Category: 1137-68-4

Application of 1137-68-4, 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. 1137-68-4, name is 2-(2-Pyridyl)benzimidazole. A new synthetic method of this compound is introduced below.

Under N2, solid NaH (60% dispersed in mineral oil, 0.120 g) and 2-(2-pyridyl)benzimidazole (0.680 g, 0.0035 mol) in 20 mL of anhydrous DMF was stirred at 80 C for 2 h. The resulting solution was cooled to room temperature and 9-(4-(bromomethyl)penyl)-9H-carbazole (1.400 g, 0.0042 mol) was added. The mixed solution was stirred at 80 C for 36 h. After completing, the reaction mixture was poured into 100 mL of cool water, and was extracted with dichloromethane (3 × 50 mL). The organic phase was washed with water and dried over anhydrous MgSO4. After removal of solvent, the residue was purified by column chromatography using ethyl acetate/petroleum ether (1: 4, v/v) as the eluent to give a white powder. Yield: 81%. m.p.:186-188 C. IR (KBr pellet cm-1): 3041 (Aryl-CH), 2931 (-CH2-), 1614, 1456, 1328, 1150, 750. 1H NMR(CDCl3, delta, ppm): 8.70 (d, 1H, J = 7.4 Hz, Aryl-H), 8.50 (d, 1H, J = 8.0 Hz, Aryl-H), 8.11 (d, 2H, J = 7.6 Hz, Aryl-H), 7.92-7.86 (m, 2H, Aryl-H), 7.48-7.41 (m, 5H, Aryl-H), 7.38-7.33 (m, 7H, Aryl-H), 7.25 (t, 2H, J = 8.8 Hz, Aryl-H), 6.32 (s, 2H, N-CH2-Ar). Anal. Calc. for C31H22N4 (%): C, 82.64; H, 4.92; N, 12.44. Found: C, 82.38; H, 5.01; N, 12.52.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1137-68-4, 2-(2-Pyridyl)benzimidazole, and friends who are interested can also refer to it.

Reference:
Article; Yu, Tianzhi; Chai, Haifang; Zhao, Yuling; Zhang, Chengcheng; Liu, Peng; Fan, Duowang; Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy; vol. 109; (2013); p. 179 – 185;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 1137-68-4, Adding some certain compound to certain chemical reactions, such as: 1137-68-4, name is 2-(2-Pyridyl)benzimidazole,molecular formula is C12H9N3, 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 1137-68-4.

EXAMPLE 9 To a solution of (2S)-N-[4-(5-bromopentyl)oxy-5-methoxy-2-nitrobenzoyl) pyrrolidine-2-carboxarbaldehyde diethyl thioacetal 2c (549 mg, 1 mmol) in dry DMF (10 ml_) was added anhydrous K2CO3 (552 mg, 4 mmol) and the 2-(2- pyridyl)benzimidazole 4a (195 mg, 1 mmol). The reaction mixture was stirred at room temperature for 48 h. TLC using ethyl acetate as a solvent system monitored the reaction. The potassium carbonate was removed by suction filtration and the solvent was removed under vacuum. The crude product was purified by column chromatography using 2% MeOH-CHCI3 as eluent to afford pure compound of 9b (498 mg, 75%). 1H NMR (CDCI3): 8.62 (d, J = 5.1 Hz, 1 H), 8.44 (d, J = 8.0 Hz, 1 H), 7.75-7.87 (m, 2H), 7.47-7.51 (m, 1 H), 7.45 (s, 1H), 7.20-7.35 (m, 3H), 6.77 (s, 1 H), 4.82 (d, J = 3.7 Hz, 1 H), 4.57-4.71 (m, 3H), 4.02-4.15 (m, 2H), 3.97 (s, 3H), 3.10-3.30 (m, 1 H), 2.90-3.08 (m, 1 H), 2.65-2.85 (m, 4H), 2.45-2.62 (m, 2H), 1.60-2.40 (m, 6H), 1.44-1.50 (m, 2H), 1.30-1.42 (m, 6H) ESIMS: m/z 666 (M+).

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. 1137-68-4, 2-(2-Pyridyl)benzimidazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; COUNCIL OF SCIENTIFIC & INDUSTRIAL RESEARCH; WO2009/113085; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1137-68-4, 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. 1137-68-4, name is 2-(2-Pyridyl)benzimidazole. A new synthetic method of this compound is introduced below.

Potassium hydroxide 51 mmol and 2-pyridylbenzimidazole were added to the reaction flask10.2 mmol, and 20 ml of 1-butyl-3-methylimidazolium hexafluorophosphate (ionic liquid) was added. After the mixture was stirred for 5 min in advance, 8 ml of 1,6-dibromohexane was added and the reaction was stirred for 5 h. After the reaction is complete, extract three times with ether, combine the oil phases, and use rotationThe evaporator removes the solvent. The resulting crude product was separated by column chromatography. The volume ratio of the eluent was petroleum ether:ethyl acetate=A 3:1 mixed solution finally gave 2.2 g of a colorless oily liquid with a yield of 60%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1137-68-4, 2-(2-Pyridyl)benzimidazole, and friends who are interested can also refer to it.

Reference:
Patent; Nanjing University of Posts and Telecommunications; Zhao Qiang; Yang Jiguang; Xu Wenjuan; Huang Wei; Liu Shujuan; Qin Yanyan; (26 pag.)CN106397488; (2017); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 1137-68-4, 2-(2-Pyridyl)benzimidazole, 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, 1137-68-4, blongs to pyridine-derivatives compound. Computed Properties of C12H9N3

The 2-(pyridin-2-yl)-1H-benzo[d]imidazole (2.0g, 0.0102 mol)was dissolved in 30 ml of dry DMF and stirred with potassiumcarbonate (1.4g, 0.0102 mol) at room temperature for 1 h and 2-(Bromomethyl naphthalene) (2.2. g, 0.0102 mol) was dissolved in20 ml of THF then added dropwise using dropping funnel proceedthe reaction for further 12 h. The proceeding of product waschecked by thin layer chromatography. After the completion ofreaction solvent was rescued under vacuum, the resulting solidswere treated with 30 ml of HCl washed using ethyl acetate anddistilled water. The separated organic layer is filtered over sodiumsulphate then the compound was purified under column chromatographytechnique (Hexane: ethyl acetate-10:90) to obtain whitesolid as the product. Yield 78%, 1H NMR (500 MHz, CDCl3) d 8.51 (d,J 4.3 Hz, 1H), 8.37 (d, J 8.0 Hz, 1H), 7.85e7.52 (m, 5H), 7.45 (s,1H), 7.33e7.05 (m, 7H), 6.25 (s, 2H). 13C NMR (126 MHz, CDCl3)d 150.52, 150.01, 148.68, 142.72, 136.92, 134.97, 133.29, 132.71,128.45, 127.81, 127.61, 126.22, 125.88, 125.40, 124.89, 124.75, 123.92,123.69, 122.93, 120.16, 49.20. HRMS (ESI): calcd. For [MH]C23H17N3 336.1495 found 336.1497. The data is given in supp. data eFig. S4aec.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1137-68-4, its application will become more common.

Reference:
Article; Balamurugan, Selvaraj; Ganesan, Shanmugam; Electrochimica Acta; vol. 329; (2020);,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem