Month: August 2021

Reference of 288-32-4,Some common heterocyclic compound, 288-32-4, name is 1H-Imidazole, molecular formula is C3H4N2, 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: In a flame-driedvessel, equipped with a magnetic stirrer, under argon atmosphere,were added 0.3 mL of anhydrous acetonitrile, the nucleophile (imidazoleor benzimidazole – 0.75 mmol, 1.5 eq.), the electrophile(alkyl or aryl iodide – 0.5 mmol, 1 eq.), the base (1 mmol, 2 eq.),and the copper catalyst (0.05 mmol – 10% loading). The reactionvessel was heated to 80 C and left under stirring for 24 h. Thereaction mixture was then allowed to cool to room temperature,diluted with dichloromethane (5 mL) and filtered through celite. The celitepad was further washed with dichloromethane(2 x 5 mL). The combined organic phases were washed with water(2 x 5 mL) and brine (2 x 5 mL). The organic solvents were thenremoved in vacuo to yield the crude product, which was purifiedby flash column chromatography on silica gel using a gradient mixtureof ethyl acetate/petroleum ether as eluent. The 1H and 13CNMR spectral data for all N-arylatedimidazoles and benzimidazolesare in full agreement with those reported to literature [57-61].

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

Reference:
Article; Milenkovi?, Milica R.; Papastavrou, Argyro T.; Radanovi?, Du?anka; Pevec, Andrej; Jagli?i?, Zvonko; Zlatar, Matija; Gruden, Maja; Vougioukalakis, Georgios C.; Turel, Iztok; An?elkovi?, Katarina; ?obelji?, Bo?idar; Polyhedron; vol. 165; (2019); p. 22 – 30;,
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. 10364-94-0, name is (1H-Imidazol-1-yl)(phenyl)methanone belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. category: imidazoles-derivatives

General procedure: To a solution of substrate (100 mg) in 2.5 mL MeCN (dry) was added DBU (0.2 equiv.), and themixture was allowed to stir at 50 C for 10 min. 1-Benzoylimidazole (1.1 equiv.) in MeCN (dry, 0.5 mL)was added to the reaction mixture in two portions and it was allowed to stir at 50 C for 8 h. MeCNwas removed under reduced pressure and the resulting mixture was purified by flash columnchromatography (ethyl acetate/petroleum ether = 1:6 to 2:1) to afford benzoylated products.

The synthetic route of 10364-94-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Lu, Yuchao; Hou, Chenxi; Ren, Jingli; Xin, Xiaoting; Xu, Hengfu; Pei, Yuxin; Dong, Hai; Pei, Zhichao; Molecules; vol. 21; 5; (2016);,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route 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 KOH and 2-methylmercaptobenzimidazole was stirred in DMF at room temperature for 1 h. The dibromo compound was added to the above reaction mixture was allowed to stir continuously at room temperature for 24 h. The reaction was quenched by adding water. The resulting powder was collected by filtration and was dried.

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; Rajakannu, Palanisamy; Elumalai, Palani; Mobin, Shaikh M.; Lu, Kuang-Lieh; Sathiyendiran, Malaichamy; Journal of Organometallic Chemistry; vol. 743; (2013); p. 17 – 23;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 21252-69-7,Some common heterocyclic compound, 21252-69-7, name is 1-Octyl-1H-imidazole, molecular formula is C11H20N2, 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: Dicationic imidazolium ionic liquids were prepared by refluxing-N-hexadecylimidazole (5.85 g, 20 mmol) and 1,4-dibromobutane (2.16 g, 10 mmol) in isopropanol (50 mL) at 80 °C for 24 h. Then, the products were washed with diethyl ether four times under vacuum.

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

Reference:
Article; Wu, Jianghao; Jiang, Pingping; Qin, Xiaojie; Ye, Yuanyuan; Leng, Yan; Bulletin of the Korean Chemical Society; vol. 35; 6; (2014); p. 1675 – 1680;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 288-32-4, These common heterocyclic compound, 288-32-4, name is 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.

General procedure: NH-containing heterocycle (1.4 mmol) and DMF (2.0 mL) were added to a mixture of CuCl (15.0 mol%) and ligand 1 (20.0 mol%) in DMF (2.0 mL), aryl iodide (1.0 mmol), NaOH (2.0 mmol). The mixture was vigorously stirred at 120 C for 14 h under a dry nitrogen atmosphere. After completion of the reaction (as monitored by TLC), H2O was added and the organic layer was extracted with EtOAc, washed with brine and dried over MgSO4. The solution was filtered and the solvent was evaporated under reduced pressure. The residue was purified by column chromatography. The purity of the compounds was checked by 1H NMR and yields are based on aryl iodide. All the products are known and the spectroscopic data (FT-IR and NMR) and melting points were consistent with those reported in the literature.

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

Reference:
Article; Sajadi, S. Mohammad; Maham, Mehdi; Journal of Chemical Research; vol. 38; 2; (2014); p. 128 – 129;,
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. 288-32-4, name is 1H-Imidazole, A new synthetic method of this compound is introduced below., name: 1H-Imidazole

Step 1 1H-Imidazole (10 g, 147 mmol) was dissolved in THF (150 mL). Dimethylsulfamoyl chloride (19 g, 132 mmol) was added followed by the dropwise addition of triethylamine (20 g, 198 mmol). The mixture was stirred at room temperature overnight. The mixture was poured into H2O (200 mL) and extracted with EtOAc three times. The combined organic layers were dried over MgSO4, filtered, and concentrated in vacuo to give crude N,N-dimethyl-1H-imidazole-1-sulfonamide (27 g) that was used without further purification.

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

Reference:
Patent; KALYPSYS, INC.; US2009/62253; (2009); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 288-32-4, name is 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 288-32-4, Recommanded Product: 288-32-4

General procedure: To a solution of Cu(OAc)2·H2O (0.01 mmol) in DMF (2 mL) were added aryl iodide (1.2 mmol), nitrogen-containing heterocycle (1.0 mmol), and Cs2CO3 (2 mmol) under nitrogen atmosphere. The mixture was stirred at 110 C for 24 h. After cooling to ambient temperature, the mixture was partitioned between water and ethyl acetate. The organic layer was separated, and the aqueous layer was extracted with ethyl acetate. The combined organic layers were washed with brine, dried over Na2SO4, and concentrated in vacuo. The residue was purified by flash chromatography on silica gel.

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

Reference:
Article; Xu, Zhong-Lin; Li, Hong-Xi; Ren, Zhi-Gang; Du, Wei-Yuan; Xu, Wei-Chang; Lang, Jian-Ping; Tetrahedron; vol. 67; 29; (2011); p. 5282 – 5288;,
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. 17325-26-7, name is Methyl 1H-imidazole-5-carboxylate, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C5H6N2O2

0.76 g of imidazole-4-carboxylic acid methyl ester (6 mmol) was dissolved in 10 ml of acetone solution.0.66 ml (6.6 mmol) of 1,3-dibromopropane was added in that order.K2CO31.66g (12mmol),Bu4N+Br-0.12g (0.36mmol),Heated at 51 C for 7.5 h.TLC monitoring showed completion of the reaction. The reaction solution is dried,Dilute with 25 ml of ethyl acetate.Washed 5-6 times, the organic phase was washed with saturated sodium chloride (20 ml).Dry over anhydrous sodium sulfate, suction filtration, spin dry, flash column chromatography (PE/EA = 1:1),Methyl 1-(3-bromopropyl)imidazole-4-carboxylate (light yellow solid)0.57 mg, yield 38.9%.

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 17325-26-7.

Reference:
Patent; China Pharmaceutical University; Chen Li; Xu Manyi; Li Na; Pei Jianghong; Bao Na; Shi Wei; (31 pag.)CN109336944; (2019); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 17228-38-5, A common heterocyclic compound, 17228-38-5, name is N-Methyl-1H-benzo[d]imidazol-2-amine, molecular formula is C8H9N3, 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.

To a suspension of intermediate 2-XI (70mg, 0.173 mmol) in ACN (1.5 mL) and DMF (0.15 mL) was added A/-methyl-1 /-/-1 ,3-benzodiazol-2-amine (51 mg, 0.347 mmol) and Cs2C03 (282 mg, 0.867 mmol). The reaction mixture was heated in a sealed tube at 130C for 40 hours. On cooling, H20 (50 mL) and EtOAc (40 mL) were added. A solid appeared in the interphase, it was filtered and washed with EtOAc and Et20 to give final product 32 as a white solid (35 mg). LC-MS1 , tR= 3.98 min, MS: 515.2 [M+H]+ 1 H NMR (300 MHz, DMSO) delta 7.97 (d, J = 7.6 Hz, 1 H), 7.88 (q, J = 4.9 Hz, 1 H), 7.25 (d, J = 7.3 Hz, 1 H), 7.07 (t, J = 7.1 Hz, 1 H), 6.98 (t, J = 7.6 Hz, 1 H), 4.43 – 4.29 (m, 1 H), 4.24 (m, 1 H), 4.10 – 3.76 (m, 8H), 3.56 (m, 1 H), 3.46 – 3.36 (m, 2H), 3.03 (m, 1 H), 2.99 (d, J=4.9Hz, 3H), 2.94 (s, 3H), 2.89 (m, 1 H), 2.30 – 1.96 (m, 4H).

The synthetic route of 17228-38-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; FUNDACION CENTRO NACIONAL DE INVESTIGACIONES ONCOLOGICAS CARLOS III; PASTOR FERNANDEZ, Joaquin; FERNANDEZ-CAPETILLO RUIZ, Oscar; MARTINEZ GONZALEZ, Sonia; BLANCO APARICIO, Carmen; RICO FERREIRA, Maria del Rosario; TOLEDO LAZARO, Luis Ignacio; RODRIGUEZ ARISTEGUI, Sonsoles; MURGA COSTA, Matilde; VARELA BUSTO, Carmen; LOPEZ CONTRERAS, Andres Joaquin; RENNER, Oliver; NIETO SOLER, Maria; CEBRIAN MUNOZ, David Alvaro; WO2014/140644; (2014); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 57090-88-7, The chemical industry reduces the impact on the environment during synthesis 57090-88-7, name is 1H-Imidazole-4-carbonitrile, I believe this compound will play a more active role in future production and life.

Step A. 1-((6-(trifluoromethyl)pyridin-3-yl)methyl)-1H-imidazole-4-carbonitrile 1H-imidazole-4-carbonitrile (300 mg, 3.22 mmol) and 5-(chloromethyl)-2-(trifluoromethyl)pyridine (662 mg, 3.385 mmol) were taken into anhydrous DMF (5 ml) and cooled to 0 C. Sodium hydride (150 mg, 3.7 mmol) was added to the solution portionwise and stirred at room temperature for 2 hours. The reaction was quenched with saturated ammonium chloride (10 ml) followed by evaporation of the solvent in vacuo. The residue was suspended in dichloromethane (20 ml) and water (20 ml). The aqueous layer was extracted further with dichloromethane (20 ml). The organic layers were combined, washed with water and brine, dried over anhydrous sodium sulfate, filtered, and evaporated in vacuo to provide the crude product which was purified by column chromatography (SiO2) eluting with a gradient of heptanes to 100% ethyl acetate to provide the title product as a white solid (79 mg, 9.7% yield). 1 H NMR (300 MHz, CDCl3) delta H NMR (300 MHz, (m, 1H), 8.79-8.57 (m, 1H), 8.50-8.23 (m, 1H), 8.02-7.83 (m, 2H), 7.84-7.72 (m, 1H), 5.56 (s, 2H).

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-4-carbonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Vertex Pharmaceuticals Incorporated; Lauffer, David J.; Bemis, Guy; Boyd, Michael; Deininger, David; Deng, Hongbo; Dorsch, Warren; Gu, Wenxin; Hoover, Russell R.; Johnson, JR., Mac Arthur; Ledeboer, Mark Willem; Ledford, Brian; Maltais, Francois; Penney, Marina; Takemoto, Darin; Waal, Nathan D.; Weng, Tiansheng; (667 pag.)US2019/322673; (2019); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem