Tag: M.W=100-200

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. 16681-59-7, name is 2-Bromo-1-methyl-1H-imidazole, A new synthetic method of this compound is introduced below., Application In Synthesis of 2-Bromo-1-methyl-1H-imidazole

Compound 7a (100 mg, 268 mumol), 2-bromo-1-methyl-1H-imidazole (65 mg, 402 mumol), triethylamine (73 muL, 541 mumol), and dimethylformamide (2 mL) were combined in a sealed tube. The mixture was sparged for 2 minutes with nitrogen, and bis(triphenylphosphine) palladium dichloride (19 mg, 27 mumol) was added followed by copper iodide (10 mg, 53 mumol). The mixture was sparged again with nitrogen and stirred for 20 minutes at 70 C under microwave irradiation. The reaction was diluted with ethyl acetate (50 mL), washed with a saturated solution of ammonium chloride (50 mL). The organic phase was dried over sodium sulfate and concentrated under reduced pressure and purified by flash chromatography on silica gel (DCM/MeOH: 96/4) to give compound 83 (62 mg, 137 mumol, 51%).1H NMR (400 MHz, Acetone- d6) delta 9.51 (s, 1H), 8.35 (s, 1H), 7.99 (ddd, J = 13.2, 7.4, 2.6 Hz, 1H), 7.57- 7.48 (m, 1H), 7.34 (dt, J = 10.5, 9.0 Hz, 1H), 7.14 (d, J = 1.2 Hz, 1H), 6.92 (d, J = 1.2 Hz, 1H), 4.46 (d, J = 5.8 Hz, 2H), 3.75 (s, 3H), 3.70 (s, 3H), 2.46 (s, 3H), 2.32 (s, 3H). 19F NMR (377 MHz, Acetone-d6) delta -139.91- -140.01 (dt, J = 22.1, 11.6 Hz), -147.12- – 147.23 (dt, J = 20.5, 10.4 Hz). MS (ESI): m/z [M+H]+ calcd for C23H22F2N5O3 : 454.4, found: 454.4

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; EMORY UNIVERSITY; SCHINAZI, Raymond F.; BOUCLE, Sebastien; AMBLARD, Franck; SARI, Ozkan; BASSIT, Leda; (169 pag.)WO2017/156255; (2017); A1;,
Imidazole – Wikipedia,
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Reference of 1003-21-0, The chemical industry reduces the impact on the environment during synthesis 1003-21-0, name is 5-Bromo-1-methyl-1H-imidazole, I believe this compound will play a more active role in future production and life.

A solution of 5-bromo-1-methyl-1H-imidazole (25.0 g, 155 mmol; dried over 3 A molecular sieves, then filtered) in DCM (310 mL) was stirred in an ice bath while iPrMgCl (72 mL, 2.01 M solution in THF, 145 mmol) was added rapidly dropwise under argon via pressure-equalizing addition funnel. Residual iPrMgCl was rinsed down with 50 mL THF, and the ice bath was removed and the reaction stirred for 25 minutes. A solution of tert-butyl 4-formylpiperidine-1-carboxylate (27.6 g, 130 mmol) in THF (65 mL) was added dropwise over ?5 minutes via pressure-equalizing addition funnel at room temperature. After stirring 1 hour at room temperature, the yellow mixture was quenched with 5 M aqueous NH4Cl (250 mL) in one portion. The organic layer was dried (Na2SO4), filtered, and concentrated to provide the crude title compound as a clear light amber oil.

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, 5-Bromo-1-methyl-1H-imidazole, other downstream synthetic routes, hurry up and to see.

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.; US2015/105404; (2015); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Some common heterocyclic compound, 52099-72-6, name is 1-(Prop-1-en-2-yl)-1H-benzo[d]imidazol-2(3H)-one, molecular formula is C10H10N2O, 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. name: 1-(Prop-1-en-2-yl)-1H-benzo[d]imidazol-2(3H)-one

Added to the reaction container 1-allyl benzimidazol-2-one (2) 0.19mol, glycol 140 ml, sodium sulfite 0.28mol, raising the temperature of the solution to 40 C, control the stirring speed 130rpm, dropwise 1-amino-3-bromo-propane 0.25mol, dropping time control in 3h, reaction 5h, the mass fraction of the reactants are poured into 25% sodium chloride solution, used for quality fraction of 65% cyclohexanol extracting 7 times, cyclohexanol extracted solution with calcium oxide drying, evaporate the solvent, get oily 1-allyl-3 – (3-chloro-propyl) benzimidazole-2-one

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 52099-72-6, its application will become more common.

Reference:
Patent; Chengdu Cardiff Science and Techn Co., Ltd; Liao, Ruer; (5 pag.)CN105439960; (2016); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

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. 3314-30-5, name is 1H-Benzo[d]imidazole-2-carbaldehyde, A new synthetic method of this compound is introduced below., Recommanded Product: 3314-30-5

A mixture of methyl phosphonoacetate(7.77 g, 0.037 mmol), potassium carbonate (9.38 g, 0.068 mmol) was dissolved100 mL of tetrahydrofuran, and the mixture was stirred at room temperature for half an hour and then slowly added dropwise to the above tetrahydrofuran solution. The temperature was raised to 66 CStir for 24 hours. After completion of the reaction, filtration was carried out, and most of the tetrahydrofuran was distilled off under reduced pressure. 300 mL of ethyl acetate was added, washed with waterTimes, saturated sodium chloride solution washed once, anhydrous sodium sulfate drying overnight. The solvent was concentrated under reduced pressure and the column chromatography gave pale yellowThe yield was 65%.

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; Shenyang Pharmaceutical University; Zhao Linxiang; Liu Dan; Li Kun; Ma Tianyi; Jing Yongkui; (13 pag.)CN107118249; (2017); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 2849-93-6, 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. 2849-93-6, name is 1H-Benzimidazole-2-carboxylic acid belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

1 H-Benzimidazole-2-carboxylic acid (500 tng, 3.08 mmol) was suspended in EtOH (5 mL), treated with thionyl chloride (1.12 mL, 15.4 mmol), and heated to reflux overnight. The reaction mixture was concentrated in vacuo, yielding 644 mg (99%) of the crude product.

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, 1H-Benzimidazole-2-carboxylic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BAYER PHARMACEUTICALS CORPORATION; WO2006/121588; (2006); A2;; ; Patent; BAYER PHARMACEUTICALS CORPORATION; WO2006/121860; (2006); A2;; ; Patent; BAYER PHARMACEUTICALS CORPORATION; WO2006/121904; (2006); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 7189-69-7, These common heterocyclic compound, 7189-69-7, name is 1,1′-Sulfonyldiimidazole, 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.

Step A 1-[(1-Aziridinyl)methyl]-2(S)-butyl-4-(1-naphthoyl) piperazine A solution of 1-(2(R)-butoxycarbonylamino-3-hydroxypropyl)-2(S)-butyl-4-(1-naphthoyl)piperazine (1.67 g, 3.56 mmol) in dimethylformamide (10 mL) was cooled to 0 C. under nitrogen. Sodium hydride (0.427 g, 10.6 mmol, 60% dispersion in oil) was added, followed by 1,1′-sulfonyldiimidazole (0.704 g, 3.56 mol). The reaction was warmed to 20 C. for 1 h, cooled to 0 C. and quenched with water. Dimethylformamide was distilled in vacuo, and the residue partitioned between ethyl acetate and water. The organic phase was washed with saturated brine and dried over magnesium sulfate. The crude product was chromatographed on silica gel with 70% ethyl acetate in hexane, followed by 5% methanol in chloroform. The title compound was obtained as the major product, FAB ms (m+1) 352. A lesser amount of 1-[(1-butoxycarbonylaziridinyl)methyl]-2(S)-butyl-4-(1-naphthoyl)piperazine was also isolated.

Statistics shows that 1,1′-Sulfonyldiimidazole is playing an increasingly important role. we look forward to future research findings about 7189-69-7.

Reference:
Patent; Merck & Co., Inc.; US5856326; (1999); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 10597-52-1, name is 7-Nitro-1H-benzo[d]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 10597-52-1, Product Details of 10597-52-1

4-Nitrobenzimidazole (41.7 mmoles, 6.8 g) was dissolved in 200 ml DMF. Sodium hydride (47.5 mmoles, 1.9 g of 60% in mineral oil) was added portionwise. The reaction was stirred for 30 minutes. Ethyl 2-bromooctanoate was added. The reaction stirred at room temperature for 3 hours and concentrated. Ethyl acetate and water were added; and the layers separated. The organic layer was washed with brine, dried over sodium sulfate and concentrated. The intermediate was purified by HPLC over silica gel eluted with a gradient of 0-50% ethyl acetate in hexane. The reaction yielded 10.3 g of ethyl 2-(4-nitro-1H-benzimidazol-1-yl) octanoate. (MS) M. Pt.: 86-89 C. Calculated for C17 H23 N3 O4: C, 61.25; H, 6.95; N, 12.60. Found: C, 61.52; H, 7.06; N, 12.21.

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; Eli Lilly and Company; US5612360; (1997); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 3012-80-4, name is 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde, 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 3012-80-4, COA of Formula: C9H8N2O

100.4 mg of the compound obtained in Synthesis Example 19-2 was dissolved in 1 ml of methanol, and then 1 ml of a 4 mol/l hydrochloric acid/dioxane was added to the solution and the whole was stirred for 3 hours at room temperature. On completion of the reaction, the solvent was distilled off and the residue was then dissolved in methanol, followed by neutralizing with amberlite IRA-410 and distilling the solvent off. The residue was dissolved in 1 ml of anhydrous methanol, and 53.8 mg of 1-methyl-2-formyl benzimidazole was then added to the solution, allowing the reaction thereof for 1.5 hours at room temperature. A reaction solution was concentrated and dried under a reduced pressure, followed by dissolving in 2 ml of methanol again. Subsequently, 25.6 mg of sodium cyanoborohydride was added to the solution and the whole was reacted for 0.5 hour at room temperature. On completion of the reaction, the solvent was concentrated, and the residue was then dissolved in chloroform, followed by washing with distilled water and a saturated salt solution. After the solution was dried with anhydrous sodium sulfate, the solvent was distillated off and the resulting residue was then purified by means of silica gel column chromatography (5 g, chloroform/methanol/water = 7/3/0.5). A 1 mol/l hydrochloric acid was added to the resulting compound, and the mixture was then concentrated and azeotropically co-distilled, and 28.2 mg of hydrochloride of the above-mentioned compound was obtained as a white solid product. MS(FAB,Pos.):m/z=693[M+H]+1H-NMR(500MHz,DMSO-d6):delta=1.87-1.97(4H,m),3.93(3H,s),3.97(3H,s) ,4.46(2H,s),4.55-4.62(1H,m),4.64(2H,s),4.67(2H,s),4.76(2H,d,J =5.6Hz),7.36-7.58(6H,m),7.71-7.79(7H,m),7.93-7.95(1H,m),8.01 (2H,d,J=8.5Hz),8.05-8.08(1H,m),8.73-8.76(2H,m),9.94(2H,brs).

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; Kureha Chemical Industry Co., Ltd.; EP1389460; (2004); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 1615-14-1, name is 2-(1H-Imidazol-1-yl)ethanol, 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 1615-14-1, HPLC of Formula: C5H8N2O

The zinc containing ionic liquid catalyst based on1-alkylimidazole, (RIm)2ZnX2, was prepared by a metalinsertion reaction as follows.27 For the synthesis of(RIm)2ZnX2, an ethanol solution (100 mL) containing1-alkylimidazole (40 mmol) was added to an ethanolsolution containing zinc halide (20 mmol). This mixturewas stirred for 2 h at 50 C, after which the mixturewas filtered. A crystal solid was obtained after drying at 100 C for 24 h under vacuum. The products were named(Im)2ZnCl2 (ZnCl2, N-imidazole), (MIm)2ZnCl2 (ZnCl2,1-methylimidazole), (EIm)2ZnCl2 (ZnCl2, 1-ethylimidazole),(BIm)2ZnCl2 (ZnCl2, 1-butylimidazole), (HEIm)2ZnCl2 (ZnCl2, 1-(2-hydroxyethyl)imidazole), (EIm)2ZnBr2(ZnBr2, 1-ethylimidazole) and (EIm)2ZnI2 (ZnI2,1-ethylimidazole).

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:
Article; Kim, Dong-Woo; Park, Dae-Won; Journal of Nanoscience and Nanotechnology; vol. 14; 6; (2014); p. 4632 – 4638;,
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. 1615-14-1, name is 2-(1H-Imidazol-1-yl)ethanol, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 2-(1H-Imidazol-1-yl)ethanol

Compound A 1.12 g and compound B 0.95 g were added to a round bottom flask.Placed in a constant temperature oil bath at 65 C for 1 h20 mL of dichloromethane was added as a solvent to the round bottom flask.Then, the reaction was continued for 18 hours; after the reaction was completed, the solvent was evaporated under reduced pressure at 40 C.A white solid was obtained, washed several times with tetrahydrofuran, and dried in a vacuum oven.Obtaining intermediate I (quaternary ammonium alcohol) in a bottle for use, the yield of the intermediate is 91%,

According to the analysis of related databases, 1615-14-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Shenzhen University; Chen Shiguo; Gu Jingwei; (36 pag.)CN109879823; (2019); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem