Downstream synthetic route of 7181-87-5

The synthetic route of 7181-87-5 has been constantly updated, and we look forward to future research findings.

7181-87-5,7181-87-5, 1,3-Dimethyl-1H-benzo[d]imidazol-3-ium iodide is a chiral-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

(Step 1) A mixture of o-phenylenediamine (4.13 g, 38.2 mmol) and formic acid (2.0 mL) was reflux for 2 h. To this was slowly added 15% aqueous sodium hydroxide and the resulting mixture was basified. The crude benzimidazole (11) was filtrated and washed with ice-cold water. This crude product was used for the following reaction without purification. (Step 2) To a solution of 11 and sodium hydroxide (185.6 mg, 4.640 mmol) in MeOH (13 mL) was added iodomethane (6.1 mL, 98 mmol) at room temperature and the mixture was refluxed for 24 h. After the mixture was concentrated, the residue were recrystallized from ethanol. The mixture was filtrated to obtain 12 (8.03 mmol, 21% yield) as white crystal. (Step 3) To a solution of 12 (563.5 mg, 2.056 mmol) in MeOH (4 mL) was slowly added sodium borohydride (80.7 mg, 2.13 mmol) at 0 C under an argon atmosphere. The resulting mixture was stirred at room temperature for 40 min. The mixture was purified by chromatography on silica gel (hexane/ethyl acetate = 10 :1 as eluent) to obtain 2d as a green oil. 1H NMR (400 MHz, CDCl3) delta 6.67 (2H, ddd, J = 8.8, 3.2, 3.2 Hz, Ph), 6.42 (2H, ddd, J = 8.8, 3.2, 3.2 Hz, Ph), 4.32 (2H, s, CH2), 2.73 (6H, s, CH3); 13C NMR (100 MHz, CDCl3) delta 143.1, 119.1, 106.1, 80.2, 34.4. Spectral data were consistent with those previously reported in the literature. 17

The synthetic route of 7181-87-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Igarashi, Tomohito; Tayama, Eiji; Iwamoto, Hajime; Hasegawa, Eietsu; Tetrahedron Letters; vol. 54; 50; (2013); p. 6874 – 6877;,
Chiral Catalysts
Chiral catalysts – SlideShare