1-Methyl-2-phenyl-1H-benzimidazole

8.4 g of compound c1, 7 g of benzaldehyde, 13gSodium metabisulfite, 200mL dimethylformamide was added to the reaction flask Medium, reflux overnight. After the reaction is finished, cool to room temperature.Pour the reaction solution into 500 mL of ice water with stirring.Solid precipitated, suction filtered, and washed with ethanol, petroleum ether, Drying gave a solid, Compound d1 (11.3 g, yield 97percent).General procedure: To a mixture of 1, 2-phenylenediamines (1.0 mmol) andaldehydes (1.1 mmol) in ethanol, 25 mol percent of Ag2CO3/Celite (3 mL) was added. The resulting mixture was stirredat 70 °C for 3 h. After this time, the reaction mixture wasdiluted with ethanol (50 mL) and the catalyst was separatedby filtration. Water was then added to the organic layer, andthe products were filtered and washed with water. All of theproducts are known compounds and characterized easily bycomparison with melting point, IR, [1'6] H NMR spectraldata reported in literature.General procedure: An ortho-phenylenediamine derivative 3 (1.0 mmol; 1.0 equiv) and an aldehyde 4 (1.0 mmol; 1.0 equiv) were dissolved in wet DMF (DMF 9.0 mL, H2O 1.0 mL). The resulting reaction mixture was stirred at 80°C in an open flask, and the reaction progress was monitored by TLC. On the complete consumption of 3, the reaction mixture was cooled to room temperature and concentrated under reduced pressure. The crude product obtained was purified by column chromatography on silica gel to afford the corresponding benzimidazole 5.General procedure: Phenylenediamine (1.0 mmol), Benzaldehyde (1.1 mmol) and KI (166 mg, 1.0 mmol) were dissolved in 10 ml of DMF, The inlet of the reaction vessel was opened to form an atmosphere to be exposed to the air, and 4 A molricular sieve was added thereto to provide an anhydrous condition, followed by stirring at 80 °C.The reaction was terminated by checking the amount of phenylenediamine consumed. After cooling to room temperature, the solvent was distilled off under reduced pressure, and the reaction mixture was separated by column chromatography to obtain 176 mg of the target compound of the formula (4). Yield 91percent

Molecular Weight:208.26
XLogP3:3.1
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:1
Exact Mass:208.100048391
Monoisotopic Mass:208.100048391
Topological Polar Surface Area:17.8
Heavy Atom Count:16
Complexity:235
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes