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CAS No. : | 1137-68-4 | MDL No. : | MFCD00005586 |
Formula : | C12H9N3 | Boiling Point : | No data available |
Linear Structure Formula : | NC5H4CN(C6H4)NH | InChI Key : | YNFBMDWHEHETJW-UHFFFAOYSA-N |
M.W : | 195.22 | Pubchem ID : | 70821 |
Synonyms : |
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Chemical Name : | 2-(2-Pyridyl)benzimidazole |
Signal Word: | Warning | Class: | |
Precautionary Statements: | P261-P305+P351+P338 | UN#: | |
Hazard Statements: | H302-H315-H319-H335 | Packing Group: | |
GHS Pictogram: |
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
85% | General procedure: In a two-necked, 100-mL round-bottom flask equipped with a blanket of nitrogen (N2) was placed 30mL of anhydrous toluene or tetrahydrofuran (THF) at room temperature for each ligand. KOH (0.56 g, 10.0mmol) was added to these solutions, then a solution of 2-pyridylbenzimidazole (1.95 g, 10.0 mmol) in anhydrous toluene (10 mL) was slowly added and stirred at reflux for 6 h. To these solutions, benzyl halides were added such as 2,4,6-trimethylbenzyl bromide (2.13 g, 10.0 mmol) for ligand 2A1 , 2,3,4,5,6-pentamethylbenzylbromide(2.45 g, 10.0 mmol) for ligand 2A2, 1,2-bis(bromomethyl)benzene (1.32 g, 5.0 mmol) for ligand 3B1, 2,4-bis(bromomethyl)-1,3,5-trimethylbenzene (1.53 g, 5.0 mmol) for ligand 3B2, 1,4-bis(bromomethyl)-2,3,5,6-tetramethylbenzene (1.60 g, 5.0 mmol) for ligand 3B3, and 1,3,5-tris(bromomethyl)-2,4,6-trimethylbenzene(1.33 g, 3.3 mmol) for ligand 4C1, respectively, and then heated under reflux for 24 h. The volatiles were evaporated in vacuum to dryness. The residue was dissolved in CH2Cl2 and filtered via cannula on Celite. The solution was concentrated to 15 mL and then the desired product was precipitated in 30 mL of n-hexane. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
70% | With sodium thiosulfate; In water; N,N-dimethyl-formamide; at 90℃;Cooling with ice; | O-phenylenediamine (5.24 g, 48 mmol) of pyridinecarboxaldehyde (4.37 g, 40 mmol) was dissolved in DMF, respectively, and an aqueous solution of sodium thiosulfate (7.92 g, 40 mmol) was added thereto, and the mixture was heated to 90 C overnight in an oil bath. At the end of the reaction, the reaction was poured into water to give the product A2, yield 70%. |