(E)-1-(2-pyridyl)-2-styryl-1H-benzimidazole → N1-(pyridin-2-yl)benzene-1,2-diamine

HRID 50913Notes

Reaction equation

HRID 50913 reaction equation
F/C(=C\C1C=CC=CC=1)/C(Cl)=O.[N:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[N:19]1[C:23]2[CH:24]=[CH:25][CH:26]=[CH:27][C:22]=2[N:21]=C1/C=C/C1C=CC=CC=1>>[N:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[NH:19][C:23]1[CH:24]=[CH:25][CH:26]=[CH:27][C:22]=1[NH2:21]

Participants

3

Reactant 2

HCID 9796241(E)-1-(2-pyridyl)-2-styryl-1H-benzimidazoleHCID 71567173(Z)-alpha-fluorocinnamoyl chloride

Product 1

HCID 752150N1-(pyridin-2-yl)benzene-1,2-diamine

Procedure

(Z)-α-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). MW: 315.35; mp: 124.5-125.3° C.; 1H-NMR (CDCl3) δ: 8.72-8.66 (1H, m), 7.94 (1H, ddd, J=7.3, 7.3, 1.8 Hz), 7.88-7.83 (1H, m), 7.62-7.55 (2H, m), 7.52-7.25 (8H, m), 7.00 (1H, d, J=38.5 Hz).

Sources & evidence

ORD record
ord-a7b43dffb53d423a982f383ed165e5ff
Source dataset
uspto-grants-2004_03
Patent number
US06713482B2

Reaction notes

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