahydrofuran (30 mL) and cooled to 0 C. 1-Iodohexane (4.67 g, 22 mmol) was added to the suspension, and the mixture was stirred at room temperature for 30 minutes and then at 75 C. for 24 hours. After standing to cool, diethyl ether and water were added to the reaction mixture, the organic layer was extracted, and the organic layer was washed with brine. After adding sodium sulfate to the organic layer and stirring, the solid was filtered off and the solvent was distilled off. The resulting oily substance was purified by silica gel column chromatography (chloroform / methanol = 10: 1) to obtain 1-hexyl-2-ethylimidazole as a yellow oily substance (2.93 g, 81%).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 1072-62-4.

Reference:
Patent; Tosoh Corporation; Sagami Chemical Research Institute; Aihara, Hidenori; Yamagata, Takuya; Hachiya, Hitoshi; Watanabe, Makoto; Fukuda, Takashi; Ueda, Saori; Miyashita, Masato; (64 pag.)JP2018/168149; (2018); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of 930-62-1, 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 930-62-1 as follows.

A mixture of 2,4-dimethyl-lH-imidazole (5.00 g, 52.0 mmol),1 ,2-difluoro-4~nitrobenzene (8.27 g, 52.0 mmol), and sodium bicarbonate (4.37 g, 52.0 mmol) in DMSO (100 mL) was heated at 80 0C for 24 h . The reaction mixture was allowed to cool to rt and was poured into water (800 mL). The aqueous mixture was extracted with EtOAc (3 x 200 mL). The combined organic extracts were sequentially washed with water (500 mL) and brine solution (100 mL). The organic layer was dried over sodium sulfate, filtered, and concentrated in vacuo. The dark residue was dissolved in ethyl acetate (200 mL). Hexane (50 mL) was added to the solution. The resulting mixture was allowed to age for 72 h at it. The resulting solid was collected by vacuum filtration. The solid was dried under high vacuum to afford l-(2-fluoro-4-nitrophenyl)-2,4-dimethyl-lH-imidazole (6.68 g, 27.8 mmol., 54 % yield) as a yellow crystalline solid. LC-MS (M+H)+ = 236.1. IH NMR (500 MHz, CHLOROFORM-d) B ppm 8.13 – 8.22 (m, 2 H), 7.51 (dd, J=8.9, 7.3 Hz, 1 H), 6.72 (s, 1 H), 2.28 – 2.36 (m, 3 H), 2.22 – 2.28 (m, 3 H).

According to the analysis of related databases, 930-62-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; MARCIN, Lawrence, R.; THOMPSON, Lorin, A., III; BOY, Kenneth, M.; GUERNON, Jason, M.; HIGGINS, Mendi, A.; SHI, Jianliang; WU, Yong-Jin; ZHANG, Yunhui; MACOR, John, E.; WO2010/83141; (2010); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

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. 288-32-4, name is 1H-Imidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. HPLC of Formula: C3H4N2

The 1-(4-vinylbenzyl)imidazole was prepared by the reported procedure[27]by heating 4-vinylbenzylchloride (1.0 equivalent) and imidazole (4.0 equivalent) in acetone:water (1:1, 10 volume) with sodium bicarbonate (1.25 equivalent) at 50 C for 20 h. It was characterised by FT-IR and1H-NMR.The mixture of 1-(4-vinylbenzyl)imidazole (32.7 mmol), DVB and azobisisobutyronitrile (AIBN, 5 mol %) in acetonitrile (50 mL) was taken in a round bottom flask. The flask was heated to 80 C in an oil bath and the temperature was maintained for 8 h. The solid product obtained by filtration, was washed with acetonitrile (3 X 20 mL) and dried in an oven at 100 C. Thus, using 3, 5, and 7 mol% of DVB the catalysts CPVBIm-3, CPVBIm-5 and CPVBIm-7, respectively were prepared.

The synthetic route of 288-32-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Korgavkar, Nilesh N.; Samant, Shriniwas D.; Synthetic Communications; vol. 48; 4; (2018); p. 387 – 394;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of 693-98-1,Some common heterocyclic compound, 693-98-1, name is 2-Methyl-1H-imidazole, 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.

2-methyl-imidazole is reacted with a molar equivalent of acrylonitrile in a mixture of triethylamine and toluene. The mixture is heated at 50 C. to generate an intermediate imidazole compound linked to acrylonitrile, N-propanenitrile-2-methyl-imidazole. The nitrile bond is reduced by bubbling hydrogen gas into a solution of N-propanenitrile-2-methyl-imidazole in methanol catalyzed by Rainey Nickel. N-propylamine-2-imidazole is generated from the reduction reaction as seen in Scheme I.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Methyl-1H-imidazole, its application will become more common.

Reference:
Patent; THE BOARD OF TRUSTEES OF THE UNIVERSITY OF ALABAMA; Bara, Jason Edward; (17 pag.)US2018/21723; (2018); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 57090-88-7, 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 57090-88-7 as follows.

a) 1-(2-Trimethylsilanyl-ethoxymethyl)-1H-imidazole-4-carbonitrile A flask charged with imidazole-4-carbonitrile (0.5 g, 5.2 mmol) (Synthesis, 677, 2003), 2-(trimethylsilyl)ethoxymethyl chloride (SEMCl) (0.95 mL, 5.3 mmol), K2CO3 (1.40 g, 10.4 mmol), and acetone (5 mL) was stirred for 10 h at RT. The mixture was diluted with EtOAc (20 mL) and washed with water (20 mL) and brine (20 mL) and the organic layer dried over MgSO4. The crude product was eluted from a 20-g SPE cartridge (silica) with 30percent EtOAc/hexane to give 0.80 g (70percent) of the title compound as a colorless oil. Mass spectrum (CI (CH4), m/z) Calcd. for C10H17N3OSi, 224.1 (M+H). found 224.1.

According to the analysis of related databases, 57090-88-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Illig, Carl R.; Ballentine, Shelley K.; Chen, Jinsheng; Meegalla, Sanath K.; Rudolph, M. Jonathan; Wall, Mark J.; Wilson, Kenneth J.; Desjarlais, Renee L.; Manthey, Carl L.; Molloy, Christopher J.; US2008/51402; (2008); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 288-32-4, A common heterocyclic compound, 288-32-4, name is 1H-Imidazole, molecular formula is C3H4N2, 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. 4-(1H-Imidazol-1-yl)-nitrobenzene To a solution of 4-fluoronitrobenzene (25 g; ~0.18 mol) in 250 ml N,N-dimethylformamide was added imidazole (50 g; ~0.74 mol). The reaction mixture was stirred at 140 C. for 2 h, and then poured into ice-water to give the title compound as a precipitate. Yield: 32 g (~94%). M.p. 199-202 C.

The synthetic route of 288-32-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Novo Nordisk A/S; US5532236; (1996); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

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. 288-32-4, name is 1H-Imidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. Application In Synthesis of 1H-Imidazole

Example 2; Comparative in Analogy to Example 1 from WO-A-00/14072 In a flask, 68.22 g of imidazole are suspended in 505 g of xylene. The mixture is heated to reflux and dewatered by taking off 5 g of a xylene/water mixture. The temperature is reduced to 66 C. and over the course of 30 minutes 25.2 g of phosgene are metered in with an introduction rate of 50.4 g/h. After about 15 minutes the reaction mixture takes on a consistency like that of chewing gum. When the metering of phosgene is at an end the imidazole hydrochloride by-product is in the form of yellow balls. After a further hour of stirring at this temperature, this temperature is raised to 130 C., and the consistency of the imidazole hydrochloride changes to a brown melt. The melt is drained off at 130 C. It solidifies on cooling to a dark-green, solid mass. The supernatant xylene phase is cooled to 0 C. The precipitated crystals are filtered off and dried at 20 mbar and 50 C. This gives carbonylbisimidazole in the form of white crystals with black fractions (Hazen colour number: 489). The purity is 96.8%, corresponding to a yield of 70% of theory.

The synthetic route of 288-32-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Job, Andreas; Griehsel, Bernd; US2005/272937; (2005); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem