2-Nitro-4-(trifluoromethoxy)aniline → (E)-1-(2-Pyridyl)-2-styryl-5-trifluoromethoxy-1H-benzimidazole

HRID 50931Notes

Reaction equation

HRID 50931 reaction equation
[N+](C1C=C([O:11][C:12]([F:15])([F:14])[F:13])C=CC=1N)([O-])=O.[N:16]1[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=1[N:22]1[C:26]2[CH:27]=[CH:28][C:29](C(F)(F)F)=[CH:30][C:25]=2[N:24]=[C:23]1/[CH:35]=[CH:36]/[C:37]1[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=1>>[N:16]1[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=1[N:22]1[C:26]2[CH:27]=[CH:28][C:29]([O:11][C:12]([F:15])([F:14])[F:13])=[CH:30][C:25]=2[N:24]=[C:23]1/[CH:35]=[CH:36]/[C:37]1[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=1

Participants

3

Reactant 2

HCID 27757722-Nitro-4-(trifluoromethoxy)anilineHCID 22736704(E)-1-(2-pyridyl)-2-styryl-5-trifluoromethyl-1H-benzimidazole

Product 1

HCID 22736725(E)-1-(2-Pyridyl)-2-styryl-5-trifluoromethoxy-1H-benzimidazole

Procedure

The titled compound was prepared from 2-nitro4-trifluoromethoxyaniline according to the preparation of (E)-1-(2-pyridyl)-2-styryl-5-trifluoromethyl-1H-benzimidazole (Example 57). MW: 381.36; mp: 92.0-93.0° C.; 1H-NMR (CDCl3) δ: 8.81-8.77 (1H, m), 8.02 (1H, d, J=16.5 Hz), 8.05-7.98 (1H, m), 7.71-7.68 (1H, m), 7.54-7.45 (4H, m), 7.45 (1H, d, J=8.8 Hz), 7.42-7.30 (3H, m), 7.17-7.10 (1H, m), 7.10 (1H, d, J=16.1 Hz)

Sources & evidence

ORD record
ord-f59f11e852c5411f810b332c968352d8
Source dataset
uspto-grants-2004_03
Patent number
US06713482B2

Reaction notes

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