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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 50907Generated: October 29, 2026

N1-(pyridin-2-yl)benzene-1,2-diamine → (E)-2-[2-(3-Furyl)ethenyl]-1-(2-pyridyl)-1H-benzimidazole

https://huagongshe.com/reaction/50907

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN1-(pyridin-2-yl)benzene-1,2-diamineHCID 752150—
Reactant(E)-1-(2-pyridyl)-2-styryl-1H-benzimidazoleHCID 9796241—
Reactant(E)-3-(Furan-3-yl)acryloyl chlorideHCID 22736687—
Product(E)-2-[2-(3-Furyl)ethenyl]-1-(2-pyridyl)-1H-benzimidazoleHCID 9838855—

Reaction Steps

The titled compound was prepared from N-(2-pyridyl)-o-phenylenediamine and (E)-3-(3-furyl)acryloyl chloride (Shizuri, Y.; Ojika, M.; Yamada, K. Tetrahedron Lett., 1981, 22, 4291) according to the preparation of (E)-1-(2-pyridyl)-2-styryl-1H-benzimidazole (Example 1, method A). MW: 287.32; mp: 162.5-164.0° C.; 1H-NMR (CDCl3) δ: 8.79-8.75 (1H, m), 7.99 (1H ddd, J=7.7, 7.7, 1.8 Hz), 7.87 (1H, d, J=15.8 Hz), 7.83-7.78 (1H, m), 7.64-7.62 (1H, m), 7.53-7.39 (4H, m), 7.37-7.22 (2H, m), 6.85 (1H, d, J=15.8 Hz), 6.55 (1H, d, J=1.8 Hz).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06713482B2
Source datasetuspto-grants-2004_03
ORD IDord-4cb2fd087c9b41958f4234a629f48467
Source noteuspto-grants-2004_03