Month: August 2021

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 53710-78-4 as follows. Product Details of 53710-78-4

General procedure: 60% NaH (0.23 mmol) was added to a solution of 6a (0.23 mmol) in dry DMF (15 mL) at 0-5C. After stirring for 15 min at room temperature. 1-(3-chloropropyl)-1H-imidazole or 1-(4-chlorobutyl)-1H-imidazole (0.34 mmol) was added and stirred for 12 h at 60-65 C. After cooling, the mixture was poured into H2O (120 mL) and the resulting solution was extracted with ethyl acetate (60 mL × 3). The organic phase was combined, washed with brine (180 mL× 3), dried over Na2SO4 and concentrated under reduced pressure. The residue was purified by flash column chromatography on silica gel using petroleum ether/ethyl acetate/MeOH (5:10:1, v/v) as eluent to afford 7d or 7e.

According to the analysis of related databases, 53710-78-4, the application of this compound in the production field has become more and more popular.

Reference:
Article; Hu, Yuanyuan; Ruan, Wenchen; Gao, Anhui; Zhou, Yubo; Gao, Lixin; Xu, Meng; Gao, Jianrong; Ye, Qing; Li, Jia; Pang, Tao; Pharmazie; vol. 72; 12; (2017); p. 707 – 713;,
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. 1003-21-0, name is 5-Bromo-1-methyl-1H-imidazole, A new synthetic method of this compound is introduced below., HPLC of Formula: C4H5BrN2

5-Bromo-1-methyl-1H-imidazole (6.66 g, 41.4 mmol) was added to a round bottom flask followed by tetrahydrofuran (150 mL) under an N2 atmosphere. The contents were cooled to 0 C. in an ice water bath. EtMgBr (3.0 M solution in THF, 13.3 mL, 39.8 mmol) was added slowly via syringe over approximately 5 minutes, then the ice bath was removed and contents allowed to warm and stirred at room temperature for approximately 30 minutes. The vessel was then re-cooled to 0 C. and a solution of N-methoxy-N-methylpyrimidine-2-carboxamide (3.09 g, 15.9 mmol, Intermediate 15: step a) in THF (20 mL) was cannulated into the reaction vessel. The contents were allowed to stir at 0 C., then slowly warmed to room temperature, then heated to 40 C. in an oil bath and heated with stirring at that temperature for approximately 36 hours. The contents were then cooled to 0 C., quenched with a saturated aqueous NH4Cl solution, diluted with ethyl acetate and transferred to a reparatory funnel. The aqueous layer was separated, extracted twice with EtOAc, then the combined organic phases were dried over MgSO4, filtered, then distilled under reduced pressure to afford an amber oil. The crude product was purified by flash column chromatography (silica gel, 0-10% DCM/(10% of a 2 M NH3 MeOH in DCM)) to provide the title compound.

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; 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

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. 13750-62-4, name is 1-Benzyl-2-methyl-1H-imidazole, A new synthetic method of this compound is introduced below., Computed Properties of C11H12N2

General procedure: 2.3. Typical procedure for the synthesis of imidazolium ion tethered TsDPENs 5a. A solution mixture of the intermediate 3 (818 mg, 1.5 mmol) and 1,2-dimethyl-1H-imidazole (173 mg, 1.8 mmol) in acetonitrile (2 mL) was heated at 70 C for 30 h. The solvent was removed under reduced pressure, and the residue was washed with a mixture solvent (hexane/ethyl acetate = 10:1) and dried in vacuo to give an intermediate 4a, to which HCl solution (3 mL, 4 M in dioxane) was added. The reaction mixture was stirred at room temperature for 5 h and the precipitation was filtered and washed with hexane to give the Boc deprotected intermediate, which was used for the next step directly without further characterization. The Boc-deprotected intermediate was subsequently neutralized by Na2CO3 (159 mg, 1.5 mmol) in MeOH (2 mL). The mixture was stirred for 5 h and the solvent was removed to dryness. The solid residue was dissolved in dry CH2Cl2 and filtered, and concentrated to give the product 5a as a white solid (550 mg, 68% yield for 2 steps).

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; Kang, Guowei; Lin, Silong; Shiwakoti, Atul; Ni, Bukuo; Catalysis Communications; vol. 57; (2014); p. 111 – 114;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 570-22-9, name is 1H-Imidazole-4,5-dicarboxylic acid, 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 570-22-9, name: 1H-Imidazole-4,5-dicarboxylic acid

General procedure: Ethane-1,2-diamine (4a; 60mg; 1mmol) and iminodiacetic acid (5; 266mg; 2mmol) were mixed thoroughly, grinded and subjected to focused microwave irradiation at 135 C for 4 minutes. TLC of reaction mixture over silica gel G using ethyl acetate: MeOH (7:3) as mobile phase showed that the reaction is complete. Crude product, so obtained was purified by crystallization from methanol: water (9.5:0.5) to give pure product 9a. Yield: 83%.

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; Kumar, Anuj; Banerjee, Somesh; Roy, Partha; Sondhi; Sharma, Anuj; Bioorganic and Medicinal Chemistry Letters; vol. 27; 3; (2017); p. 501 – 504;,
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. 51-17-2, name is 1H-Benzo[d]imidazole, A new synthetic method of this compound is introduced below., Application In Synthesis of 1H-Benzo[d]imidazole

STEP A: 1-methyl-benzimidazole 14.1 g of methyl iodide and 6.15 g of potassium hydroxide were added to a suspension of 11.8 g of benzimidazole in 50 ml of ethanol and 30 ml of water and the mixture was refluxed for 6 hours and was then cooled. The mixture was extracted three times with chloroform and the combined chloroform extracts were dried and filtered. The filtrate was evaporated to dryness and the oily residue was chromatographed over neutral alumina. Elution with chloroform yielded 1-methyl-benzimidazole as a crude oil which was used as is for the next step.

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; Roussel Uclaf; US4151280; (1979); 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. 68282-47-3, name is 2-Phenyl-1H-imidazole-4-carbaldehyde, This compound has unique chemical properties. The synthetic route is as follows., name: 2-Phenyl-1H-imidazole-4-carbaldehyde

Reference Example 13 1-[(3-methoxyphenyl)sulfonyl]-2-phenyl-1H-imidazole-4-carbaldehyde To a solution of 2-phenyl-1H-imidazole-4-carbaldehyde (520 mg) in tetrahydrofuran (100 mL) was added sodium hydride (60% in oil, 182 mg) at room temperature, and the mixture was stirred for 30 min. 3-Methoxybenzenesulfonyl chloride (750 mg) was added to the reaction mixture, and the mixture was stirred for 1.5 hr. Water was added, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was crystallized from diethyl ether to give the title compound as colorless crystals (yield 894 mg, 87%). 1H-NMR (CDCl3) delta: 3.66 (3H, s), 6.81-6.82 (1H, m), 7.01-7.05 (1H, m), 7.08-7.12 (1H, m), 7.25-7.31 (1H, m), 7.37-7.44 (4H, m), 7.49-7.54 (1H, m), 8.30 (1H, s), 9.94 (1H, s).

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 68282-47-3.

Reference:
Patent; Takeda Pharmaceutical Company Limited; EP2005957; (2008); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of 53710-78-4, These common heterocyclic compound, 53710-78-4, name is 1-(3-Chloropropyl)-1H-imidazole, 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.

Necked flask was added 100mg (0.24mmol) compound 3a and 10mL anhydrous DMF,Was added 9.6mg (0.24mmol) 60% NaH was dissolved with stirring,Stirred at room temperature 30min,Was then added 52mg (0.36mmol) 1- (3- chloropropyl) lH-imidazole,The reaction temperature was raised to 80 5H, the reaction was complete, the reaction was poured into 200mL of water,Extracted with ethyl acetate (50mL × 3), the combined organic layers washed with brine (150mL × 3), dried over anhydrous sodium sulfate, filtered, and the filtrate was concentrated under reduced pressure, the residue was purified by silica gel column chromatography (dichloromethane: methanol: triethylamine = 120: 4: 1, v / v / v) to afford 64.4mg 3i red solid, yield 51.0%

The synthetic route of 53710-78-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Zhejiang University; Shanghai Institute of Materia Medica; Ye, Qing; Li, Jia; Zhou, Yubo; Gao, Anhui; Gao, Lixin; Hu, Yuanyuan; Li, Xue; Gao, Jianrong; (17 pag.)CN105777751; (2016); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 288-32-4, 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.

General procedure: In a 100 mL RB flask, polymer supported Cu(II) catalyst (50 mg,0.0098 mmol), arylboronic acid (1 mmol), N-H heterocycles (1.2 mmol), and 10 ml methanol were stirred under nitrogen atmosphere, at 40 C. The reaction mixtures were collected at different time intervals and identified by GCMS and quantified by GC. After the completion of the reaction, the catalyst was filtered off and washed with water followed by acetone and dried in oven. The filtrate was extracted with ethyl acetate (3 x 20 mL) and the combined organic layers were dried with anhydrous Na2SO4 byvacuum. The filtrate was concentrated by vacuum and the resulting residue was purified by column chromatography on silica gel to provide the desired 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-Imidazole, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Islam, Sk.Manirul; Mondal, Sanchita; Mondal, Paramita; Roy, Anupam Singha; Tuhina; Salam, Noor; Mobarak, Manir; Journal of Organometallic Chemistry; vol. 696; 26; (2012); p. 4264 – 4274;,
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. 33468-69-8, name is 4-(Trifluoromethyl)-1H-imidazole, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 33468-69-8

Referring to Reaction Scheme 14, Stage 1, a solution of 4-chloro-6-(3,4- dichloro-phenyl)-pyrimidine (1eq), 4-(trifluoromethyl)-1H-imidazole (2eq) and potassium carbonate (1.1eq) in fert-butanol (10vol) was heated at 150C in a microwave for 25 minutes. Potassium carbonate (1.1eq) was added to the reaction mixture, which was heated at 160C in a microwave for 35 minutes. Water was added and the desired material was extracted with EtOAc. The organic phase was dried with MgSO4, filtered and evaporated to dryness. Purification by flash column chromatography (eluent: [99.5:0.5] DCM:MeOH) afforded the target compound.

According to the analysis of related databases, 33468-69-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; DOMINGUEZ, Celia; TOLEDO-SHERMAN, Leticia, M.; COURTNEY, Stephen, Martin; PRIME, Michael; MITCHELL, William; BROWN, Christopher, John; DE AGUIAR PENA, Paula, C.; JOHNSON, Peter; WO2013/16488; (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. 705-09-9, name is 2-(Difluoromethyl)-1H-benzo[d]imidazole, A new synthetic method of this compound is introduced below., Computed Properties of C8H6F2N2

the 4 – (4, 6 – dichloro pyrimidine -2 – yl) morpholine (500 mg, 2 . 14mmol), 2 – (difluoromethyl) – 1H – benzo [d] imidazole (720 mg, 4 . 27mmol), NaHCO3 (900 mg, 10 . 7mmol) dissolved in DMF (15 ml) in, replace the nitrogen air 3 times, the mixture in the 110 C stirring for 8 hours, to the reaction solution in the addition of water (50 ml), ethyl acetate extraction, concentration of the organic layer, for purification column chromatography (PE: EA=5:1), a 4 – (4 – chloro -6 – (2 – (difluoromethyl) – 1H – benzo [d] imidazole -1 – yl) pyrimidine -2 – yl) morpholine (200 mg, yield 26%).

The synthetic route of 705-09-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shanghai Huilun Life Technology Co., Ltd.; Cheng Jianjun; Qin Jihong; (41 pag.)CN104557871; (2017); B;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem