Tag: M.W=200-300

These common heterocyclic compound, 6478-79-1, name is 5,6-Dichloro-2-methylbenzimidazole, 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. Computed Properties of C8H6Cl2N2

To sodium hydride (300 mg) in DMF at 0 C. was added 5,6-dichloro-2-methylbenzoimidazole (500 mg) in one portion. The mixture was stirred at 0 C. for 15 minutes, followed by addition of ethyl 6-bromohexanoate (0.66 mL). The mixture was stirred at 0 C. for another 15 minutes and then at room temperature for 1 hour. The solution was concentrated to dryness under vacuum and the residue was purified by column chromatography on silica gel to give pale brown solid (0.75 g).

The synthetic route of 5,6-Dichloro-2-methylbenzimidazole has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BIOTIUM, INC.; Mao, Fei; Leung, Wai-Yee; Cheung, Ching-Ying; Hoover, Hye Eun; US9097667; (2015); B2;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 65039-05-6, 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 65039-05-6 as follows.

General procedure: 1-Butyl-3-methylimidazolidine, chloride salt (5 mmol), selenium (5 mmol), potassium carbonate (10 mmol), ethanol or acetone (5 mL) and a magnetic stirring bar were placed in a 50 mL, two-necked flask. Then the reaction mixture was vigorously stirred under reflux for the given times (see Table 2). After the reaction was complete, the resultant mixture was filtered, and the solvent evaporated under reduced pressure. Further purification by column chromatography on silica gel gave the pure product. All the products were characterised by NMR and HRMS.

According to the analysis of related databases, 65039-05-6, the application of this compound in the production field has become more and more popular.

Reference:
Article; Tian, Fengshou; Chen, Yahong; Wu, Lan; Li, Peng; Lu, Shiwei; Journal of Chemical Research; vol. 38; 6; (2014); p. 375 – 377;,
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. 84243-58-3, name is 6-(4-(1H-Imidazol-1-yl)phenyl)-4,5-dihydropyridazin-3(2H)-one, This compound has unique chemical properties. The synthetic route is as follows., category: imidazoles-derivatives

To this mixture is added toluene (25mL), and the mixture is stirred, and the precipitated crystals are collected by filtration to give crude ethyl 6-bromo-3-methyl-2-oxo-2,3-dihydro-1H-benzimidazole-1-carboxylate. Subsequently, to a suspension of ethyl 6-bromo-3-methyl-2-oxo-2,3-dihydro-1H-benzimidazole-1-carboxylate (2.88 g, 9.63 mmol) in methanol (70 mL) is added a 5N aqueous sodium hydroxide solution (4 mL), and the mixture is stirred at 20-25C for 30 minutes. The reaction solution is concentrated under reduced pressure, and water (50 mL) is added to the residue, and thereto is added a 4N aqueous hydrochloric acid solution until the pH value of the mixture becomes pH 1. The resulting suspension is stirred for 30 minutes, and filtered. The product remained on the filter is dried under reduced pressure at 50C. The obtained solid is suspended in toluene (25 mL), and heated to 110C, and further gradually cooled to 20-25C. The insoluble product is collected by filtration, and dried under reduced pressure to give 5-bromo-1-methyl-1,3-dihydro-2H-benzimidazol-2-one (1.29 g).

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 84243-58-3.

Reference:
Patent; Dainippon Sumitomo Pharma Co., Ltd.; EP1719761; (2006); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 65039-05-6, The chemical industry reduces the impact on the environment during synthesis 65039-05-6, name is 1-Butyl-3-methylimidazolium iodide, I believe this compound will play a more active role in future production and life.

General procedure: Catholyte (0.10molL-1 of ionic liquid 1a-h in 5.0mL of organic solvent) and anolyte (2.0mL same solvent/electrolyte) were separated through a porous glass frit filled with methylcellulose in DMF-Et4N-BF4. The electrolysis was carried out, under N2 atmosphere at 25C, at a constant current (J=15mA·cm-2). After the consumption of 31C, the current was switched off, the anodic compartment removed and the catholyte analyzed by cyclic voltammetry at different time intervals from the end of the electrolysis

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-Butyl-3-methylimidazolium iodide, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Feroci, Marta; Chiarotto, Isabella; D’Anna, Francesca; Forte, Gianpiero; Noto, Renato; Inesi, Achille; Electrochimica Acta; vol. 153; (2015); p. 122 – 129;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 65039-05-6, A common heterocyclic compound, 65039-05-6, name is 1-Butyl-3-methylimidazolium iodide, molecular formula is C8H15IN2, 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.

General procedure: The preparation of BiOI microspheres was carried out bysolvothermal synthesis. All reagents used were of analytical grade (AR) and used as received without additional purification. 1 mmolof bismuth nitrate pentahydrate [Bi(NO3)3.5H2O] (Sigma-Aldrich,99.0%) was dissolved in ethylene glycol (10 mL, Merck 99.5%) andpoured in a solution of 10 mL of ethylene glycol containing 1 mmolof KI (99.0% Merck). The mixture was stirred at room temperaturefor 30 min and then transferred to a 23 mL Teflon autoclave reactor.The autoclave was heated at 126 C (at autogenous pressure) for18 h andfinally cooled to room temperature. Thefinal productswere separated by vacuumfiltration and extensively washed usingdistilled water and absolute ethanol (Merck, 99.5% v/v). Thematerial obtained was dried at 60 C for 24 h. The same procedurewas used to synthesize BiOI using ionic liquid 1-butyl-3-methylimidazolium iodide ([bmim]I) as an iodide source.

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; Mera, Adriana C.; Contreras, David; Escalona, Nestor; Mansilla, Hector D.; Journal of Photochemistry and Photobiology A: Chemistry; vol. 318; (2016); p. 71 – 76;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 1008360-84-6, 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. 1008360-84-6, name is 5-Bromo-6-fluoro-1H-benzo[d]imidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

step 4: A mixture of 100 (550 mg, 2.57 mmol), TsOH-H20 (50 mg, 0.26 mmol), and 3,4-dihydro-2H- pyran (1.08 g, 12.85 mmol) in THF (10 mL) was heated at reflux overnight. After the solvent was removed in vacuo, the residue was partitioned between DCM (300 mL) and water (100 mL). The organic layer was separated, dried (MgSO i), filtered and concentrated in vacuo. The residue was purified by S1O2 chromatography eluting with a MeOH/DCM gradient (0.5 to 1% MeOH) to afford 817 mg (100%) of 5- bromo-6-fluoro-l -(tetrahydro-2H-pyran-2-yl)-lH-benzo[d]imidazole (102) as yellow oil: MS (ESI) m/z = 299 [M+l] +.

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-6-fluoro-1H-benzo[d]imidazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; ALIAGAS-MARTIN, Ignacio; CRAWFORD, James; LEE, Wendy; MATHIEU, Simon; RUDOLPH, Joachim; WO2013/26914; (2013); A1;,
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. 65039-05-6, name is 1-Butyl-3-methylimidazolium iodide, A new synthetic method of this compound is introduced below., Safety of 1-Butyl-3-methylimidazolium iodide

(1) Take 10g of 98% purity by mass of 3-methyl-1-butyl iodide was added 25mL imidazole dissolved in distilled water, was added 50mL of 45% concentration of hydrofluoric acid, sealed and heated to 60oC with stirring;(2) reaction of starting material at least sufficient 3h, then heated to 100oC, excess hydrogen fluoride was evaporated and the product gas of hydrogen chloride gas, tail gas absorption using calcium oxide, not dehydrated to give 1-butyl-3-methylimidazolium ionic liquids fluoride ;(3) not dehydrated to 1-butyl-3-methyl-fluorinated ionic liquid was diluted with distilled water is added, not dehydrated butyl-3-methyl-fluorinated ionic liquid volume of distilled water is less than 1:50, dilution was added to the AgNO3 solution, if precipitation production, continue to add 20mL hydrofluoric acid, repeating (1) and (2) step until no precipitate was produced, purified non-dehydrated 1- butyl-3 – methyl fluoride ionic liquid;(4) The dehydrated purified non-3-methyl-1-butyl fluoride at 120oC ionic liquid was dried under high vacuum at least 48h, in addition to the depth of water, in addition to hydrogen fluoride, to give a viscous liquid, of a viscous liquid testing, viscous liquid was added to distilled water, distilled water and the volume of viscous liquid is less than 50, sealed and heated to 50oC, with hydrogen detector dilution residual amount of hydrogen fluoride, if the reading is greater than> 0.1ppm, continue at 120oC under high vacuum drying in addition to hydrogen fluoride untilInspection hydrogen fluoride concentration <0.1ppm; if detected hydrogen fluoride concentration <0.1ppm, the resulting liquid is 1-butyl-3-methyl fluoride ionic liquid, weighing 5.69g. 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; Beijing University; Li, Zhongning; Zhong, Xiongwei; Xiong, Ting; Hu, Xianwei; Xu, Junli; Wang, Zhaowen; Gao, Bingliang; Yu, Jiangyu; (27 pag.)CN103992275; (2016); B;,
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. 1008360-84-6, name is 5-Bromo-6-fluoro-1H-benzo[d]imidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. Formula: C7H4BrFN2

To a solution of 5-bromo-6-fluoro-1-(triphenylmethyl)-1H-benzimidazole and 6-bromo-5-fluoro-1-(triphenylmethyl)-1H-benzimidazole (2.0 g, 4.4 mmol) in toluene (10 mL) under nitrogen atmosphere was added tetrakis(triphenylphosphine) palladium(0) (0.25 g, 0.2 mmol) followed by a solution of sodium bicarbonate (0.92 g, 11.0 mmol) in water (5 mL). A solution of 4-formylphenylboronic acid (0.72 g, 4.8 mmol) in ethanol (3 mL) was then added and the reaction was heated at reflux overnight. After removal of the solvent in vacuo, the residue was partitioned between ethyl acetate and water. The combined organics were dried over sodium sulfate, concentrated in vacuo, and purified via chromatography (20 to 50% ethyl acetate/hexanes) to provide the product as a mixture of trityl regioisomers, 4-[5-fluoro-1-(triphenylmethyl)-1H-benzimidazol-6-yl]benzaldehyde and 4-[6-fluoro-1-(triphenylmethyl)-1H-benzimidazol-5-yl]benzaldehyde.Isomer a: 1H NMR (400 MHz, CDCl3) delta 6.45-6.48 (m, 1H), 7.16-7.26 (m, 8H), 7.35-7.39 (m, 9H), 7.65-7.72 (m, 1H), 7.81 (d, J=7.4 Hz, 1H), 8.12-8.22 (m, 1H), 9.99 (s, 1H).Isomer b: 1H NMR (400 MHz, CDCl3) delta 6.27 (d, J=11.2 Hz, 1H), 7.17-7.21 (m, 6H), 7.34-7.37 (m, 9H), 7.70 (d, J=6.6 Hz, 2H), 7.85 (d, J=7.1 Hz, 1H), 7.92-7.96 (m, 3H), 10.04 (s, 1H).

The synthetic route of 1008360-84-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Diaz, Caroline Jean; Haffner, Curt Dale; Speake, Jason Daniel; Zhang, Cunyu; Mills, Wendy Yoon; Spearing, Paul Kenneth; Cowan, David John; Green, Gary Martin; US2010/222345; (2010); A1;,
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. 24134-65-4, name is 1,3-Dimethyl-2-oxo-2,3-dihydro-1H-benzo[d]imidazole-5-sulfonyl chloride, A new synthetic method of this compound is introduced below., Application In Synthesis of 1,3-Dimethyl-2-oxo-2,3-dihydro-1H-benzo[d]imidazole-5-sulfonyl chloride

Take 1,3-dimethyl-2-oxo-2,3-dihydro-1H-benzo [d] imidazole-5-sulfonyl chloride (0.5 g, 1.9 mmol),(1-benzylpiperidin-4-yl) methylamine (0.4 g, 1.9 mmol),Triethylamine (0.4g, 3.8mmol) was added to the eggplant-shaped bottle, and then dichloromethane was added, and the reaction was performed at room temperature for 6 hours;After the reaction, add water, wash with brine 3 times, spin dry, and pass through the column.A white solid was obtained with a yield of 76%.TLC detected one point, there was fluorescence at 254nm and no fluorescence at 365nm.

The synthetic route of 24134-65-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; China Pharmaceutical University; Sun Haopeng; Mo Jun; Li Qihang; Yang Hongyu; Chen Yao; Chen Tingkai; Li Qi; Guo Yan; Liu Zongliang; Feng Feng; Liu Wenyuan; (19 pag.)CN110776494; (2020); A;,
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 106848-38-8 as follows. Application In Synthesis of 1-Benzyl-4-bromo-1H-imidazole

General procedure: PdCl2(dppf), PdCl2(tbpf) and (A.caPhos)PdCl2. A mixture of the halogenated heterocycle (0.66 mmol) in anhydrous THF (13.2 mL) was degassed by bubbling argon for few minutes. Then, PdCl2(dppf) (27.0 mg, 0.033 mmol, 5.0 mol%), TMEDA (0.130 g, 1.12 mmol, 1.7 equiv) and finally NaBH4 (42.4 mg, 1.12 mmol, 1.7 equiv) were introduced in sequence. The mixture was stirred at room temperature under argon for the proper time and then worked up as described above.

According to the analysis of related databases, 106848-38-8, the application of this compound in the production field has become more and more popular.

Reference:
Article; Chelucci, Giorgio; Figus, Susanna; Journal of Molecular Catalysis A: Chemical; vol. 393; (2014); p. 191 – 209;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem