Author: Jessica.F

Application of 7152-24-1, 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. 7152-24-1, name is 2-(Methylthio)benzimidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

General procedure: A mixture of 2.01 g (0.01 mol) of 4-methoxy-3-nitrobenzyl chloride (1), 0.01 mol of heterocycle 3-6, and 1.38 g (0.01 mol) of potassium carbonate in 20 mL of DMF was stirred for 5 h at 80-90 C. The mixture was cooled to room temperature, poured into 70 mL of water, and left overnight in the cold, and the precipitate was filtered off, dried, and recrystallized.

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, 2-(Methylthio)benzimidazole, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Harutyunyan; Russian Journal of Organic Chemistry; vol. 52; 1; (2016); p. 76 – 79; Zh. Org. Khim.; vol. 52; 1; (2016); p. 83 – 86,4;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 4856-97-7, 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. 4856-97-7, name is (1H-Benzoimidazol-2-yl)methanol belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

1H-benzimidazolyl methanol (2 g, 13.5 mmol) and sodium hydroxide (0.8 g, 20.3 mmol) were dissolved in 20 ml of water.Potassium permanganate (63.9 g, 41 mmol) was added under cooling and stirred at 80 C overnight.After the reaction is completed, the mixture is filtered, and the pH of the filtrate is adjusted to about 3 to precipitate a brown solid.The product was dried to about 1.76. Yield: 78%.

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-Benzoimidazol-2-yl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; China Pharmaceutical University; Wang Jinxin; Shang Yanguo; Song Meng; (13 pag.)CN110156708; (2019); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of 45676-04-8, 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 45676-04-8 as follows.

To a 250 mL three-necked flask, 6.8 g of N-tert-butylimidazole and 9.3 g (molar ratio 1: 1) of chloroform were added to a reactor equipped with a magnetic stirrer, a heating apparatus and a condensing apparatus, and toluene was added as a solvent , 2.5 g of sodium hydride as the catalyst, at 90 C, stirring reaction 12h, separation and purification of N-tert-butyl imidazole. 6.2 g of the above product and 6.2 g (molar ratio 1: 1) of chloromethyltrimethylsilane were added to a reaction vessel equipped with a magnetic stirrer, a heating apparatus and a condensing apparatus, 100 mL of toluene as a solvent, argon gas, 120 C for 24 h, and purified to obtain N-methylsilyl (trimethyl) imidazole type ionic liquid.

According to the analysis of related databases, 45676-04-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Hangzhou Normal University; Bai, Ying; Peng, Jiajian; Yang, Xioaling; Zhang, Fengxiang; Li, Jiayun; Xiao, Wenjun; (8 pag.)CN106380487; (2017); A;,
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. 2302-25-2, name is 4-Bromo-1H-imidazole, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 4-Bromo-1H-imidazole

(Example 177) 2-(4-{2-Fluoro-5-[3-(6-methylpyridin-2-yl)-1H-pyrazol-4-yl]phenyl}-1H-imidazo1-1-yl)ethanol (Compound No. 2-700) (177a) 4-Bromo-1-{2-(trityloxy)ethyl}-1H-imidazole 2-Bromoethanol (1.4 mL, 20 mmol) was dissolved in methylene chloride (50 mL), and triethylamine (3.5 mL, 25 mmol) and trityl chloride (7.0 g, 25 mmol) were added thereto. The resulting mixture was stirred at room temperature for 6 hr. To this reaction solution, water was added. After extraction with ethyl acetate, the organic layer was dried with anhydrous sodium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (Yamazen, eluding solvent: hexane/ethyl acetate) to obtain 4.4 g (yield: 60%) of 2-bromoethyl trityl ether as a white solid. N,N-Dimethylformamide (10 mL) was added to a mixture of the resulting 2-bromoethyl trityl ether (1.9 g, 5.1 mmol) and 4-bromoimidazole (0.68 g, 4.6 mmol). The resulting mixture was cooled to 0C, and sodium hydride (60%, oil, 0.22g, 5.5 mmol) was added thereto. The mixture was warmed to room temperature and then stirred for 6 hr. To this reaction solution, water was added. After extraction with ethyl acetate, the organic layer was dried with anhydrous sodium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (Yamazen, eluting solvent: hexane/ethyl acetate) to obtain 1.4 g (yield: 69%) of the title compound as a white solid. 1H-NMR (400 MHz, CDCl3) delta ppm: 7.45 (1H, s), 7.29-7.22 (15H, m), 6.89 (1H, s), 4.00 (2H, t, J = 4.9 Hz), 3.36 (2H, t, J = 4.9 Hz).

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 2302-25-2.

Reference:
Patent; Sankyo Company, Limited; EP1798229; (2007); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

85692-37-1, name is 1-(1-Methyl-1H-imidazol-2-yl)ethanone, belongs to imidazoles-derivatives compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Recommanded Product: 1-(1-Methyl-1H-imidazol-2-yl)ethanone

A mixture of N-(4-ethynylphenyl)-2-(4-formylphenyl)acetamide (184 mg, 0.7 mmol), N-methyl imidazole ketone 2b (99 mg, 0.8 mmol, 1.2 equivalents), piperidine (0.2 ml, 2.1 mmol, 3 equivalents) and anhydrous methanol (5 ml) placed in a 10 mL microwave vial was heated in a microwave synthesizer at 85 C for 6 hours. The crude reaction mixture was concentrated and purified by flash chromatography on silica gel in ethyl acetate/ hexanes (20 %-> 70% ethyl acetate) to obtain 41 (59 mg, 23%). NMR (600 MHz, CDC13) delta 8.09 (d, J = 15.9 Hz, 1H), 7.80 (d, J = 16.0 Hz, 1H), 7.70 (t, J = 6.9 Hz, 2H), 7.39 (s, 4H), 7.35 (d, J = 8.0 Hz, 2H), 7.22 (s, 1H), 7.11 (s, 1H), 7.08 (s, 1H), 4.09 (s, 3H), 3.74 (s, 2H), 3.01 (s, 1H).HRMS calculated 370.1556 found 370.1563 [M+H]+ ion.

The synthetic route of 85692-37-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; THE UNIVERSITY OF TOLEDO; TILLEKERATNE, Viranga; AL-HAMASHI, Ayad; DLAMINI, Samkeliso; ALQAHTANI, Abdulateef, Saeed; KARAJ, Endri; (69 pag.)WO2019/36607; (2019); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 26663-77-4, name is Methyl benzimidazole-5-carboxylate, 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 26663-77-4, category: imidazoles-derivatives

8.2. PREPARATION OF 3,4-DIISOTHIOCYANATOBENZOIC ACID, METHYL ESTER, 11 A 250 ml round bottom flask was charged with 4.98 g (50 mmol) of calcium carbonate, 10 ml of methylene chloride, and 3 ml of water. The resultant slurry was cooled to 10 C. and then 2.27 ml (3.43 g, 30 mmol) of thiophosgene (Aldrich) followed by 2.50 g (14.2 mmol) of 5-benzimidazolecarboxylic acid, methyl ester, 10, dissolved in 50 ml of a 1:1 mixture of acetonitrile in water were slowly added. The reaction mixture was stirred for 4 h and the temperature was allowed to rise to 15-20 C. The orange-white reaction slurry was then filtered and the filtrate was washed with three 50 ml portions of methylene chloride. The organic layers were combined, dried over MgSO4, filtered, and the solvents were removed under vacuum to leave a beige residue. This residue was triturated four times with petroleum ether to leave, after drying for 16 h at 25 C. at 30 mm pressure, 2.14 g (8.56 mmol, 60% yield) of 3,4-diisothiocyanatobenzoic acid, methyl ester, 11, as an off-white powder. 1 H NMR (CDCl3, TMS): delta7.85-7.95 (m, 2H), 7.30 (d, 1H), 3.92 (s, 3H). IR showed a doublet (NCS) at 2140 cm-1.

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, Methyl benzimidazole-5-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Cytogen Corporation; US5585468; (1996); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 10597-52-1, 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. 10597-52-1 name is 7-Nitro-1H-benzo[d]imidazole, 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.

Step B: Preparation of tert-butyl 4-nitro-1H-benzo[d]imidazole-1-carboxylate: Triethylamine (1.03 mL, 7.36 mmol) was added to a suspension of 4-nitro-1H-benzo[d]imidazole (1.0 g, 6.13 mmol) in dichloromethane (50 mL), followed by addition of Boc2O (1.61 g, 7.36 mmol). The reaction was stirred at room temperature for 16 hours and then quenched with water (20 mL). The aqueous layer was extracted with dichloromethane (50 mL*3), and the combined organics were dried, filtered and concentrated. The crude product was purified by flash column chromatography, eluding with hexanes/ethyl acetate (4:1) to give the desired product (1.50 g, 93%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 7-Nitro-1H-benzo[d]imidazole, and friends who are interested can also refer to it.

Reference:
Patent; Array Biopharma, Inc.; US2010/63066; (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. 39021-62-0, name is 1-Methyl-1H-imidazole-5-carbaldehyde belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. Formula: C5H6N2O

3-Methyl-3H-imidazole-4- carbaldehyde (10) (4.0 g, 15 mmol) was suspended in THF (10 mL), and the resulting solution cooled to 0C. Lithium aluminum hydride (300 mg, 32.0 mmol) was added portion wise over 10 minutes, and the resulting suspension stirred for a further 10 minutes. Excess hydride was quenched by the addition of solid Na2SO4-IOH2O (~1 g) in large portions with vigorous stirring. Additional THF was added as needed to prevent solidification of the resulting slurry. The resulting suspension was stirred for a further hour, and then filtered to remove the sulfate salts, and the solvent was removed under reduced pressure to provide the title alcohol (1.3 g, 80%). 1H NMR (400 MHz, ^-MeOH): delta 7.57 (s, IH), 6.89 (s, IH), 4.58 (s, 2H), 372 (s, 3H). 13C NMR (100 MHz, ^-MeOH): delta 140.1, 132.7, 128.1, 31.9, 31.0.

The synthetic route of 39021-62-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; YALE UNIVERSITY; UNIVERSITY OF SOUTH FLORIDA; UNIVERSITY OF WASHINGTON; SEBTI, Said; WO2006/102159; (2006); A2;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 492-98-8, name is 1H,1’H-2,2′-Biimidazole, 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 492-98-8, Formula: C6H6N4

General procedure: 2,2′-Biimidazole (0.4 g, 3 mmol) was added to a 100mLthree-necked flask charged with 3-chloropropionic acid (1.3 g,12 mmol), KOH (0.336 g, 6 mmol), and water (10 mL) at roomtemperature. The reaction mixture was adjusted to a pH level of10 to 12 with a 5M aqueous solution of KOH and the reactionmixture was heated slowly to reflux for 8 h. The product mixturewas acidified to pH2-3 with hydrochloric acid (1 M), and thenconcentrated under reduced pressure. The concentrated mixturewas diluted with ethanol and filtered to remove the undissolvedsalt. The final filtrate was concentrated to give a brown viscousliquid (85.1% yield). The product was dried overnight undervacuum before use and analysis.

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

Reference:
Article; Feng, Miaona; Zhao, Guoying; Gao, Hongling; Zhang, Suojiang; Australian Journal of Chemistry; vol. 68; 10; (2015); p. 1513 – 1517;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 14741-71-0, name is Ethyl 2-(1H-benzo[d]imidazol-2-yl)acetate, 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 14741-71-0, Quality Control of Ethyl 2-(1H-benzo[d]imidazol-2-yl)acetate

General procedure: To the dry solid of compound 3 (2.04 g, 0.01 mol) ammonium acetate (0.50 g) eithercyclophentanone (0.78 g, 0.01 mol) or cyclohexanone (0.92 g, 0.01 mol) were added. Thereaction mixture was heated in an oil bath at 120 oC for 1 h then left to cool. The product wastriturated with ethanol and the formed solid product was collected by filtration

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Ethyl 2-(1H-benzo[d]imidazol-2-yl)acetate, and friends who are interested can also refer to it.

Reference:
Article; Mohareb, Rafat M.; Gamaan, Marwa S.; Bulletin of the Chemical Society of Ethiopia; vol. 32; 3; (2018); p. 541 – 557;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem