반응 #79161

반응 방정식

hydrogen chloride

N-(2-pyridyl)-o-phenylenediamine

(E)-2-fluorocinnamoyl chloride

(E)-1-(2-pyridyl)-2-styryl-1H-benzimidazole

→

titled compound

(E)-2-(2-Fluorostyryl )-1-(2-pyridyl)-1H-benzimidazole hydrochloride

용매

methanol

반응 조건

후처리

1. 1
   농축Concentration and recrystallization from ethyl acetate/ethanol

실험 절차

Free base of the titled compound was prepared from N-(2-pyridyl)-o-phenylenediamine and (E)-2-fluorocinnamoyl chloride (Amino, Y.; Kawada, K.; Toi, K.; Kumashiro, I.; Fukushima, K. Chem. Pharm. Bull, 1988, 36, 4426) according to the preparation of (E)-1-(2-pyridyl)-2-styryl-1H-benzimidazole (Example 1, method A). The free base was dissolved with a 10% methanol solution of hydrogen chloride (5 ml). Concentration and recrystallization from ethyl acetate/ethanol yielded the titled compound. MW: 351.81; mp: 226.0-228.0° C.; 1H-NMR (DMSO) δ: 8.92-8.87 (1H, m), 8.39-8.29 (1H, m), 8.29 (1H, d, J=16.1 Hz), 7.99-7.79 (4H, m), 7.70-7.51 (4H, m), 7.44-7.31 (3H, m).

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