Downstream synthetic route of 1,3-Dimethyl-1H-benzo[d]imidazol-3-ium iodide

With the complex challenges of chemical substances, we look forward to future research findings about 1,3-Dimethyl-1H-benzo[d]imidazol-3-ium iodide,belong chiral-catalyst compound

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO115,mainly used in chemical industry, its synthesis route is as follows.,7181-87-5

1,3-Dimethylbenzimidazolium iodide (0.24 g, 0.88 mmol)and silver(I) oxide (0.10 g, 0.44 mmol) were added to CH2Cl2(20 mL) and ethanol (20 mL), and the mixture was stirred atroom temperature for 5 h under argon atmosphere in absenceof light. Subsequently, (tht)AuCl (0.28 g, 0.88 mmol) wasadded and the reaction mixture was stirred at room temperaturefor further 9 h. The mixture was filtered throughCelite, and the solvent was removed under reduced pressure. The crude product was purified by silica-gel column chromatography(eluent: acetone). The product was further purifiedby recrystallization from a mixture of CH2Cl2 andhexane to afford Au NHC complex 1 as colorless platecrystals (84%, 0.28 g, 0.74 mmol). M.p.: 293 C. 1H NMR(CDCl3, delta): 7.47 (s, 4H; 4,5,6,7-H in benzimidazole), 4.05 (s,6H; CH3). 13C NMR (CDCl3, delta): 179.0 (2-C in benzimidazole),133.8 (5,6-C in benzimidazole), 124.7 (ring-fusion C),111.3 (4,7-C in benzimidazole), 35.2 (N-CH3). IR (KBr, nu):2943, 2862, 1457, 1387, 746 cm-1. HRMS (FAB) m/z [M+H]+ calcd. for C9H11AuClN2: 379.0276; found, 379.0280.Anal. calcd. for C9H10AuClN2: C, 28.55; H, 2.66; Au, 52.02;N, 7.40; found: C, 28.35; H, 2.54; N, 7.42; ash, 47.0.

With the complex challenges of chemical substances, we look forward to future research findings about 1,3-Dimethyl-1H-benzo[d]imidazol-3-ium iodide,belong chiral-catalyst compound

Reference£º
Article; Sathyanarayana, Arruri; Nakamura, Shin-ya; Hisano, Kyohei; Tsutsumi, Osamu; Srinivas, Katam; Prabusankar, Ganesan; Science China Chemistry; vol. 61; 8; (2018); p. 957 – 965;,
Chiral Catalysts
Chiral catalysts – SlideShare